CN110087469A - Molecule and relative intermediate, composition and method with certain desinsection effectiveness - Google Patents

Abstract

This application involves the method with molecule as confrontation Nematoda, the molecule of the desinsection effectiveness of Arthropoda, and/or Mollusca pest, preparation and the fields of the intermediate for such method, the composition comprising such molecule and the method using the such pest of such molecule confrontation.These molecules may be used as, for example, nematicide, acaricide, insecticide, acaricide and/or invertebrate poison.Present application discloses the molecules with following formula (" Formulas I " and " Formula II ").

Description

Molecules with certain insecticidal effects, and intermediates, compositions, and method

CROSS-REFERENCE TO RELATED APPLICATIONS

This application claims the benefit of, and priority to, US Provisional Patent Application Serial No. 62/437,323, filed December 21, 2016, and US Provisional Patent Application Serial No. 62/464,429, filed February 28, 2017, the entire disclosures of which are Incorporated herein by reference.

technical field

The present application relates to compounds having pesticidal utility against nematode, arthropod, and mollusk pests, methods of making such molecules and intermediates for such methods, compositions comprising such molecules, and uses Such molecules are in the field of methods for combating such pests. These molecules can be used, for example, as nematicides, acaricides, insecticides, acaricides, and molluscicides.

Background technique

"Many of the most dangerous human diseases are transmitted by insect vectors" (Rivero, A. et al., Insect Control of Vector-Borne Diseases: When is Insect Resistance a Problem? Public Library of Science Pathogens, 6(8) (2010)) . Historically, vector-borne diseases, especially malaria, dengue, yellow fever, plague, and louse-borne typhus, were the major human diseases, causing more than all other causes combined in the seventeenth and early twentieth centuries. Mortality rates are even higher (Gubler, D., Resurgent Vector-Borne Diseases as a Global Health Problem, Emerging Infectious Diseases, Vol. 4, No. 3, July-September (1998)). Currently, vector-borne diseases are responsible for approximately 17% of parasitic and infectious diseases globally. It has been estimated that approximately 250 million people worldwide suffer from malaria and that approximately 800,000 people die from the disease each year - 85% are under the age of five. In addition, 250,000 to 500,000 cases of dengue hemorrhagic fever occur each year (Matthews, G., Integrated Vector Management: controlling vectors of malaria and other insect vectorborne diseases (2011)). Vector control plays a key role in the prevention and control of infectious diseases. However, insecticide resistance, including resistance to many insecticides, has emerged in all insect species that are major vectors of human disease (Rivero, A. et al.).

Each year, insects, plant pathogens, and weeds destroy more than 40% of all potential food production. This loss occurs despite the application of pesticides and the use of a wide range of non-chemical controls such as crop rotation and biological controls. Even if only a few of these foods can be rescued, they can be used to feed more than three billion hungry people (Pimental, D., Pest Control in World Agriculture, Agricultural Sciences - Vol. II (2009)).

Plant-parasitic nematodes are one of the most widespread pests and often one of the most cunning and costly to eradicate. Losses attributable to nematodes have been estimated to range from about 9% (in developed countries) to about 15% (in underdeveloped countries). However, in the United States, surveys of various crops in 35 states indicate up to 25% of losses from nematodes (Nicol, J. et al., Current Nematode Threats to World Agriculture, Genomic and Molecular Genetics of Plant–Nematode Interactions (Eds. . Jones, J. et al.), Chapter 2, (2011)).

Noting that gastropods (slugs and snails) are pests of less economic importance than insects or nematodes, however, in some areas gastropods can cause significant yield declines, severely impact the quality of harvested products, and transmit human, animal, and plant diseases. Although only a few dozen species of gastropods are serious regional pests, a few species are important worldwide. In particular, gastropods affect a variety of agricultural and horticultural crops, such as cultivated, pastoral, and fiber crops; vegetables; shrub and tree fruit; herbs; and ornamentals (Speiser, B., Molluscicides, Encyclopedia of Pest Management ( 2002)).

Termites cause damage to all types of private and public buildings, as well as to agricultural and forest resources. In 2003, it was estimated that termites cause more than 20 billion US dollars in annual losses worldwide (Su, N.Y., Overview of the global distribution and control of the Formosan subterranean termite, Sociobiology 2003, 41, 177-192).

Therefore, new pesticides are needed for a number of reasons, including those mentioned above.

definition

The examples given in the definitions are generally non-exhaustive and should not be construed as limiting the molecules disclosed in this application. It should be understood that substituents should conform to chemical bonding rules and stereochemical compatibility constraints with respect to the particular molecule to which they are attached.

"Alkenyl" means an acyclic unsaturated (at least one carbon-carbon double bond) branched or unbranched substituent consisting of carbon and hydrogen, such as vinyl, allyl, butenyl, pentyl Alkenyl and Hexenyl.

"Alkenyloxy" means an alkenyl group that also contains a carbon-oxygen single bond, eg, allyloxy, butenyloxy, pentenyloxy, hexenyloxy.

"Alkoxy" means an alkyl group that also contains a carbon-oxygen single bond, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, and t-butoxy.

"Alkyl" means an acyclic saturated branched or unbranched substituent consisting of carbon and hydrogen, such as methyl, ethyl, propyl, isopropyl, butyl, and t-butyl.

"Alkynyl" means an acyclic unsaturated (at least one carbon-carbon triple bond) branched or unbranched substituent consisting of carbon and hydrogen, such as ethynyl, propargyl, butynyl and pentynyl alkynyl.

"Alkynyloxy" means an alkynyl group that also contains a carbon-oxygen single bond, such as pentynyloxy, hexynyloxy, heptynyloxy, and octynyloxy.

"Aryl" means a cyclic aromatic substituent consisting of carbon and hydrogen, such as phenyl, naphthyl, and biphenyl.

"Cycloalkenyl" means a monocyclic or polycyclic unsaturated (at least one carbon-carbon double bond) substituent consisting of carbon and hydrogen, such as cyclobutenyl, cyclopentenyl, cyclohexenyl, norm Bornenyl, bicyclo[2.2.2]octenyl, tetrahydronaphthyl, hexahydronaphthyl and octahydronaphthyl.

"Cycloalkenyloxy" means a cycloalkenyl group that also contains a carbon-oxygen single bond, such as cyclobutenyloxy, cyclopentenyloxy, norbornenyloxy, and bicyclo[2.2.2]octyl Alkenyloxy.

"Cycloalkyl" means a monocyclic or polycyclic saturated substituent consisting of carbon and hydrogen, such as cyclopropyl, cyclobutyl, cyclopentyl, norbornyl, bicyclo[2.2.2]octyl, and Decalinyl.

"Cycloalkoxy" means a cycloalkyl group which also contains a single carbon-oxygen bond, such as cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, norbornyloxy and bicyclo[2.2.2 ] Octyloxy.

"Halogen" means fluorine, chlorine, bromine and iodine.

"Haloalkoxy" means an alkoxy group further comprising one to the maximum possible number of the same or different halogens, eg fluoromethoxy, trifluoromethoxy, 2,2-difluoropropoxy, chloromethoxy , trichloromethoxy, 1,1,2,2-tetrafluoroethoxy, and pentafluoroethoxy.

"Haloalkyl" means an alkyl group further comprising one to the maximum possible number of the same or different halogens, eg fluoromethyl, trifluoromethyl, 2,2-difluoropropyl, chloromethyl, trichloromethyl and 1,1,2,2-Tetrafluoroethyl.

"Heterocyclyl" means a cyclic substituent, which may be fully saturated, partially unsaturated, or fully unsaturated, wherein the cyclic structure contains at least one carbon and at least one heteroatom, wherein the heteroatom is nitrogen, Sulfur or Oxygen. Examples of aromatic heterocyclic groups include, but are not limited to, benzofuranyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, benzothienyl, benzothiazolyl, cinnolinyl, furan base, indazolyl, indolyl, imidazolyl, isoindolyl, isoquinolinyl, isothiazolyl, isoxazolyl, oxadiazolyl, oxazolinyl, oxazolyl, phthalazinyl, Pyrazinyl, pyrazolinyl, pyrazolyl, pyridazinyl, pyridyl, pyrimidinyl, pyrrolyl, quinazolinyl, quinolinyl, quinoxalinyl, tetrazolyl, thiazolinyl, thiazolyl , thienyl, triazinyl, and triazolyl. Examples of fully saturated heterocyclyl groups include, but are not limited to, piperazinyl, piperidinyl, morpholinyl, pyrrolidinyl, tetrahydrofuranyl, and tetrahydropyranyl. Examples of partially unsaturated heterocyclyl groups include, but are not limited to, 1,2,3,4-tetrahydroquinolinyl, 4,5-dihydro-oxazolyl, 4,5-dihydro-1H-pyrazolyl, 4,5-Dihydro-isoxazolyl, and 2,3-dihydro-[1,3,4]-oxadiazolyl.

Detailed ways

This application discloses molecules having the following formula ("Formula I" and/or "Formula II") and N-oxides, agricultural acid addition salts, salt derivatives, solvates, ester derivatives, polymorphs, Isotopes, resolved stereoisomers and/or tautomers:

Formula I, or

Formula II

in:

(A) Ar ¹ is selected from

(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or

(2) substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,

wherein said substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl has one or more substituents independently selected from the group consisting of: H, F , Cl, Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ ) Alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl , OSO ₂ -(C ₁ -C ₈ )alkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O)-(C ₃ -C ₈ ) cycloalkyl, C(O)O-(C ₃ -C ₈ ) ring Alkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ - _C8 )alkyl, ( _C1 - _C8 )alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O)-( _C1 - _C8 )alkyl-C(O ) O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy,

wherein the alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl , Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy group, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S (O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ ) alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O )-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O- (C ₃ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkane Alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-( _C1 - _C8 )alkyl, phenyl, and phenoxy;

(B) Het is a 5- or 6-membered saturated or unsaturated heterocycle containing ^one or more heteroatoms independently selected from nitrogen, sulfur or oxygen, and wherein Ar and Ar are not in ortho positions to each other ⁽ but can be in the meta or para position, for example, for five-membered rings, they are 1,3 positions, and for 6-membered rings, they are 1,3 or 1,4 positions), and wherein the heterocycle may also be substituted with a or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, oxo, ( _{C1 - C8} )alkyl, (C3 _{- C8} )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, OSO ₂ - (C ₁ -C ₈ )alkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C ₃ -C ₈ )cycloalkyl, C (O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkane base, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-( C ₁ -C ₈ ) alkyl, phenyl, and phenoxy,

wherein the alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl , Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy group, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S (O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ ) alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O )-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O- (C ₃ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkane Alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-( _C1 - _C8 )alkyl, phenyl, and phenoxy;

(C) Ar ² is selected from

(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or

(2) Substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, and Het and L are not in ortho position to each other (but may be in meta position) or para, e.g. for five-membered rings they are 1,3 positions, for 6-membered rings they are 1,3 or 1,4 positions);

wherein the substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl groups have one or more substituents independently selected from the group consisting of: H, F , Cl, Br, I, CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C 1 -C 8 ) cycloalkyl ₁ - _C8 )alkoxy, ( _C1 - _C8 )haloalkoxy, (C2 _{- C8} )alkenyl, (C2 _{- C8} )alkynyl, S(O) _{n- (} C1- _C8 )alkyl, _OSO2- ( _{C1 -} C8)alkyl, C(O) _-NRxRy , ( _C1 - ^{C8 ) alkyl} - ^NRxRy , C(O)-( C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C _{3 -C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl-O -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkane radical-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy,

wherein the alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, phenyl and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from : H, F, Cl, Br, I, CN, NO ₂ , (C ₁ -C ₈ ) alkyl, (C ₁ -C ₈ ) haloalkyl, (C ₃ -C ₈ ) cycloalkyl, (C ₁ ) _-C8 )alkoxy, ( _C1 - _C8 )haloalkoxy, (C2 _{- C8} )alkenyl, (C2 _{- C8} )alkynyl, S(O) _n- ( _C1 -C ₈ ) alkyl, S(O) _n -(C ₁ -C ₈ ) haloalkyl, OSO ₂ -(C ₁ -C ₈ ) alkyl, OSO ₂ -(C ₁ -C ₈ ) haloalkyl, C(O )-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ ) Alkyl, C(O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, (C ₁ - _C8 )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O) -(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy;

(D) L is selected from

(1) a saturated or unsaturated substituted linear (C ₁ -C ₄ ) hydrocarbyl linker, and

( ₂ ) a saturated or unsaturated substituted cyclic (C3 _- C8)hydrocarbyl linker,

wherein the linkers each connect ^{Ar to NY ,} and

wherein the substituted linear (C ₁ -C ₄ ) hydrocarbyl linker and the substituted cyclic (C ₃ -C ₈ ) hydrocarbyl linker have one or more substituents independently selected from the group consisting of R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , and R ¹² , wherein R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , and R ¹² are each selected from -NR ^A C(O)-R ^B , -NR ^A C(O)OR ^B , -C(O)-OH, or -C(O)OR ^B ,

wherein R ^A is H or (C ₁ -C ₈ )alkyl, and R ^B is (C ₁ -C ₈ )alkyl or (C ₁ -C ₈ )alkyl substituted with at least one phenyl;

(E) R ¹ is selected from H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)O-(C _{1 -C8} )alkyl, C(O)-(C3 _{- C8} )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _- C ₈ ) Alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ) Alkyl-OC(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ ) ) alkyl-OC(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, C(O) Alkyl, (C ₁ -C ₈ )alkyl-C(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl- O-phenyl,

wherein alkyl, cycloalkyl, alkenyl, and alkynyl may each be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, _NO2 , oxo, (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkane Oxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O) _n -(C ₁ -C ₈ ) Haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl -NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )haloalkane base, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C ₃ -C ₈ )cycloalkyl , C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ ) ) alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O -(C ₁ -C ₈ )alkyl, phenyl, and phenoxy;

(F) Q and Q ¹ are each independently selected from O and S;

(G) R ² is selected from (J), H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ ) ) alkynyl, C(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl -S(O) _n -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl-O-phenyl, C(O)-( Het-1), (Het-1), (C ₁ -C ₈ )alkyl-(Het-1), (C ₁ -C ₈ )alkyl-OC(O)-(C ₁ -C ₈ )alkane group, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)-NR ^x R ^y , (C 1 -C 8 )alkyl-OC(O)-NR x R y ₁ -C8)alkyl-C(O)-N( ^Rx )(C1- _C8 )alkyl-(Het- ₁ ),( _{C1 - C8} )alkyl-C(O)-( Het-1), (C ₁ -C ₈ )alkyl-C(O)-N(R ^x )(C ₁ -C ₈ )alkyl(NR ^x R ^y )-C(O)OH, (C ₁ ) _-C8 )Alkyl-C(O)-N(Rx)(C1-C8 ^{) Alkyl} - ^NRxRy ,( _{C1 - C8} ) _Alkyl -C(O)-N(R ^x )(C ₁ -C ₈ )alkyl-N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl,(C ₁ -C ₈ )alkyl-C(O)-N (R ^x )(C ₁ -C ₈ )alkyl(N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl)-C(O)OH,(C ₁ -C ₈ ) Alkyl-C(O)-(Het-1)-C(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O) _- (C3- C8)cycloalkyl, ( _C1 - _C8 )alkyl-OC(O)-(Het- ₁ ), ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 ) Alkyl-N(Rx)-C(O)O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ⁾ alkyl- ^NRxRy , ( _C1 - _C8 ) ^alkyl- S(O) _n- (Het- ₁ ), and ( _C1 -C8)alkyl-O-(Het-1),

wherein alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and (Het-1) may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl, Br, I , CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkane Oxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O) _n -(C ₁ -C ₈ ) Haloalkyl, OSO ₂ -(C ₁ -C ₈ ) alkyl, OSO ₂ -(C ₁ -C ₈ ) haloalkyl, C(O)H, C(O)OH, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C (O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O) O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 ) ) alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C _{1 -C8} )alkyl-C(O)O-( _C1 -C8)alkyl), phenyl, phenoxy, Si(( _C1 - _C8 )alkyl _{)3 ,} S(O) _n -NR ^x R ^y , and (Het-1);

(H)R ³ is selected from (C ₃ -C ₈ )cycloalkyl, phenyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl-O-phenyl, (C 1 -C 8 )alkyl-O-phenyl ₂ -C8)alkenyl-O-phenyl, (Het- ₁ ), ( _C1 -C8)alkyl-(Het- ₁ ), and ( _C1 - _C8 )alkyl-O-(Het -1),

wherein alkyl, cycloalkyl, alkenyl, phenyl, and (Het-1) may each be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O ) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)H, C(O)- NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl , C(O)-(C ₁ -C ₈ ) haloalkyl, C(O)O-(C ₁ -C ₈ ) haloalkyl, C(O)-(C ₃ -C ₈ ) cycloalkyl, C( O)O-(C ₁ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, O-(C ₁ - _C8 )alkyl, S-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-O-( _C1 - _C8 )alkyl, C(O)-( _{C1 -C8} )alkyl-C(O)O-( _C1 -C8)alkyl, phenyl, phenoxy, and (Het- ₁ ),

(I) R ⁴ is selected from (J), H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ ) ) alkynyl, C(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl -S(O) _n -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl-O-phenyl, C(O)-( Het-1), (Het-1), (C ₁ -C ₈ )alkyl-(Het-1), (C ₁ -C ₈ )alkyl-OC(O)-(C ₁ -C ₈ )alkane group, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)-NR ^x R ^y , (C 1 -C 8 )alkyl-OC(O)-NR x R y ₁ -C8)alkyl-C(O)-N( ^Rx )(C1- _C8 )alkyl-(Het- ₁ ),( _{C1 - C8} )alkyl-C(O)-( Het-1), (C ₁ -C ₈ )alkyl-C(O)-N(R ^x )(C ₁ -C ₈ )alkyl(NR ^x R ^y )-C(O)OH, (C ₁ ) _-C8 )Alkyl-C(O)-N(Rx)(C1-C8 ^{) Alkyl} - ^NRxRy ,( _{C1 - C8} ) _Alkyl -C(O)-N(R ^x )(C ₁ -C ₈ )alkyl-N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl,(C ₁ -C ₈ )alkyl-C(O)-N (R ^x )(C ₁ -C ₈ )alkyl(N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl)-C(O)OH,(C ₁ -C ₈ ) Alkyl-C(O)-(Het-1)-C(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O) _- (C3- C8)cycloalkyl, ( _C1 - _C8 )alkyl-OC(O)-(Het- ₁ ), ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 ) Alkyl-N(Rx)-C(O)O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ⁾ alkyl- ^NRxRy , ( _C1 - _C8 ) ^alkyl- S(O) _n- (Het- ₁ ), and ( _C1 -C8)alkyl-O-(Het-1),

wherein alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and (Het-1) may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl, Br, I , CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkane Oxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O) _n -(C ₁ -C ₈ ) Halogenated alkyl, OSO ₂ -(C ₁ -C ₈ ) alkyl, OSO ₂ -(C ₁ -C ₈ ) halogenated alkyl, C(O)H, C(O)OH, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C (O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O) O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 ) ) alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, phenoxy, Si((C ₁ -C ₈ )alkyl) ₃ , S(O) _n - NR ^x R ^y , and (Het-1);

(J) R ² and R ⁴ may together with C ^X (Q ¹ )(N ^X ) form a 4- to 7-membered saturated or unsaturated heterocycle, which may further comprise one or more selected from nitrogen, Sulfur, and oxygen heteroatoms,

wherein the heterocycles may each be optionally substituted with one or more substituents independently selected from the group consisting of R ⁵ , R ⁶ , and R ⁷ ,

wherein R ⁵ , R ⁶ , and R ⁷ are each independently selected from H, F, Cl, Br, I, CN, OH, NO ₂ , NR ^x R ^y , oxo, thio, (C ₁ -C ₈ ) Alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ - _C8 )Alkenyl, (C2 _{- C8} )alkynyl, S(O) _n- ( _C1 - _C8 )alkyl, S(O) _n- ( _{C1 -} C8)haloalkyl, _OSO2 -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)H, C(O)-(C ₁ -C ₈ )alkyl, C(O)O -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C _{3 -C8} )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-( _C2- C ₈ )Alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ ) ) alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and (Het-1);

(K) R ^x and R ^y are each independently selected from H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C _{2 ) -C8} )Alkenyl, (C2 _- C8)alkynyl, S(O) _n- ( _C1 - _C8 )alkyl, _OSO2- ( _{C1 - C8} )alkyl, C(O) H, C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C (O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _{C1) -C8} )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O)- (C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and (C ₁ -C ₈ )alkylphenyl,

wherein alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl and alkylphenyl may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl, Br , I, CN, NO ₂ , (C ₁ -C ₈ ) alkyl, (C ₁ -C ₈ ) haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O ) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)H, C(O)- (C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C _{1 -C8} )haloalkyl, C(O)-(C3 _{- C8} )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _- C ₈ ) Alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ) Alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O)-( _C1 - _C8 )alkyl-C(O)O-( _C1 - _C8 )alkyl, Phenyl, and (Het-1);

(L)(Het-1) is a 5- or 6-membered saturated or unsaturated heterocycle containing one or more heteroatoms independently selected from nitrogen, sulfur, or oxygen,

wherein the heterocycle may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, oxo, ( _{C1 - C8} )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ - _C8 )alkyl, _OSO2- ( _{C1 -} C8)alkyl, C(O) _-NRxRy , ( _C1 - ^{C8 ) alkyl} - ^NRxRy , C(O) -(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-( C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl -O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy,

wherein the alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl , Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy group, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S (O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ ) alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O )-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O- (C ₃ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkane Alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-( _C1 - _C8 )alkyl, phenyl, and phenoxy;

(M)n is each independently 0, 1, or 2.

For the avoidance of doubt, the names ^NX and ^NY refer to the ordinary nitrogen atoms shown in Formula I and Formula II at the specific positions. Similarly, the designation C ^X refers to the common carbon atom shown in Formula I and Formula II at the specified position.

In one embodiment, Ar ¹ is substituted phenyl. This embodiment can be used in combination with other embodiments ^of Het, ^Ar2 , R1, R2, ^R3 , ^R4 , Q, ^Q1 , ^R2 and ^R4 hydrocarbyl ^linkers , and/or L.

In another embodiment, Ar ¹ is a substituted phenyl group having one or more substituents selected from C ₁ -C ₆ haloalkyl and C ₁ -C ₆ haloalkoxy. This embodiment can be used in combination with other embodiments ^of Het, ^Ar2 , R1, R2, ^R3 , ^R4 , Q, ^Q1 , ^R2 and ^R4 hydrocarbyl ^linkers , and/or L.

In another embodiment, Ar ¹ is a substituted phenyl group having one or more substituents selected from CF ₃ , OCF ₃ , and OC ₂ F ₅ . This embodiment can be used in combination with other embodiments ^of Het, ^Ar2 , R1, R2, ^R3 , ^R4 , Q, ^Q1 , ^R2 and ^R4 hydrocarbyl ^linkers , and/or L.

In another embodiment, Het is selected from benzofuranyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, benzothienyl, benzothiazolyl, cinnolinyl, furan base, indazolyl, indolyl, imidazolyl, isoindolyl, isoquinolinyl, isothiazolyl, isoxazolyl, oxadiazolyl, oxazolinyl, oxazolyl, phthalazinyl, Pyrazinyl, pyrazolinyl, pyrazolyl, pyridazinyl, pyridyl, pyrimidinyl, pyrrolyl, quinazolinyl, quinolinyl, quinoxalinyl, tetrazolyl, thiazolinyl, thiazolyl , thienyl, triazinyl, triazolyl, piperazinyl, piperidinyl, morpholinyl, pyrrolidinyl, tetrahydrofuranyl, tetrahydropyranyl, 1,2,3,4-tetrahydroquinolinyl , 4,5-dihydro-oxazolyl, 4,5-dihydro-1H-pyrazolyl, 4,5-dihydro-isoxazolyl, and 2,3-dihydro-[1,3, 4]-oxadiazolyl.

In another embodiment, Het is triazolyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Het is 1,2,4-triazolyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Het is oxadiazolyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Het is 1,3,4-oxadiazolyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Het is pyrazolyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Ar ² is phenyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Ar ² is substituted phenyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Ar ² is substituted phenyl with one or more substituents selected from C ₁ -C ₆ alkyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

_In another embodiment, Ar2 is substituted phenyl with one or more substituents, wherein the substituents are ^CH3 . This embodiment can be used in combination with other embodiments of Ar ¹ , Het, R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

^In another embodiment, R1 is H. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ² , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, R ² is (J), H, (C ₁ -C ₆ )alkyl, (C ₁ -C ₆ )alkyl-OC(O)-(C ₁ -C ₆ )alkane group, (C ₁ -C ₆ )alkyl-OC(O)-N(R ^x R ^y ), or (C ₁ -C ₆ alkyl)-S-(Het-1). This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, R ² is (J), H, CH ₃ , (C ₁ -C ₆ )alkyl, CH ₂ OC(O)CH(CH ₃ ) ₂ , CH ₂ OC(O)N (H)(C(O)OCH2Ph), or _CH2S (3,4,5-trimethoxy- ₂ -tetrahydropyran). This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ³ , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, ^R3 is substituted phenyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, R ³ is substituted phenyl, wherein said substituted phenyl has one or more selected from F, Cl, (C ₁ -C ₆ )alkyl, (C ₃ - Substituents for C ₆ ) cycloalkyl, (C ₁ -C ₆ )alkoxy, and phenyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, ^R3 is substituted phenyl, wherein the substituted phenyl has one or more selected from F, _CH3 , 2-CH( _CH3 ) ₂ , CH( _CH3) ) (C ₂ H ₅ ), OCH ₃ and phenyl substituents. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, ^R3 is substituted phenyl, wherein said substituted phenyl has more than one substituent and at least one pair of said substituents are not in ortho positions to each other. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, R ³ is (C ₁ -C ₆ )alkylphenyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, ^R3 is (Het-1). This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ⁴ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

^In another embodiment, R4 is H. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ³ , Q, Q ¹ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, Q is zero. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , Q ¹ , R ¹ , R ² , R ³ , R ⁴ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

^In another embodiment, Q1 is O. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , Q, R ¹ , R ² , R ³ , R ⁴ , R ² and R ⁴ hydrocarbyl linkers, and/or L.

In another embodiment, R ² and R ⁴ are hydrocarbyl linkages, wherein the hydrocarbyl linkages are substituted with oxo or (C ₁ -C ₆ )alkyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , and/or L.

In another embodiment, R ² and R ⁴ are hydrocarbyl linkages, wherein the hydrocarbyl linkages are CH ₂ C(O),C(C(OH)(CH ₃ ) ₂ )C(O),C (Cyclopropyl)C(O), C( _CH3 ) _2C (O), CFHC(O), CBrHC(O), _CH ( _CH3 )C(O), CH2CH2, _{CH2C (} OH)( _CH3 ), _CH2CH2CH2 , _CH2CH2C (O), CH2CH _{( CH3 ) CH2} , N( _{CH3 )} C(O), N _{( CH2CH3 )} C(O), CH=C( _CH3 ), or CH2CH( _{CH3 )} . This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , and/or L.

In another embodiment, L is _CH2 , CH2CH2, CH2CH( _CH3 ), _CH2C ( _{CH3 ) 2} , CH2CH( _{CH2CH3 )} , _CH = _CH , _CH (CH ₃ )CH ₂ , C(CH ₃ ) ₂ CH ₂ , CHBrCH ₂ , CH ₂ C(cyclopropyl), CH(CH ₂ CH ₃ )CH ₂ , C(CH ₃ )=CH, CH ₂ CH _{2 CH2} , _CH ( _CH3 ) _{CH ( CH3 )} , _CH2CH2CH2CH2 , _C≡CCH2CH2 , cyclopropyl, or cyclohexyl. This embodiment can be used in combination with other embodiments of Ar ¹ , Het, Ar ² , R ¹ , R ² , R ³ , R ⁴ , Q, Q ¹ , and/or R ² and R ⁴ hydrocarbyl linkers.

Many of the molecules of Formula ^I and Formula II can be described in ^two or more tautomeric forms, such as when R1, R2, or ^R4 is H. Any and all alternative tautomers are included within the scope of the formula I and the formula II, and no inference should be made as to whether the molecule exists as its drawn tautomer.

Preparation of triaryl intermediates

Molecules of Formula I and Formula II can be prepared by preparing the triaryl intermediate Ar1 ^- Het ^- Ar2, which is then linked with the appropriate intermediate to form the desired compound. Numerous triaryl intermediates can be used to prepare the molecules of Formula I and II, provided that such triaryl intermediates contain a suitable functional group ^on Ar2 to which the remainder of the desired intermediate can be attached. Suitable functional groups include amino groups, isocyanate groups, carboxyl groups, or halogens (preferably bromine or iodine). These triaryl intermediates can be prepared by methods previously described in the chemical literature, including WO2009102736 to Crouse et al. (the entire disclosure of which is incorporated herein by reference).

Triarylaldehydes used as precursors in the preparation of molecules of formula I and II can be prepared according to the procedures described in US2012/0202688A1 to Crouse et al. Some of the processes required the use of the halo-aryl intermediate Ar1 ^- Het-Ph-Br, which is a novel intermediate. They can be prepared as described in Scheme 1 below. 3-(4-Bromophenyl)-1,2,4-triazole (1-2) in two steps from 4-bromobenzamide (1-1) under previously described conditions (step a, Crouse et al, WO2009102736). This triazole can then be coupled to an aryl halide 1-3 (R=(C ₁ -C ₆ ) in the presence of cesium carbonate or potassium phosphate in a polar aprotic solvent such as N,N-dimethylformamide ) haloalkoxy) such as 4-trifluoromethoxyphenyl bromobenzene. The reaction is catalyzed by a copper salt such as copper(I) iodide and a chelating agent such as 8-hydroxyquinoline, both present in about 0.05 to about 0.25 equivalents, at a temperature of about 80°C to about 140°C to form a 1-aryl group -3-(4-Bromophenyl)triazole 1-4 (step b).

plan 1

Preparation of 1-atom linked intermediates

Molecules of Formula I and Formula II (wherein L is a 1-carbon linker) can be prepared from acid intermediates or amine intermediates as described in Scheme 2 and Scheme 3, respectively. The unsubstituted or mono- or disubstituted acid precursor 2-5 (Ar ¹ -Het-Ar ² -L-CO ₂ H) with R ⁸ can be prepared as shown in Scheme 2. Boronate 2-2 (step a) can be prepared from halophenyl ester 2-1 using Miyaura conditions. Coupling of boronate esters with bromo-heterocycles 2-3 (step b) can use a palladium catalyst and a phosphine ligand in the presence of a base such as sodium bicarbonate, potassium phosphate, or cesium fluoride in a suitable solvent system such as dioxygen Heterohexane/water is completed at a temperature of about 50°C to about 120°C to form triaryl ester intermediate 2-4. Among the palladium catalysts, tetrakis(triphenylphosphine)palladium(0) is preferred, but other well-known palladium catalysts may also be used. Saponification of the ester can be accomplished with tetrahydrofuran/water using a strong base such as sodium hydroxide or lithium hydroxide in methanol or ethanol to give the desired carboxylic acid 2-5 (step c).

Scenario 2

The unsubstituted or mono- or disubstituted amine precursor 3-5 (Ar ¹ -Het-Ar ² -L-NH ₂ ) with R ⁸ can be prepared as shown in Scheme 3. Halogenated benzylamine 3-1 can be protected with benzyl chloroformate in the presence of a base such as triethylamine in an aprotic solvent such as dichloromethane at about -10°C to about 10°C to give N-carboxybenzyl ( Cbz) protected benzylamine 3-2 (step a). Alternatively, other N-protecting groups such as tert-butoxycarbonyl (BOC) or 9-fluorenylmethoxycarbonyl (Fmoc) can be used in step a using similar conditions as described above for Cbz. Cbz-protected boronate esters 3-3 can be prepared using Miyaura conditions (step b). Coupling of boronate esters with bromo-heterocycles 2-3 can use a palladium catalyst and a phosphine ligand in the presence of a base such as sodium bicarbonate, potassium phosphate, or cesium fluoride in a suitable solvent system such as dioxane /water is done at a temperature of about 50°C to about 120°C to form the N-protected aminoalkylphenyl intermediate 3-4 (step c). Removal of the Cbz group can be accomplished by treatment with a strong acid such as hydrogen bromide under acidic conditions followed by neutralization with a base such as sodium bicarbonate or sodium hydroxide to give the free amine precursor 3-5 (Ar ¹ -Het-Ar2 ^- L- _NH2 , step d). A similar approach can be applied to compounds in which L is greater than the 1-carbon atom.

Scenario 3

Preparation of ethyl-linked intermediates

Compounds wherein L is a 2-atom group are prepared as described in Schemes 4-6. Aldehyde 4-1 (R ⁹ =H) (described in US 2012/0202688 A1) with reagents such as ethyl diethylphosphonoacetate or Wittig reagents such as ethyl 2-(triphenylphosphino)propionate or α- Substituted acetates such as ethyl 2-fluoroacetate or ethyl 2-cyanoacetate in the presence of a suitable base such as sodium hydride or n-butyllithium in an aprotic solvent such as tetrahydrofuran or diethyl ether at about -78°C to about Condensation at a temperature of 20°C can be used to prepare unsubstituted or monosubstituted acrylates 4-2 with R ⁹ and/or R ¹⁰ (step a). Saponification of the resulting ester can be accomplished by using a strong base such as sodium hydroxide in methanol or ethanol with or without tetrahydrofuran/water to give vinyl carboxylic acid 4-3 (step b). In some cases, partial condensation of aldehyde 4-1 (R ⁹ =H) can lead to isolation of alcohol intermediate 4-4 (step c), especially when R ¹⁰ is electron withdrawing. with nucleophiles such as Substitution of this alcohol (step d) followed by saponification (step e) as described above can yield highly substituted ethyl carboxylic acids 4-5 additionally substituted with R ¹¹ , where R ¹¹ is as defined above for R ⁸ . When a saturated linkage is preferred, the acrylate 4-2 can be converted to the corresponding cyclopropane 4-6 unsubstituted or mono- or di-substituted with ^R12 using sulfur ylides such as in inorganic Those formed in situ from trimethylsulfonium iodide in the presence of a base such as sodium hydride in polar aprotic solvents such as dimethylsulfoxide or tetrahydrofuran. Likewise, acrylate 4-2 can be reduced to parent alkane 4-8 using hydrogen and a palladium catalyst (step h). Both cyclopropane and alkane esters can be saponified under the basic conditions described above to yield the free carboxylic acids 4-7 (step g) and 4-9 (step i), respectively.

In a similar manner, ketone 4-1 (R ⁹ =alkyl) (described in WO 2011017504 A1) is mixed with ethyl diethylphosphonoacetate or a Wittig reagent such as ethyl 2-(triphenylphosphene)propionate or Condensation of alpha-substituted alkyl esters such as ethyl 2-fluoroacetate or ethyl 2-cyanoacetate under conditions similar to those described above can give alpha-alkyl acrylates 4-2 or alcohols 4-4. Subsequent treatment of 4-2 or 4-4 described above for R ⁹ =H can give the corresponding unsaturated carboxylic acid (4-3) or saturated carboxylic acid (4-5, 4-7, 4-9).

Scenario 4

Alternatively, compounds wherein L is a 2-carbon linker can also be prepared as described in Scheme 5. Using conditions first described by Molander et al., Org. Lett. 2007, 9, pp 203-206, bromide 5-1 (Ar ¹ -Het-Ar ² -Br, step a) was combined with (2-((tert. Coupling of potassium butoxycarbonyl)amino)ethyl)trifluoroborate in the presence of a palladium catalyst such as palladium(II) acetate and a base such as cesium carbonate at a temperature of about 80°C to about 120°C results in the formation of the corresponding 2-( tert-Butoxycarbonyl)amino)ethyl derivative 5-2. This is further treated with about 1 equivalent to about 5 equivalents of an acid such as trifluoroacetic acid (TFA) or hydrogen chloride in a polar aprotic solvent such as dichloromethane or dioxane at a temperature of about 0°C to about 50°C The species results in the cleavage of the tert-butoxycarbonyl group and the formation of the amine salt 5-3 (Ar1 ^- Het _- Ar2 ^- L ^- _NH3 ⁺ A-, where A- is _CF3CO2- or ^{Cl- ,} step b ⁾ .

Scenario 5

Aminoalkyl precursor 6-5[(Ar ¹ -Het-Ar ² -L-NH ₂ ), wherein L is a 2-carbon atom, mono- or di-substituted with R ⁹ , wherein R ⁹ is as defined above; and unsubstituted or monosubstituted with R ¹⁰ , where R ¹⁰ is as defined above] can be prepared as shown in Scheme 6. Unsubstituted halophenylmethanol 6-1 ( ^R9 and ^R10 are H) (wherein X can be selected from Cl, Br, or I) is commercially available. Mono- or disubstituted methanol 6-1 with R ⁹ can be prepared from the corresponding halophenyl acetate 6-I in analogy to Shin et al. Bioorg. Med. Chem. Lett. 2008, 18, pp 4424-4427 prepared in the manner described (step a) and then reduced with a metal hydride such as lithium aluminum hydride in an ethereal solvent such as tetrahydrofuran or diethyl ether at a temperature of about 0°C or less. Both 6-I and 6-II can be further monosubstituted (step b or step c) with R ¹⁰ by reduction with a metal hydride such as diisobutylaluminum hydride to the corresponding aldehyde, and further using Grignard reagents in a manner similar to Processed in the manner described by Brimble et al. Org. Lett. 2012, 14, pp 5820-5823. Methanol 6-1 can be treated with phthalimide under Mitsunobu conditions to yield N-phthalimide intermediate 6-2 (step d). Halides can be converted to boronate esters under Miyaura conditions to form boronate esters 6-3 (step e). Coupling of boronate esters with bromo-heterocycles 2-3 can use a palladium catalyst such as tetrakis(triphenylphosphine)palladium(0) in the presence of a base such as sodium bicarbonate in a suitable solvent system such as dioxane /water at a temperature of about 50°C to about 120°C to give N-phthalimide intermediate 6-4 (step f). Deprotection using hydrazine and methanol or other suitable solvent can provide amine 6-5 (step g).

Option 6

Alternatively, compounds wherein L is a 2-atom linker can also be prepared as shown in Scheme 6a. Olefinization of aldehyde 4-1 ( ^R9 =H, step a) can be performed with methylenetriphenylphosphine (which can be iodized with methyltriphenylphosphine) The preparation) is accomplished in the presence of a base such as sodium hydride or 1,8-diazabicyclodec-7-ene in an aprotic solvent such as tetrahydrofuran or dichloromethane at a temperature of about -78°C to about 40°C. Hydroboration of 6-2a with reagents such as 9-borabicyclo(3.3.1)nonane (9-BBN) in an aprotic solvent such as tetrahydrofuran and subsequent oxidation with an oxidizing agent such as hydrogen peroxide can yield ethanol 6-3a (step b). Methanol 6-3a can be treated with phthalimide under Mitsunobu conditions to yield N-phthalimide intermediate 6-5a, where R ¹⁰ =H (step c). Deprotection using hydrazine and methanol or other suitable solvent can provide amine 6-6a (step f). Alternatively, ^6-3a can be further monosubstituted with R10, where R10 is as defined above (step d), by oxidation under Swern conditions to the corresponding aldehyde followed by addition of Grignard reagents such as those described above (Scheme ⁶ ). Methanol 6-4a can be further treated with phthalimide under Mitsunobu conditions to yield N-phthalimide intermediate 6-5a (step e). Deprotection using hydrazine and methanol or other suitable solvent can provide amine 6-6a (step f).

Option 6a

Scheme 6b outlines an alternative route for the construction of analogs in which linker L is a 2-atom linker. Copper-catalyzed arylation of 2,4-pentane-2,4-dione with 5-1 (J.Am.Chem.Soc. 2010, 132, 8273) can give substituted acetone intermediates 6-1b ( step a). Amine 6-2b can be produced by reductive amination (step b) using a variety of conditions similar to those well known to those skilled in the art. When the linker contains a chiral center such as using intermediates 6-2b, these intermediates can be isolated by means of chiral columns or fractional crystallization of salts prepared from chiral acids such as (+)-tartaric acid and (-)-tartaric acid into their pure isomeric forms.

Option 6b

The construction of analogs in which the ethyl linking group is part of a 6-membered ring can also be accomplished with bromide 5-1 as starting material. 5-1 with 2-cyclohex-1-enyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Scheme 6b, step c) under standard Suzuki coupling conditions The following coupling can give alkene 6-3b. Epoxidation with standard reagents such as m-chloroperoxybenzoic acid (step d) and then acid-catalyzed rearrangement using indium trichloride (J. Org. Chem. 1998, 63, 8212) can yield ketone 6 -5b. Reductive amination and conversion to the target molecule can be accomplished using the conditions described above.

Preparation of propyl-linked intermediates

The preparation of compounds wherein L is a 3-atom group is described in Schemes 7 and 8. Aminoalkyl precursor 7-5 (Ar ¹ -Het-Ar ² -L-NH ₂ ) (wherein L is a 3-carbon atom, mono- or di-substituted with R ⁹ , wherein R ⁹ is as defined above; and substituted or Monosubstituted with R ¹⁰ , where R ¹⁰ is as defined above) can be prepared as shown in Scheme 7. ^{Halophenylcarbinol} 7-1 (wherein X is Br and ^R9 and R10 are H) is commercially available. Mono- or di-substituted methanol 7-1 with R can be prepared from the corresponding halophenyl acetate ⁷ -I (step a) in a manner analogous to Shin et al. Bioorg. Med. Chem. Lett. 2008, 18, prepared in the manner described in pp 4424-4427 and then reduced with a metal hydride such as lithium aluminum hydride in an ethereal solvent such as tetrahydrofuran at or below about 0°C. Both 7-I and 7-II can be further monosubstituted (step b or step c) with R ¹⁰ by reduction to the corresponding aldehyde with a metal hydride such as diisobutylaluminum hydride and bromination with a Grignard reagent such as methyl bromide Magnesium ammonia was processed in a manner similar to that described by Brimble et al. Org. Lett. 2012, 14, pp5820-5823. Methanol 7-1 can be treated with phthalimide under Mitsunobu conditions to yield N-phthalimide intermediate 7-2 (step d).

Option 7

Halides can be converted under Miyaura conditions to form boronate esters 7-3 (step e). Coupling of boronate esters with bromo-heterocycles 2-3 can use a palladium catalyst in the presence of a base such as sodium bicarbonate in a suitable solvent system such as dioxane/water at a temperature of about 50°C to about 120°C For example, tetrakis(triphenylphosphine)palladium(0) is completed to give N-phthalimide intermediate 7-4 (step f). Deprotection using hydrazine and methanol or other suitable solvent can provide amine 7-5 (step g).

Alternatively, compounds in which L is a 3-atom linker can also be prepared as shown in Scheme 8. Bromide 5-1 (Ar ¹ -Het-Ar ² -Br) can be present in the presence of a palladium catalyst such as bis(triphenylphosphine)palladium(II) dichloride, cuprous(I) iodide and a base such as triethylamine Coupling with the appropriate alkynyl alcohol 8-1 (wherein R is as defined above), unsubstituted or monosubstituted with R ¹⁰ , at a temperature of about ⁵⁰ °C to about 120°C, to give the corresponding alkynyl alcohol derivative 8 -2 (step a). The resulting methanol 8-2 can be treated with phthalimide under Mitsunobu conditions to yield the N-phthalimide intermediate 8-3 (step b), which can use hydrazine and methanol or other A suitable solvent is converted to amine 8-7 (step e). Methanol 8-2 can be reduced using a transition metal catalyst such as palladium under a hydrogen atmosphere to give unsubstituted alkenyl or fully saturated ^{alkylmethanol} 8-4 at R10. Alternatively, methanol 8-2 can be treated with a metal hydride such as lithium aluminum hydride to provide (E)-alkenylmethanol 8-4. Likewise, methanol 8-2 can be protected with a group such as tert-butyldiphenylsilyl (TBDPS) and treated with a hydrometallation reagent such as Schwartz's reagent, followed by an electrophile such as elemental iodine or N-bromosuccinimide Amine (NBS) quench. Alternatively, methanol 8-2 can be treated with a transmetallation reagent such as pinacol diboron for further use in transition metal catalyzed reactions such as Suzuki or Negishi coupling to prepare mono- or ^{disubstituted} methanol 8-4 ( wherein ^R9 is as defined above) (step c). After deprotection, the resulting methanol 8-4 can be treated with phthalimide under Mitsunobu conditions to yield the N-phthalimide intermediate 8-5 which can be converted to the corresponding amine 8-6 (step d).

Scenario 8

Preparation of butyl-linked intermediates

Compounds where L is a 4-atom linker can be prepared as shown in Scheme 9. Bromide 5-1 (Ar ¹ -Het-Ar ² -Br) can be present in the presence of a palladium catalyst such as bis(triphenylphosphine)palladium(II) dichloride, cuprous(I) iodide and a base such as triethylamine at a temperature of about 50°C to about 120°C with a suitable alkynyl alcohol 9-1 (step a) (unsubstituted or monosubstituted with R10, wherein ^R10 is as defined above ^; monosubstituted or disubstituted with ^R9 , wherein R ⁹ is as defined above) coupled to give the corresponding alkynyl alcohol derivative 9-2. The resulting methanol 9-2 can be treated with phthalimide under Mitsunobu conditions (step b) to yield the N-phthalimide intermediate 9-3, which can use hydrazine and methanol or other A suitable solvent is converted to amine 9-7 (step e). Methanol 9-2 can be reduced using a transition metal catalyst such as palladium under a hydrogen atmosphere to give unsubstituted alkenyl or fully saturated alkylmethanol 9-4 at ^R13 (step c). Alternatively, methanol 9-2 can be treated with a metal hydride such as lithium aluminum hydride to give (E)-alkenyl methanol 9-4 (step c). Likewise, methanol 9-2 can be protected with a group such as tert-butyldiphenylsilyl (TBDPS) and treated with a hydrometallation reagent such as Schwartz's reagent, followed by quenching with an electrophile such as elemental iodine or NBS. Alternatively, methanol 9-2 can be treated with a transmetallation reagent such as pinacol diboron for further use in transition metal catalyzed reactions such as Suzuki or Negishi coupling to prepare mono- or disubstituted methanol 9-4 with ^R13 , wherein R ¹³ is as defined above for R ⁸ (step c).

Scenario 9

After deprotection, the resulting methanol 9-4 can be treated with phthalimide under Mitsunobu conditions (step d) to yield the N-phthalimide intermediate 9-5, which can be treated with hydrazine or Other suitable solvents convert this to amine 9-6 (step e).

Preparation of N-arylthiazolidinone thioureas

N-arylthiazolidinone thioureas (eg 10-4) can be prepared by reacting a thiazolidinone imine (eg 10-3) with a triaryl isothiocyanate (eg 10-2). As shown in Scheme 10, triaryl isothiocyanates can be prepared from known fluoroamine intermediates (from US 9,029,560 B2, eg 10-1).

Scenario 10

Triarylethyl isothiocyanate compound 11-3 can be prepared from triarylethylamine salt compound 11-2 using carbon disulfide in the presence of triethylamine and tosyl chloride in tetrahydrofuran (THF). As shown in Scheme 11, amine salt 11-1 was derived from the triaryl bromide compound after Suzuki coupling with potassium BOC-protected ethylamine fluoroborate and deprotection with TFA in dichloromethane.

Scenario 11

As shown in Schemes 12a and 12b, intermediates 12-1 and 12-2 can be synthesized, which are then used to generate carbamate and ester N-arylthiazolidinone ureas (or thioureas) 12-3 and 12-4.

Scheme 12a

Scheme 12b

The key intermediate 12a-4 is accessible via benzaldehyde 12a-1 and a phosphonate such as 2 at room temperature in the presence of a base such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) Prepared by Horner-Wadsworth Emmons modification of the Wittig olefination reaction between methyl-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetate (12a-2). Reduction of the olefin by hydrogenation over a transition metal catalyst such as palladium on carbon affords the saturated intermediate 12a-4. Saponification of esters on 12a-4 can be accomplished with a base such as lithium hydroxide in a polar solvent mixture (eg, tetrahydrofuran, methanol, and water) at temperatures ranging from room temperature to 50°C to afford acid 12-1. 12a-4 is combined with Reaction of a strong acid such as hydrochloric acid in an aprotic solvent such as dichloromethane at room temperature can give the amine salt 12-2. Carbamate 12-3 can be prepared from acid 12-1 by using diphenylphosphoryl azide and 2- Imino-3-(2-isopropyl-5-methylphenyl)thiazolidin-4-one treated acid 12-1. Esters 12-4 can be prepared from amine salts 12-2 by triphosgene and 2-imino-3-(2- Isopropyl-5-methylphenyl)thiazolidin-4-one treated amine salt 12-2.

Example

These examples are for illustrative purposes and should not be construed to limit the disclosure to only the embodiments disclosed in these examples.

Commercially available starting materials, reagents and solvents were used without further purification. Anhydrous solvents were purchased from Aldrich as Sure/Seal ^™ and used as received. Melting points were obtained on a Thomas Hoover Unimelt capillary melting point apparatus or the OptiMelt Automated Melting Point System in Stanford Research Systems and are uncorrected. Examples using "room temperature" were performed in a climate-controlled laboratory at a temperature of about 20°C to about 24°C. Molecules are given their known names according to the naming programs in Symyx Draw, ChemDraw or ACD Name Pro. If the program cannot name a molecule, the molecule is named using conventional naming conventions. Unless otherwise stated, ^1H NMR spectral data are given in ppm(δ) and recorded at 300MHz, 400MHz or 600MHz, ^13C NMR spectral data are given in ppm(δ) and recorded at 75MHz, 100MHz or 150MHz.

Example 1: Preparation of (Z)-2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2, 4-Triazol-3-yl)phenyl)methyl acrylate

4-(1-(4-Trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzaldehyde (0.5 g (g), 1.500 mmol (mmol)) , 2-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetate methyl ester (0.491 g, 1.650 mmol) and 1,8-diazabicyclo[5.4.0]undecane The carbon-7-ene (DBU; 0.237 milliliters (mL), 1.575 mmol) was stirred together in dichloromethane (3 mL) at room temperature for 16 hours. The crude reaction mixture was directly adsorbed onto a silica pre-column and purified on a 12 g silica column using a gradient of 0-50% ethyl acetate in hexanes. The title compound was isolated as an off-white solid (0.550 g, 73%).

Example 2: Preparation of 2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole -3-yl)phenyl)propionate methyl ester

(Z)-2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H- Methyl 1,2,4-triazol-3-yl)phenyl)acrylate (620 mg, 1.229 mmol) was dissolved in ethanol-ethyl acetate (1:1, 50 mL). Palladium on carbon (5% on a dry basis, 50% water; 52.3 mg, 0.012 mmol) was added. The bottle was evacuated and filled with nitrogen (2x), then evacuated a final time and added hydrogen to 37 pounds per square inch (psi). The mixture was shaken at room temperature for 16 hours. The reaction mixture was filtered and the filtrate was concentrated. The residue was dried under high vacuum at 50°C for 2 hours. The title compound was isolated as a white solid (0.617 g, 98%).

Example 3: Preparation of 1-methoxy-1-oxo-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole-3 -yl)phenyl)propane-2-ammonium chloride

2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl )phenyl)methyl propionate (100 mg, 0.197 mmol) was dissolved in dichloromethane (3 mL). 4M hydrogen chloride in dioxane (0.494 mL, 1.976 mmol) was added. The reaction mixture was stirred at room temperature for 3.5 hours. The solvent was evaporated under nitrogen flow to give the title compound (0.087 g, 100%) as a white solid.

Example 4: Preparation of 2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole -3-yl)phenyl)propionic acid

2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl )phenyl)propionate (110 mg, 0.217 mmol) was stirred in methanol (2 mL) and water (1 mL) at room temperature to form a slurry. Lithium hydroxide hydrate (10.02 mg, 0.239 mmol) was added and the reaction was stirred at room temperature for 2 hours. Stirring was continued for 2 hours with the temperature rising to 45°C. Tetrahydrofuran (3 mL) was added and stirring was continued at room temperature for 16 hours. The reaction mixture was diluted with water and ethyl acetate. The aqueous layer was acidified with 1N aqueous hydrochloric acid. Separate the layers. The organic layer was dried, filtered, and concentrated. The title compound was isolated as a pale yellow solid (0.080 g, 75%).

Example 5: Preparation of (Z)-2-(3-(3-(2-isopropyl-5-methylphenyl)-4-oxothiazolidine-2-ylidene)ureido)-3- Methyl (4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propanoate

1-Methoxy-1-oxo-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H was added with the addition of sodium bicarbonate (165 mg, 1.965 mmol) -1,2,4-Triazol-3-yl)phenyl)propane-2-ammonium chloride (87 mg, 0.196 mmol) was stirred in dichloromethane (10 mL) and water (5 mL) at 0°C for 15 minutes. Triphosgene (38.5 mg, 0.130 mmol) was added and the mixture was stirred for 45 minutes. The mixture was passed through a water retention cartridge and the organic phase was dropped directly into 2-imino-3-(2-isopropyl-5-methylphenyl)thiazolidin-4-one (53.7 mg, 0.216 mmol) and triethylamine (137 μL, 0.982 mmol) in a stirred solution of dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 2 hours. The crude reaction mixture was adsorbed onto silica gel. Purification by silica gel chromatography (12 g silica column) and eluting with a gradient of 0-50% ethyl acetate in hexanes afforded the title compound as a yellow oil which solidified to a solid foam (0.068 g, 5 l after prolonged evaporation) %).

Example 6: Preparation of (Z)-(1-(3-(3-(2-isopropyl-5-methylphenyl)-4-oxothiazolidine-2-ylidene)ureido)-2 -(4-(1-(4-(Trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)ethyl)carbamate tert-butyl ester

2-((tert-butoxycarbonyl)amino)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl )phenyl)propionic acid (80 mg, 0.162 mmol) and 2-imino-3-(2-isopropyl-5-methylphenyl)thiazolidin-4-one (40.3 mg, 0.162 mmol) together in toluene (5 mL) with stirring at room temperature. Triethylamine (0.136 mL, 0.976 mmol) and diphenylphosphoryl azide (67.1 mg, 0.244 mmol) were added sequentially. After 1 hour, another portion of 2-imino-3-(2-isopropyl-5-methylphenyl)thiazolidin-4-one (40.3 mg, 0.162 mmol) was added and the reaction was warmed to 50 °C and held for 90 minutes, then it was stirred at room temperature for 16 hours. The crude reaction mixture was adsorbed onto silica gel. Purification by silica gel chromatography (4g silica column) eluting with a gradient of 0-50% ethyl acetate in hexanes afforded the title compound (0.060 g, 50%) as a pale yellow solid.

Using the procedures disclosed in this application, the following list of molecules is provided as an example (Table 1).

Using the procedures disclosed in this application, the following list of molecules is also provided as an example (Table 2).

Example A: Organisms of Spodoptera exigua ((BEET ARMYWORM) (Spodoptera exigua) ("BAW")) and Trichoplusia ni ("CL")) Determination

The beet armyworm has few effective parasites, diseases, or predators for reducing its population. BAW infests numerous weeds, trees, grasses, legumes, and field crops. In many places, plants for economic reasons are especially asparagus, cotton, corn, soybeans, tobacco, alfalfa, beets, peppers, tomatoes, potatoes, onions, peas, sunflowers, and citrus. Trichoderma is a member of the Noctuidae family of moths. It's all over the world. It attacks kale, cauliflower, broccoli, kale, tomato, cucumber, potato, kale, turnip, mustard greens, pepper, eggplant, watermelon, melon, zucchini, cantaloupe, peas, soybeans, kale, lettuce, spinach, Celery, parsley, beets, peas, alfalfa, soybeans, and cotton. This species is very destructive to plants as it devours leaves like crazy. But in the case of kale, they not only feed on the outer leaves, but they can also burrow into the top of the growth. The larvae eat three times their body weight of plant material each day. Nibbling locations are marked by massive accumulations of wet, sticky feces.

Therefore, control of these pests is important due to the above factors. In addition, molecules that control these pests (BAW and CL), which are called chewing pests, are used to control other pests that chew on plants.

Certain molecules disclosed herein were tested against BAW and CL using the procedures described in the Examples below. In the reporting of results, use the "BAW&CL Rating Table" (see Tables section).

Bioassay of BAW (Beet Armyworm).

Bioassays of BAW were performed using a 128-well diet tray assay. 1 to 5 second-instar BAW larvae were placed into each well (3 mL) of a diet plate that had been previously filled with 1 mL of artificial diet, to which were administered (to each of ⁸ wells) 50 μg/cm Test compounds (dissolved in 50 μL of a 90:10 acetone-water mixture) were then allowed to dry. The dish was covered with a clear self-adhesive lid and kept at 25°C, 14:10 light-dark for 5-7 days. Percent mortality of larvae in each well was recorded; activity in 8 wells was then averaged. Results are shown in a table entitled "Table ABC: Biological Results" (see Tables section).

Bioassays of Trichoderma (Cabbage Looper, CL)

Bioassays of CL were performed using a 128-well diet plate assay. 1 to 5 second instar CL larvae were placed into each well (3 mL) of a diet tray that had been previously filled with ¹ mL of artificial diet, to which 50 μg/cm of Test compounds (dissolved in 50 μL of a 90:10 acetone-water mixture) were then allowed to dry. The dish was covered with a clear self-adhesive lid and kept at 25°C, 14:10 light-dark for 5-7 days. Percent mortality of larvae in each well was recorded; activity in 8 wells was then averaged. Results are shown in a table entitled "Table ABC: Biological Results" (see Tables section).

Example B: Bioassay of the green peach aphid ((GREEN PEACH APHID) ("GPA") (Myzus persicae)).

GPA is the most important aphid pest of peach trees, causing reduced growth, dry wrinkling of leaves, and death of various tissues. It is also dangerous because it acts as a vector for the transport of plant viruses, such as potato Y virus and potato leaf roll virus (for members of the nightshade/potato family Solanaceae), and various mosaic viruses (for many other grain crop). GPA attacks plants such as broccoli, burdock, cabbage, carrots, cauliflower, daikon, eggplant, kidney beans, lettuce, macadamia nuts, papaya, peppers, sweet potatoes, tomatoes, watercress, and zucchini. GPA also attacks many ornamental crops such as carnations, chrysanthemums, flowering white cabbage, orangutan wood and roses. GPA has developed resistance to many pesticides. Therefore, control of this pest is important due to the above factors. In addition, molecules that control this pest (GPA), known as sucking pests, are used to control other pests that suck and suck on plants.

Certain molecules disclosed herein were tested for GPA using the procedures described in the Examples below. In the reporting of results, use the "GPA Rating Table" (see Tables section).

Cabbage seedlings (with 2-3 small (3-5 cm) true leaves) grown in 3 inch pots were used as test substrates. The seedlings were infested with 20-50 Myzus persicae (wingless adults and nymph stages) for 1 day before chemical application. Four pots with each seedling were used for each treatment. The test compound (2 mg) was dissolved in 2 mL of acetone/methanol (1:1) solvent to form a stock solution of the test compound at a concentration of 1000 ppm. Stock solutions were diluted 5-fold with 0.025% Tween 20 in water to give test compound solutions at a concentration of 200 ppm. The solution was sprayed onto both sides of the cabbage leaves using a hand-held aspirator-type sprayer until a runoff formed. Control plants (solvent test) were sprayed with diluent containing only 20 vol% acetone/methanol (1:1) solvent. Treated plants were maintained in a nursery room at about 25°C and ambient relative humidity (RH) for three days and then rated. Evaluation was performed by counting the number of live aphids on each plant under a microscope. Percentage control was measured using the Abbott correction formula (W.S. Abbott, "A Method of Computing the Effectiveness of an Insecticide" J. Econ. Entomol. 18 (1925), pp. 265-267) as follows.

Corrected percent control = 100*(X-Y)/X,

in

X = number of live aphids on solvent-tested plants,

Y = number of live aphids on treated plants.

Results are shown in a table entitled "Table ABC: Biological Results (F)" (see Tables section).

Example C: Yellow Fever Mosquito (Yellow Fever Mosquito, "YFM", (Aedesaegypti).

YFM prefers to feed on humans during the day and are most often found in or near human dwellings. YFM is a carrier of several diseases. This is the mosquito that transmits the dengue and yellow fever viruses. Yellow fever is the second most dangerous mosquito-borne disease after malaria. Yellow fever is an acute viral haemorrhagic disease that will kill up to 50% of people with severe infection who are not treated. There are an estimated 200,000 cases of yellow fever worldwide each year, resulting in 30,000 deaths. Dengue fever is a serious viral disease; it is sometimes called "dengue fever" or "break-heart fever" because it can produce severe pain. Dengue fever kills about 20,000 people each year. Therefore, control of this pest is important due to the above factors. In addition, molecules that control this pest (YFM), which is called a sucking pest, are used to control other pests that are pathogenic to humans and animals.

Certain molecules disclosed herein were tested for YFM using the procedures described in the Examples below. In the reporting of results, use the "YFM Rating Table" (see Tables section).

Master plates were used containing 400 μg molecules (equivalent to a 4000 ppm solution) dissolved in 100 μL of dimethyl sulfoxide (DMSO). The master plate of combined molecules contained 15 μL/well. To this plate, 135 μL of a 90:10 water:acetone mixture was added to each well. The automatic control device ( NXP Laboratory Automation Workstation) programmed to draw 15 [mu]L dispenses from the master plate into an empty 96-well shallow plate ("daughter" plate). Each parent produces 6 reps ("daughter" panels). The resulting daughter plates were then immediately infested with YFM larvae.

One day before plate treatment, mosquito eggs were put into Millipore water containing liver meal to start hatching (4g. in 400ml). After daughter plates were generated using the robotics, they were infested with 220 μL of liver meal/mosquito larvae mixture (~1 day old larvae). After infesting the plates with mosquito larvae, a cover that does not evaporative heat dissipation is used to cover the plates to reduce drying. Plates were kept at room temperature for 3 days prior to grading. After 3 days, the wells were observed and scored based on mortality.

Agricultural acid addition salts, salt derivatives, solvates, ester derivatives, polymorphs, isotopic derivatives and radionuclide derivatives

Molecules of formula I and/or formula II can be formulated as agricultural acid addition salts. By way of non-limiting example, the amine functional group can form salts with the following acids: hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid, acetic acid, benzoic acid, citric acid, malonic acid, salicylic acid, malic acid, fumaric acid, oxalic acid , succinic acid, tartaric acid, lactic acid, gluconic acid, ascorbic acid, maleic acid, aspartic acid, benzenesulfonic acid, methanesulfonic acid, ethanesulfonic acid, hydroxymethanesulfonic acid and isethionic acid. In addition, by way of non-limiting example, acid functional groups can form salts, including those derived from alkali or alkaline earth metals and those derived from ammonia and amines. Examples of preferred cations include sodium cation, potassium cation and magnesium cation.

Molecules of formula I and/or formula II can be formulated as salt derivatives. By way of non-limiting example, salt derivatives can be prepared by contacting the free base form with a sufficient amount of the desired acid to obtain a salt. The free base form can be recovered by treatment of the salt with a suitable dilute aqueous base such as dilute aqueous sodium hydroxide, dilute aqueous potassium carbonate, dilute aqueous ammonia, and dilute aqueous sodium bicarbonate. As an example, in many cases pesticides such as 2,4-D are made more water soluble by converting it to its dimethylamine salt.

Molecules of Formula I and/or Formula II can be formulated to form stable complexes with solvent molecules that remain intact after the non-complexed solvent molecules are removed from the compound. These complexes are often referred to as "solvates". However, it is particularly desirable to form stable hydrates with water as a solvent molecule.

Molecules of formula I and/or formula II can be prepared as ester derivatives. These ester derivatives can then be administered in the same manner as the molecules disclosed herein are administered.

Molecules of Formula I and/or Formula II can be prepared in various crystalline polymorphs. Polymorphism is important in developing pesticides because different crystalline polymorphs or structures of the same molecule can have very different physical and biological properties.

Molecules of formula I and/or formula II can be prepared with different isotopes. Of particular importance are molecules that have ² H (also known as deuterium) instead of ¹ H.

Molecules of formula I and/or formula II can be prepared with different radionuclides. Of particular importance are molecules ^with14C .

Stereoisomer

Molecules of formula I and/or formula II may exist as one or more stereoisomers. Thus, certain molecules can be prepared as racemic mixtures. It will be understood by those skilled in the art that one stereoisomer may be more active than the other. Single stereoisomers can be obtained by known selective synthesis methods, conventional synthesis methods using resolved starting materials, or conventional resolution methods. Certain molecules disclosed herein can exist as two or more isomers. Various isomers include geometric isomers, diastereomers, and enantiomers. Thus, the molecules disclosed herein include geometric isomers, racemic mixtures, individual stereoisomers, and optically active mixtures. It will be recognized by those skilled in the art that one isomer may be more active than the other. The structures disclosed in this disclosure are depicted in only one geometric form for clarity, but are intended to represent all geometric forms of the molecule.

combination

In another embodiment, the molecules of Formula I and/or Formula II may be used in combination (eg, in a combined mixture, or administered simultaneously or sequentially) with one or more of the following compounds, the effect of each of which is The mode ("MoA") is the same, similar or different compared to the mode of action of the molecules of formula I and/or formula II. Modes of action include, for example, the following: acetylcholinesterase (AChE) inhibitors; GABA-gated chloride channelantagonists; sodium channel modulators; nicotinic acetylcholine (nAChR) antagonists; nicotinic Acetyl (nAChR) allosteric activator; chloride channel activator; juvenile hormone mimetic; promiscuous non-specific (multi-site) inhibitor; feeding selective blocker in Homoptera; mite growth inhibitor; Microbial disruptor of insect midgut membrane; inhibitor of mitochondrial ATP synthase; uncoupler of oxidative phosphorylation that acts by disrupting proton gradients; nicotinic acetylcholine receptor (nAChR) channel blocker; type 0 Chitin Biosynthesis Inhibitor; Type 1 Chitin Biosynthesis Inhibitor; Moulting Disruptor of Diptera; Ecdysone Receptor Antagonist; Octopamine Receptor Antagonist; Mitochondrial Complex III Electron Transport Inhibitor; Mitochondrial Complex Body I electron transport inhibitor; voltage-dependent sodium channel blocker; acetyl-CoA carboxylase inhibitor; mitochondrial complex IV electron transport inhibitor; mitochondrial complex II electron transport inhibitor; agent.

In another embodiment, the molecules of Formula I and/or Formula II may be combined with one or more compounds having acaricidal, algicidal, avicidal, bactericidal, fungicidal, herbicidal, insecticidal, molluscicidal properties , nematicidal, rodenticidal, and/or virucidal properties are used in combination (eg, in a combined mixture, either simultaneously or sequentially).

In another embodiment, the molecules of Formula I and/or Formula II may be combined with one or more of the following properties: anti-feeding agents, bird repellants, chemical sterilizers, herbicide safeners, insect attractants, insect repellants , mammalian repellents, mating disruptors, plant activators, plant growth regulators, and/or synergistic compounds are used in combination (eg, in a combined mixture, either simultaneously or sequentially).

In another embodiment, the molecules of Formula I and/or Formula II may be used in combination (eg, in a combined mixture, or administered simultaneously or sequentially) with one or more of the following compounds: (3-ethoxypropane) (3-ethoxypropyl)mercury bromide, 1,2-dichloropropane, 1,3-dichloropropene, 1-methylcyclopropene, 1-naphthol, 2-(octylthio) ) Ethanol, 2,3,5-Tri-iodobenzoic acid, Caoyaping (2,3,6-TBA), Caoyaping-dimethylammonium (2,3,6-TBA-dimethylammonium), Caoyaping -Lithium (2,3,6-TBA-lithium), Tubopin-potassium (2,3,6-TBA-potassium), Tubopin-sodium (2,3,6-TBA-sodium), 2, 4,5-Tin (2,4,5-T), 2,4,5-Tin-2-butoxypropyl (2,4,5-T-2-butoxypropyl), 2,4,5- 2,4,5-T-2-ethylhexyl, 2,4,5-Tin-3-butoxypropyl (2,4,5-T-3-butoxypropyl), 2,4,5-Altinobutyric acid (2,4,5-TB), 2,4,5-Altino-butoxypropyl ester (2,4,5-T-butometyl), 2,4,5- 2,4,5-T-butotyl, 2,4,5-T-butyl (2,4,5-T-butyl), 2,4,5-T-isobutyl Base (2,4,5-T-isobutyl), 2,4,5-Tin-isoctyl ester (2,4,5-T-isoctyl), 2,4,5-Tin-isopropyl (2, 4,5-T-isopropyl), 2,4,5-T-methyl (2,4,5-T-methyl), 2,4,5-T-pentyl (2,4,5-T- pentyl), 2,4,5-T-sodium (2,4,5-T-sodium), 2,4,5-T-triethylammonium (2,4,5-T-triethylammonium), 2,4 ,5-T-triethanolamine (2,4,5-T-trolamine), 2,4-D (2,4-D), 2,4-D-2-butoxypropyl (2,4-D) D-2-butoxypropyl), 2,4-D-2-ethylhexyl (2,4-D-2-ethylhexyl), 2,4-D-3-butoxypropyl (2,4-D- 3-butoxypropyl), 2,4-D-ammonium (2,4-D-ammonium), 2,4-D-butyric acid (2,4-DB), 2,4-D-butyric acid-butyl (2, 4-DB-butyl), 2,4-D butyric acid-dimethylammonium (2,4-DB-dimethylammonium), 2,4-D butyric acid - Isooctyl ester (2,4-DB-isoctyl), 2,4-D butyric acid-potassium (2,4-DB-potassium), 2,4-D butyric acid-sodium (2,4-DB-sodium ), 2,4-D-butoxyethyl ester (2,4-D-butotyl), 2,4-D-butyl (2,4-D-butyl), 2,4-D-diethylammonium ( 2,4-D-diethylammonium), 2,4-D-dimethylammonium (2,4-D-dimethylammonium), 2,4-D-diolamine (2,4-D-diolamine), 2,4 - Drop-dodecylammonium (2,4-D-dodecylammonium), Saixin (2,4-DEB), Phalphos (2,4-DEP), 2,4-D-Ethyl (2,4-DEP) 4-D-ethyl), 2,4-D-heptylammonium (2,4-D-heptylammonium), 2,4-D-isobutyl (2,4-D-isobutyl), 2,4-D - Isooctyl ester (2,4-D-isoctyl), 2,4-D-isopropyl (2,4-D-isopropyl), 2,4-D-isopropylammonium (2,4-D- isopropylammonium), 2,4-D-lithium (2,4-D-lithium), 2,4-D-methylheptyl ester (2,4-D-meptyl), 2,4-D-methyl ( 2,4-D-methyl), 2,4-D-octyl (2,4-D-octyl), 2,4-D-pentyl (2,4-D-pentyl), 2,4-D - Potassium (2,4-D-potassium), 2,4-D-propyl (2,4-D-propyl), 2,4-D-sodium (2,4-D-sodium), 2,4 -Drip-Saccharin (2,4-D-tefuryl), 2,4-D-tetradecylammonium (2,4-D-tetradecylammonium), 2,4-D-triethylammonium (2,4-D-tetradecylammonium) -D-triethylammonium), 2,4-D-tris(2-hydroxypropyl)ammonium (2,4-D-tris(2-hydroxypropyl)ammonium), 2,4-D-triethanolamine (2,4- D-trolamine), 2iP, 2-methoxyethylmercury chloride (2-methoxyethylmercury chloride), 2-phenylphenol (2-phenylphenol), 3,4-dropamine (3,4-DA ), 3,4-D butyric acid (3,4-DB), 3,4-D propionic acid (3,4-DP), 4-aminopyridine (4-aminopyridine), p-chlorophenoxyacetic acid (4- CPA), p-chlorophenoxyacetic acid-diethanolamine (4-CPA-diolamine), p-chlorophenoxyacetic acid-potassium (4-CPA-diolamine) -CPA-potassium), p-chlorophenoxyacetic acid-sodium (4-CPA-sodium), chlorophenoxybutyric acid (4-CPB), chlorophenoxypropionic acid (4-CPP), 4-hydroxyphenethyl alcohol (4 -hydroxyphenethyl alcohol), 8-hydroxyquinolinesulfate, 8-phenylmercurioxyquinoline, abamectin, abscisicacid, ACC, acephate, quinoline ( acequinocyl), acetamiprid, acethion, acetochlor, acetophos, acetoprole, acibenzolar, acibenzolar-S -methyl), acifluorfen, acifluorfen-methyl, acifluorfen-sodium, acifluorfen, acrep, fluorine Acrinathrin, acrolein, acrylonitrile, acynonapyr, acypetacs, acypetacs-copper, acypetacs-zinc, afidopyropen, alachlor, alanycarb, prothiopolybacterium albendazole, aldicarb, aldimorph, aldoxycarb, aldrin, allethrin, allicin, two Allidochlor, allosamidin, alloxydim, alloxydim-sodium, allyl alcohol, allyxycarb, five Alorac, alpha-cypermethrin, alpha-endosulfan, ametoctradin, ametridione, ametryn, Tetrazodone (amibuzin), amicarbazone (amicarbazone), seed dressing (amicarthiazol), sulfathion (amidithion) ), amidoflumet, amidosulfuron, aminocarb, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium ), aminopyralid, aminopyralid-potassium, aminopyralid-tris(2-hydroxypropyl)ammonium, aminopyrifen, amiprofos-methyl, amipropos, amisulbrom, amiton, amitonoxalate, amitraz , amitrole, ammonium sulfamate, ammonium α-naphthaleneacetate, amobam, 1-aminopropyl phosphate (ampropylfos), anabasine ), anabasine sulfate, ancymidol, anilazine, anilofos, anisuron, anthraquinone, antu , apholate, aramite, arsenous oxide, asomate, aspirin, asulam, asulam-potassium ), asulam-sodium, athiathion, atraton, atrazine, aureofungin, aviglycine, aviglycinehydrochloride, oxygen ring azaconazole, azadirachtin, azafenidin, azamethiphos, azimsulfuron, azinphos-ethyl, (azinphos-methyl), azide net (azip rotryne, azithiram, azobenzene, azocyclotin, azothoate, azoxystrobin, bachmedesh, barban, barium hexafluorosilicate (barium hexafluorosilicate), barium polysulfide, barthrin, BCPC, beflubutamid, benalaxyl, benalaxyl-M (benalaxyl-M), grass benazolin, benazolin-dimethylammonium, benazolin-ethyl, benazolin-potassium, bencarbazone, benclothiaz, benazolin (benazolin-potassium) bendiocarb, benfluralin, benfuracarb, benfuresate, benodanil, benomyl, benoxacor, benoxacor Phosphorus (benoxafos), quinone oxime hydrazone (benquinox), bensulfuron demethyl acid (bensulfuron), bensulfuron-methyl (bensulfuron-methyl), dissulfuron (bensulide), insecticidal sulfonic acid (bensultap), bentaluron, bentazone, bentazone-sodium, benthiavalicarb, benthiavalicarb-isopropyl, benthiazole, benzene Bentranil, Benzadox, Benzadox-ammonium, benzalkonium chloride, benzamacril, benzamacril-isobutyl, benzamorf, benzfendizone, benzyl Benzipram, benzobicyclon, benzofenap, benzofluor, benzohydroxamic acid, benzovindiflupyr, benzene benzoximate ), benzoylprop, benzoylprop-ethyl, benzpyrimoxan, benzthiazuron, benzylbenzoate, benzyladenine, berberine ( berberine), berberine hydrochloride (berberinechloride), beta-cyfluthrin (beta-cyfluthrin), beta-cypermethrin (beta-cypermethrin), bethoxazin, bicyclopyrone (bicyclopyrone), bifenazate (bifenazate), formazan Bifenox, bifenthrin, bifujunzhi, bilanafos, bilanafos-sodium, binapacryl ), bingqingxiao, bioallethrin, bioethanomethrin, biopermethrin, bioresmethrin, biphenyl, bisazir, bismerthiazol, bispyribac, bispyribac-sodium, bistrifluron, bitertanol, bithionol ), bixafen, blasticidin-S, borax, Bordeaux mixture, boric acid, boscalid, brassinolide, ethyl Brassinolide-ethyl, brevicomin, brodifacoum, brofenvalerate, broflanilide, brofluthrinate, bromacil , bromacil-lithium, bromacil-sodium, alpha-bromadiolone, bromadiolone, bromethalin, bromethrin, bromobenzene Phosphate (bromfenvinfos), bromoacetamide (brom oacetamide), bromobonil, bromobutide, bromocyclen, bromo-DDT, bromofenoxim, bromophos, bromine Bromophos-ethyl, bromopropylate, bromothalonil, bromoxynil, bromoxynil butyrate, bromoxynilheptanoate , bromoxynil octanoate, bromoxynil-potassium, brompyrazon, bromuconazole, bronopol, bucarpolate, Bufencarb, buminafos, bupirimate, buprofezin, Burgundy mixture, busulfan, butacarb, Butachlor, Butafenacil, Butamifos, Butathiofos, Butenachlor, Butethrin, Teimiza (buthidazole), buthiobate, buthiuron, butocarboxim, butonate, butopyronoxyl, butoxycarboxim, butralin ), butroxydim, buturon, butylamine, butyrate, cacodylic acid, cadusafos, cafenstrole, calcium arsenate Calcium arsenate, calcium chlorate, calcium cyanamide, calcium polysulfide, calvinphos, cambendichlor, camphechlor , camphor, captafol, captan, ca rbamorph), carbanolate, carbaryl, carbasulam, carbendazim, carbendazim benzenesulfonate, carbendazim sulfite carbendazim sulfite, carbetamide, carbofuran, carbon disulfide, carbon tetrachloride, carbophenothion, carbosulfan, teroxazole Carboxazole, carboxide, carboxin, carfentrazone, carfentrazone-ethyl, carpropamid , cartap, cartap hydrochloride, carvacrol, carvone, CDEA, cellocidin, CEPC, ceralure, CHeshunt mixture (Cheshunt) mixture), chinomethionat, chitosan, chlobenthiazone, chlomethoxyfen, chloralose, chloramben , chloramben-ammonium, chloramben-diolamine, chloramben-methyl, chloramben-methylammonium, Chloramben-sodium, chloramine phosphorus, chloramphenicol, chloraniformethan, chloranil, chloranocryl, chloramphenicol ( chlorantraniliprole, chlorazifop, chlorazifop-propargyl, chlorazine, chlorbenside, chlorbenzuron, chlorbicyclen, chlorine chlorbromuron, chlorbufam, chlordane, chlordecone, chlordimeform, chlordimeform hydrochloride, chlorempenthrin ), phosphorus oxychloride (chlorethoxyfos), chloreturon, chlorfenac, chlorfenac-ammonium, chlorfenac-sodium, chlorfenapyr, chlorbendazole (chlorfenazole), chlorfenethol, chlorfenprop, chlorfenson, chlorfensulphide, chlorfenvinphos, chlorfluazuron, chlorflurazole , chlorfluren, chlorfluren-methyl, chlorflurenol, chlorflurenol-methyl, chloridazon, chlorimuron, chlorimuron- ethyl), chlormephos, chlormequat, chlormequat chloride, chlornidine, chlornitrofen, chlorobenzilate, chlorine Chlorodinitronaphthalenes, chloroform, chloromebuform, chloromethiuron, chloroneb, chlorophacinone, chlorophacinone-sodium, chloropicrin ), chloropon, chloroprallethrin, chloropropylate, chlorothalonil, chlorotoluron, chloroxuron, chloroxynil, three Butylchlorobenzylphosphine (chlorphonium), tributylchlorobenzylphosphine chloride (ch lorphonium chloride, chlorphoxim, chlorprazophos, chlorprocarb, chlorpropham, chlorpyrifos, chlorpyrifos-methyl, tetrachloroquine Chlorquinox, chlorsulfuron, chlorthal, chlorthal-dimethyl, chlorthal-monomethyl, chlorthal Chlorthiamid, chlorthiophos, chlozolinate, choline chloride, chromafenozide, cinerin I, cinerin II II), cinerins, cinidon-ethyl, cinmethylin, cinosulfuron, ciobutide, cisanilide, levothyroxine Ester (cismethrin), clacyfosin (clacyfos), clethodim (clethodim), climbazole (climbazole), iodochloride (cliodinate), clodinafop (clodinafop), clodinafop-propargyl ( clodinafop-propargyl, cloethocarb, clofencet, clofencet-potassium, clofentezine, clofibric acid, clofop, clofop-isobutyl isobutyl), clomazone, clomeprop, cloprop, cloproxydim, clopyralid, clopyralid-methyl ( clopyralid-methyl), clopyralid-olamine, clopyralid-potassium, clopyralid-tris (2-hydroxypropyl) ammonium (clopyralid-tris (2 -hydroxypropyl)ammonium), cloquintocet, cloquintocet -mexyl), cloransulam, cloransulam-methyl, closantel, clothianidin, clotrimazole, fruit acid (cloxyfonac), cloxyfonac-sodium (cloxyfonac-sodium), CMA, codlelure, colophonate, copper acetate, copper acetoarsenite (copper acetoarsenite), copper arsenate (copperarsenate), basic copper carbonate (copper carbonate, basic), copper hydroxide, copper naphthenate, copper oleate, copper oxychloride, copper silicate, copper sulfate, copper zinc chromate, Coumachlor, coumafuryl, coumaphos, coumatetralyl, coumithoate, coumoxystrobin, CPMC, chloramphenicol ( CPMF, CPPC, Credazine, Cresol, Crimidine, Crotamiton, Crotoxyphos, Crufomate ), sodium fluoroaluminate (cryolite), cue-lure, cufraneb, cumyluron, cuprobam, cuprous oxide, curcumol ( curcumenol, cyanamide, cyanatryn, cyanazine, cyanofenphos, cyanophos, cyanthoate, cyantraniliprole, cyazofamid ), cybutryne, cyclafuramid, cyclanilide, cyclaniliprole, cyclethrin, cycloate, cycloheximide, cycloprate ), cycloprothrin, cyclopyranil, cyclopyrimorate, cyclosulfuron osulfamuron, cycloxydim, cycluron, cyenopyrafen, cyflufenamid, cyflumetofen, cyfluthrin, cyhalodiamide, cyhalofop , cyhalofop-butyl, cyhalothrin, cyhexatin, cymiazole, cymiazole hydrochloride, cymoxanil, cyometrinil, Cypendazole, cypermethrin, cyperquat, cyperquat chloride, cyphenothrin, cyprazine, cyprazole ), cyproconazole, cyprodinil, cyprofuram, cypromid, cyprosulfamide, cyromazine, cythioate, vanilla daimuron, dalapon, dalapon-calcium, dalapon-magnesium, dalapon-sodium, daminozide, dalapon ketone (dayoutong), dazomet, dazomet-sodium, dibromochloropropane (DBCP), d-camphor, dichloroisopropyl ether (DCIP), increased production amine (DCPTA), DDT ( DDT), debacarb, decafentin, decarbofuran, dehydroacetic acid, delachlor, deltamethrin, Demephion (demephion), Tianle phosphorus-O (demephion-O), Tianle phosphorus-S (demephion-S), systemic phosphorus (demeton), methyl systemic phosphorus (demeton-methyl), systemic phosphorus- O(demeton-O), systemic phosphorus-O-methyl (demeton-O-methyl), systemic phosphorus-S (demeton-S), systemic phosphorus-S-methyl (demeton-S-m) ethyl), sulfone phosphorus (demeton-S-methylsulphon), beetroot (desmedipham), dichlor (desmetryn), d-fanshiluquebingjuzhi (d-fanshiluquebingjuzhi), diafenthiuron (diafenthiuron), chlorine Dialifos, di-allate, diamidafos, diatomaceous earth, diazinon, dibutyl phthalate, dibutyl succinate, wheat grass dicamba, dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium ( dicamba-isopropylammonium), dicamba-methyl (dicamba-methyl), dicamba-olamine (dicamba-olamine), dicamba-potassium (dicamba-potassium), dicamba-sodium (dicamba-sodium), dicamba- Triethanolamine (dicamba-trolamine), dicapthon, dichlobenil, dichlobentiazox, dichlofenthion, dichlofluanid, dichlone, dichlofen dichloralurea, dichlorbenzuron, dichlorflurenol, dichlorflurenol-methyl, dichlormate, dichlormid, dichlorophen, dichlorprop, 2,4-D-propionic acid-2-ethylhexyl (dichlorprop-2-ethylhexyl), 2,4-D-propionic acid-butoxyethyl ester (dichlorprop-butotyl), 2,4-D-propionic acid-dimethyl Ammonium (dichlorprop-dimethylammonium), 2,4-D propionic acid-ethylammonium (dichlorprop-ethylammonium), 2,4-D propionic acid-isoctyl (dichlorprop-isoctyl), 2,4-D propionic acid-methyl (dichlorprop-methyl), refined 2,4-D-propionic acid (dichlorprop-P), refined 2,4-D-propionic acid-2-ethylhexyl (dichlorprop-P-2-et hylhexyl), dichlorprop-P-dimethylammonium, dichlorprop-potassium, dichlorprop-potassium -P-potassium), dichlorprop-P-sodium, dichlorprop-sodium, dichlorvos, dichlorzoline , diclobutrazol, diclocymet, diclofop, diclofop-methyl, diclomezine, diclomezine-sodium (diclomezine-sodium), dicloran, dicloromezotiaz, diclosulam, dicofol, dicoumarol, methyl N-(3-methylphenyl)carbamate ( dicresyl), dicrotophos, dicyclanil, dicyclonon, dieldrin, dienochlor, diethamquat, diethamquat dichloride), acetochlor (diethatyl), acetochlor-ethyl (diethatyl-ethyl), diethofencarb (diethofencarb), dietholate, diethyl pyrocarbonate (diethyl pyrocarbonate), DEET (diethyltoluamide), Difenacoum, difenoconazole, difenopenten, difenopenten-ethyl, difenoxuron, difenoxuron difenzoquat), difenzoquat metilsulfate, difethialone, diflovidazin, diflubenzuron, diflufenican, diflufenzopyr, diflufen Diflufenzopyr-sodium, diflumetorim, dikeg ulac), dikegulac-sodium, dihyprophylline (dilor), dimatif, dimefluthrin, dimefox, oxazolone (dimefuron), piperazine Dimepiperate, Dimetachlone, Dimetan, Dimethacarb, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimethipin, Dimethirimol, Dimethoate, Dimethomorph, Dimethrin, Mosquito repellent dimethyl carbate, dimethyl phthalate, dimethylvinphos, dimetilan, dimexano, dimidazon, dimoxystrobin , dinex, dinex-diclexine, dingjunezuo, diniconazole, R-diniconazole-M, dinitramine, dinobuton ), dinocap, dinocap-4, dinocap-6, dinocton, dinofenate, dinopenton ), dinoprop, dinosam, dinoseb, dinoseb acetate, dinoseb-ammonium, dinoseb-di dinoseb-diolamine, dinoseb-sodium, dinoseb-trolamine, dinosulfon, dinotefuran, dinoterb, telofol Dinoterb acetate, dinoterbon, diofenolan, dioxabenzofos, dioxacarb, dioxathion, diphacino ne), Diphacinone-sodium, Diphenamid, Diphenylsulfone, Diphenylamine, Dipropalin, Dipropetryn, Dipymetitrone, Dithiopyridine ( dipyrithione), diquat, diquatdibromide, disparlure, disul, disulfiram, disulfoton, 2,4 -disul-sodium, ditalimfos, dithianon, dithicrofos, dithioether, dithiopyr, diuron (diuron), d-limonene (d-limonene), pyruvate (DMPA), dinitrocresol (DNOC), DNOC-ammonium, DNOC-potassium ), DNOC-sodium, dodemorph, dodemorph acetate, dodemorph benzoate, Dodicin, dodicin hydrochloride, dodicin-sodium, dodine, dofenapyn, dominicalure, dolactine ( doramectin), drazoxolon, sodium formarsine (DSMA), dufulin, EBEP, EBP, ecdysterone, edifenphos, eglinazine, sugar Eglinazine-ethyl, emamectin, emamectin benzoate, doxocarb (EMPC), empenthrin ), endosulfan, endothal, endothal-diammonium, endothal-dipotassium, endothal-disodium , endothion, endrin, enestroburin, enoxastro bin, phenylphosphine (EPN), epocholeone, epofenonane, epoxiconazole, eprinomectin, epronaz, ε-methoxypermethrin ( epsilon-metofluthrin), epsilon-momfluorothrin, epsilon (EPTC), erbon, ergocalciferol, erlujixiancaoan, esdépalléthrine, S-fenvalerate ( esfenvalerate), esprocarb, etacelasil, etaconazole, etaphos, etem, ethaboxam, ethachlor, ethachlor ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethaprochlor, ethephon, ethidimuron, ethyl thiobenzene Ethiofencarb, ethiolate, ethion, ethiozin, ethiprole, ethirimol, ethoate-methyl, Ethofumesate, ethohexadiol, ethopropos, ethoxyfen, ethoxyfen-ethyl, ethoxyquin , ethoxysulfuron, ethychlozate, ethylformate, α-naphthalene ethyl acetate, ethyl-DDD, ethylene, vinylidene bromide, vinylidene chloride , ethylene oxide, ethylicin, ethylmercury 2,3-dihydroxypropylmercaptide, ethylmercury acetate, ethylmercurybromide , ethylmercury chloride, ethylmercuryphosphate, etinofen , etnipromid, etnipromid, etofenprox, etoxazole, etridiazole, etrimfos, eugenol ( eugenol), Caobi San (EXD), famoxadone, famphur, fenamidone, fenaminosulf, fenaminstrobin, fenamiphos, Fenapanil, fenarimol, fenasulam, fenazaflor, fenazaquin, fenbuconazole, fenbutatin oxide, Fenchlorazole, Fenchlorazole-ethyl, Fenchlorphos, Fenclorim, Fenethacarb, Fenfluthrin, Amethyst Fenfuram, fenhexamid, fenitropan, fenitrothion, fenjuntong, fenobucarb, 2,4,5-tn Propionic acid (fenoprop), 2,4,5-alginic acid-3-butoxypropyl (fenoprop-3-butoxypropyl), 2,4,5-alginic acid-butoxypropyl ester (fenoprop-butometyl ), 2,4,5-alginic acid-butoxyethyl ester (fenoprop-butotyl), 2,4,5-alginic acid-butyl (fenoprop-butyl), 2,4,5-altidic acid - Isooctyl ester (fenoprop-isoctyl), 2,4,5-alginic acid-methyl (fenoprop-methyl), 2,4,5-alginic acid-potassium (fenoprop-potassium), fenthiocarb (fenothiocarb) ), fenoxacrim, fenoxanil, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop fenoxaprop-P-ethyl, fenoxasulfone, fenoxycarb, fenpicloni l), fenpicoxamid, fenpirithrin, fenpropathrin, fenpropidin, fenpropimorph, fenpyrazamine, fenpyroximate, fenquinotrione, fenridazon, fenridazon-potassium , fenridazon-propyl, fenson, fensulfothion, fenteracol, fenthiaprop, fenthiaprop-ethyl, fenthiaprop Phosphorus (fenthion), fenthion-ethyl (fenthion-ethyl), triphenyltin (fentin), triphenyltin acetate (fentin acetate), triphenyltin chloride (fentin chloride), triphenyltin hydroxide (fentin) hydroxide), tetracyclamide (fentrazamide), fentrifanil (fentrifanil), fenuron (fenuron), fenuron TCA (fenuron TCA), fenvalerate (fenvalerate), ferbam (ferbam), pyrimidine Ferimzone, ferrous sulfate, fipronil, flamprop, flamprop-isopropyl, flamprop-M, flamprop Ester (flamprop-methyl), flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, flocoumafen, flometoquin , flonicamid, florasulam, florpyrauxifen, florylpicoxamide, fluacrypyrim, fluazaindolizine, fluazifop, fluazifop -butyl), fluazifop-methyl, fluazifop-P, fluazifop-P-butyl, fluazifop-butyl (fluazinam), disopyramid (fluazolate), pyridine Fluazuron, flubendiamide, flubenzimine, flucarbazone, flucarbazone-sodium, flucetosulfuron, ethyl chloride Fluchloralin, flucofuron, flucycloxuron, flucythrinate, fludioxonil, fluenetil, fluensulfone, fluoxetine Flufenacet, flufenerim, flufenican, flufenoxuron, flufenoxystrobin, flufenprox, flufenpyr, fluridazine Flufenpyr-ethyl, flufiprole, fluhexafon, fluindapyr, flumethrin, flumetover, flumetralin, flumetsulam, Flumezin, flumiclorac, flumiclorac-pentyl, flumioxazin, flumipropyn, flumorph, fluorine Fluometuron, fluopicolide, fluopyram, fluorbenside, fluoridamid, fluoroacetamide, fluorodifen ), fluoroglycofen, fluoroglycofen-ethyl, fluoroimide, fluoromidine, fluoronitrofen, fluopimide, fluorine Fluothiuron, fluotrimazole, fluoxastrobin, flupoxam, flupropacil, flupropadine, flupropanate, tetrafluoropropane Acid-sodium (flupropanate-so dium), flupyradifurone, flupyrimin, flupyrsulfuron demethyl acid (flupyrsulfuron), flupyrsulfuron-methyl (flupyrsulfuron-methyl), flupyrsulfuron-methyl-sodium (flupyrsulfuron-methyl-sodium), fluoroquinazole ( fluquinconazole), flurazole, flurenol, flurenol-butyl, flurenol-methyl, fluridone, fluoro Flurochloridone, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, flurprimidol, flursulamid, flurtamone, flusilazole, flusulfamide, fluthiacet, fluthiacet -methyl), flutianil, flutolanil, flutriafol, fluvalinate, fluxametamide, fluxapyroxad, fluoxime ( fluxofenim), folpet, fomesafen, fomesafen-sodium, fonofos, foramsulfuron, chlorfenapyr ( forchlorfenuron), formaldehyde, formetanate, formetanate hydrochloride, formothion, formparanate, formparanate hydrochloride, woodkill Fosamine, fosamine-ammonium, triethylphosphonic acid (fosetyl), aluminum triethylphosphonate (fosetyl-aluminium), fosmethilan, chlorpyrifos methyl (fospirate), Fosthiazate, fosthietan, frontalin, fuberidazole, fluroxypyr fucaojing, fucaomi, funaihecaoling, fuphenthiourea, furalane, furalaxyl, furamethrin, furabi ( furametpyr), furathiocarb, furcarbanil, furconazole, furconazole-cis, furethrin, furfural, furoxazole (furilazole), seed dressing amine (furmecyclox), furophanate (furophanate), furyloxyfen (furyloxyfen), refined beta-cyhalothrin (gamma-cyhalothrin), γ-hexahexahexanol (γ-HCH) ), genit, gibberellic acid, gibberellins, glifor, glufosinate, glufosinate-ammonium, essence Glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, glyodin, glyoxime, glyphosate, glyphosate-diammonium, glyphosate-dimethylammonium, glyphosate-isopropylammonium, glyphosate- glyphosate-monoammonium, glyphosate-potassium, glyphosate-sesquisodium, glyphosate-trimesium, glyphosate glyphosine, gossyplure, grandlure, griseofulvin, guazatine, guazatine acetates, halacrinate ), halauxifen (free acid) (halauxifen), halauxifen-methyl, halfenprox, Halofenozide, Halosafen, Halosulfuron, Halosulfuron-methyl, Haloxydine, Fluopyrazine Haloxyfop, haloxyfop-etotyl, haloxyfop-methyl, haloxyfop-P, haloxyfop-P- etotyl), haloxyfop-P-methyl, haloxyfop-sodium, HCH, hemel, hempa, Dieldrin (HEOD), heptachlor, heptafluthrin, heptenophos, heptopargil, herbimycin, heterophos, hexachloroacetone , hexachlorobenzene, hexachlorobutadiene, hexachlorophene, hexaconazole, hexaflumuron, hexaflurate, alkene (hexalure), hexamide, hexazinone (hexazinone), hexylthiofos, hexythiazox (hexythiazox), aldrin (HHDN), holosulf, huancaiwo (huancaiwo), sulfentrazone (huangcaoling), cycloconazole ( huanjunzuo), hydramethylnon, hydrargaphen, hydrated lime, hydrogen cyanide, hydroprene, hymexazol, quinoline ( hyquincarb), indole acetic acid (IAA), indole butyric acid (IBA), icaridin, imazalil (imazalil), imazalil nitrate (imazalil nitrate), imazalil sulfate (imazalil sulfate), imazamox (imazamethabenz), imazamethabenz-methyl, imazamox, imazamox-am monium), imazapic, imazapic-ammonium, imazapyr, imazapyr-isopropylammonium, imazaquin ), imazaquin-ammonium, imazaquin-methyl, imazaquin-sodium, imazethapyr, imazethapyr- ammonium), imazosulfuron, imibenconazole, imicyafos, imidacloprid, imidaclothiz, iminoctadine, biguanide triamine iminoctadinetriacetate, iminoctadine trialbesilate, imiprothrin, inabenfide, indanofan, indaziflam, indoxacarb ), inezin, inpyrfluxam, iodobonil, iodocarb, iodomethane, iodosulfuron, iodosulfuron-methyl, iodosulfuron-methyl -Sodium (iodosulfuron-methyl-sodium), iofensulfuron, iofensulfuron-sodium, ioxynil, ioxynil octanoate, ioxynil-lithium, iodobenzene-sodium ( ioxynil-sodium, ipazine, ipconazole, ipfencarbazone, ipfentrifluconazole, ipflufenoquin, iprobenfos, iprodione, iprovalicarb , iprymidam, ipsdienol, ipsenol, IPSP, isamidofos, isazofos, isobenzan, Ding Mi Isocarbamid, isocarbophos, isocil, isodrin, isofenphos, isofenphos-methyl, isofetamid, isoflucypram , isolan, isomethiozin, isonoruron, nitrogen Isopolinate, isoprocarb, isopropalin, isoprothiolane, isoproturon, isopyrazam, isopyrimol, isothioate ), isotianil, isouron, isovaledione, isoxaben, isoxachlortole, isoxadifen, isoxadifen-ethyl, isoxadifen Isoxaflutole, isoxapyrifop, isoxathion, ivermectin, izopamfos, japonilure, japothrins, jasmine I (jasmolin I), jasmolin II (jasmolin II), jasmonic acid (jasmonic acid), sulforazone (jiahuangchongzong), methyl synergistic phosphorus (jiajizengxiaolin), jiaxiangjunzhi (jiaxiangjunzhi), solution Jiecaowan, jiecaoxi, jodfenphos, juvenile hormone I, juvenile hormone II, juvenile hormone III, Kadethrin, kappa-bifenthrin, kappa-tefluthrin, karbutilate, karetazan, karetazan-potassium, kasugamycin, kasugamycin hydrochloride, kasugamycin (kejunlin), Kelevan, ketospiradox, ketospiradox-potassium, kinetin, kinoprene, kresoxim-methyl, kuicaoxi, milk Lactofen, lambda-cyhalothrin, lancotrione, latilure, lead arsenate, lenacil, lepimect in, leptophos, lindane, lineatin, linuron, lirimfos, litlure, looplure, lufenuron, lvdingjunzhi, chlorine Acyl phosphine (lvxiancaolin), thiazophos (lythidathion), methylarsinic acid (MAA), malathion (malathion), maleic hydrazide (maleic hydrazide), malonoben (malonoben), dextrin- Maltodextrin, monoammonium methylarsine (MAMA), mancopper, mancozeb, mandestrobin, mandipropamid, maneb, bitter Matrine (matrine), phosphorus azide (mazidox), 2 methyl 4 chloro (MCPA), 2 methyl 4 chloro-2-ethylhexyl (MCPA-2-ethylhexyl), 2 methyl 4 chloro-butoxyethyl ester ( MCPA-butotyl), 2-methyl-4-chloro-butyl (MCPA-butyl), 2-methyl-4-chloro-dimethylammonium (MCPA-dimethylammonium), 2-methyl-4-chloro-diolamine (MCPA-diolamine), 2-methyl-4-chloro-diolamine -Ethyl (MCPA-ethyl), 2 methyl 4 chloro-isobutyl (MCPA-isobutyl), 2 methyl 4 chloro-isooctyl ester (MCPA-isoctyl), 2 methyl 4 chloro-isopropyl (MCPA-isopropyl) , 2 methyl 4 chloro-methyl (MCPA-methyl), 2 methyl 4 chloro-olamine (MCPA-olamine), 2 methyl 4 chloro-potassium (MCPA-potassium), 2 methyl 4 chloro-sodium (MCPA-sodium) , 2 methyl 4 chloroethyl thioester (MCPA-thioethyl), 2 methyl 4 chloro-triethanolamine (MCPA-trolamine), 2 methyl 4 chlorobutyric acid (MCPB), 2 methyl 4 chlorobutyric acid-ethyl (MCPB-ethyl) ), 2-methyl-4-chlorobutyric acid-methyl (MCPB-methyl), 2-methyl-4 chlorobutyric acid-sodium (MCPB-sodium), o-amide (mebenil), mecarbam (mecarbam), benzocarb (mecarbinzid) , tetramethylphosphorus (mecarphon), 2 methyl 4 chloropropionic acid (mecoprop), 2 methyl 4 chloropropionic acid-2-ethylhexyl (mecoprop-2-ethylhexyl), 2 methyl 4 chloropropionic acid-dimethylammonium (mecoprop -dimethylammonium), 2 methyl 4 chloropropionic acid-diolamine (mecoprop-diolamine), mecoprop- ethadyl, 2 methyl 4 chloropropionic acid - isooctyl ester (mecoprop-isoctyl), 2 methyl 4 chloropropionic acid - methyl (mecoprop-methyl), fine 2 methyl 4 chloropropionic acid (mecoprop-P), fine 2 methyl 4 Chloropropionic acid-2-ethylhexyl (mecoprop-P-2-ethylhexyl), refined 2 methyl 4 chloropropionic acid-dimethylammonium (mecoprop-P-dimethylammonium), refined 2 methyl 4 chloropropionic acid-isobutyl ( mecoprop-P-isobutyl), 2-methyl-4-chloropropionate-potassium (mecoprop-potassium), refined 2-methyl-4-chloropropionate-potassium (mecoprop-P-potassium), 2-methyl-4-chloropropionate-sodium (mecoprop-sodium ), mecoprop-trolamine, medimeform, medinoterb, medinoterb acetate, medlure, benzothiazine Mefenacet, mefenpyr, mefenpyr-diethyl, mefentrifluconazole, mefluidide, mefluidide-diolamine, mefluidide-potassium ), megatomoic acid, menazon, mepanipyrim, meperfluthrin, mephenate, mephosfolan, mepiquat, mepiquat chloride, mepiquat pentaborate, mepiquat mepronil, meptyldinocap, mercuric chloride, mercuric oxide, mercurous chloride, merphos, mesoprazine ), mesosulfuron, mesosulfuron-methyl, mesotrione, mesulfen, mesulfenfos, metcamifen, cyanofluoride Metaflumizone, Metalaxyl, Metalaxyl-M, Metaldehyde, Metaldehyde tam), metam-ammonium, metamifop, metamitron, metam-potassium, metam-sodium sodium), metazachlor, metazosulfuron, metazoxolon, metconazole, metepa, metflurazon ), methabenzthiazuron, methacrifos, methalpropalin, methamidophos, methasulfocarb, methazole, nitrofen (methfuroxam), methidathion, methiobencarb, methiocarb, methiopyrisulfuron, methiotepa, methiozolin , Methiuron, Methocrotophos, Methometon, Methomyl, Methoprene, Methoprotryne, Methoquin- butyl), Methothrin, Methoxychlor, Methoxyfenozide, Methoxyphenone, Methyl sterile apholate), methyl bromide, methyl eugenol, methyl iodide, methyl isothiocyanate, methyl acetophos, methyl chloroform, methyl chloride Methyldymron, dichloromethane, methylmercurybenzoate, methylmercury dicyandiamide, methylmercurypentachlorophenoxide, methylneodecanamide, daisen metiram), metobenzuron, metobromuron, metofluthrin fluthrin), metolachlor (metolachlor), metolcarb (metolcarb), phenoxystrobin (metominostrobin), sulfentrazone (metosulam), metoxadiazone (metoxadiazone), metoxuron (metoxuron), benzene Metrafenone, metribuzin, metsulfovax, metsulfuron, metsulfuron-methyl, metyltetraprole, mevinphos, Mexacarbate, mieshuan, milbemectin, milbemycin oxime, milneb, mipafox, mirex, MNAF , moguchun, molinate, molosultap, momfluorothrin, monalide, monisouron, monochloroacetic acid, monocrotophos, green Monolinuron, monosulfuron, monosulfuron-ester, monuron, monuron TCA (monuron TCA), morfamquat, dichloride Morfamquat dichloride, moroxydine, moroxydine hydrochloride, morphothion, morzid, moxidectin, monosodium methylarsine (MSMA), Muscalure, myclobutanil, myclozolin, N-(ethylmercury)-p-toluenesulphonanilide, nabam , naftalofos, naled, naphthalene, naphthaleneacetamide, naphthalic anhydride, naphthoxyacetic acids, naproanilide, napropamide , napropamide-M, naptalam, naphthalene Naptalam-sodium, natamycin, neburon, niclosamide, niclosamide-olamine, nicosulfuron ), nicotine, nifluridide, nipyraclofen, nitenpyram, nithiazine, nitralin, trichloromethane Nitrapyrin, nitrilacarb, nitrofen, nitrofluorfen, nitrostyrene, nitrothal-isopropyl, norbormide , Norflurazon, Nornicotine, Noruron, Novaluron, Noviflumuron, Nuarimol, OCH, Octachlorodipropylene Octachlorodipropyl ether, octhilinone, ofurace, omethoate, orbencarb, orfralure, orthodichlorobenzene, orthosulfamuron, oryctalure, orysastrobin, oryzalin, osthol, ostramone, oxabetrinil, oxadiargyl, oxadiazon, ox cream oxadixyl, oxamate, oxamyl, oxapyrazon, oxapyrazon-dimolamine, oxapyrazon-sodium, oxapyrazon-sodium oxasulfuron), oxathiapiprolin, oxaziclomefone, oxazosulfyl, oxine-copper, oxolinic acid, oxpoconazole, oxpoconazole fumarate, oxidized Oxycarboxin, oxydemeton-methyl, oxycarboxin deprofos, oxydisulfoton, oxyfluorfen, oxymatrine, oxytetracycline, oxytetracycline hydrochloride, paclobutrazol, piperazine Paichongding, p-dichlorobenzene, parafluron, paraquat, paraquat dichloride, paraquat dimetilsulfate, parathion ), parathion-methyl, parinol, pebulate, pefurazoate, pelargonic acid, penconazole, penconazole Pencycuron, pendimethalin, penflufen, penfluron, penoxsulam, pentachlorophenol, pentachlorophenyl laurate laurate), pentanochlor, penthiopyrad, pentmethrin, pentoxazone, perfluidone, permethrin ), pethoxamid, phenamacril, phenazine oxide, phenisopham, phenkapton, phenmedipham, betaine-ethyl (phenmedipham-ethyl), phenobenzuron, phenothrin, phenproxide, phenthoate, phenylmercuriurea, phenylmercury acetate ), phenylmercury chloride, phenylmercury derivative of pyrocatechol, phenylmercury nitrate, phenylmercury salicylate curysalicylate, phorate, phosacetim, phosalone, phosdiphen, phosfolan, phosfolan-methyl , phosglycin, phosmet, phosnichlor, phosphamidon, phosphine, phosphocarb, phosphorus, triphosphorus Tin (phostin), phoxim (phoxim), phoxim-methyl (phoxim-methyl), tetrachlorophthalide (phthalide), picarbutrazox, picloram, amlidine-2-ethyl picloram-2-ethylhexyl, picloram-isoctyl, picloram-methyl, picloram-olamine, picloram-potassium, picloram-triethylammonium, picloram-tris(2-hydroxypropyl)ammonium ), picolinafen, picoxystrobin, pindone, pindone-sodium, pinoxaden, piperalin, Piperonylbutoxide, piperonyl cyclonene, piperophos, piproctanyl, piproctanyl bromide, piprotal, methamphetamine ( pirimetaphos), pirimicarb, pirimioxyphos, pirimiphos-ethyl, pirimiphos-methyl, plifenate, polycarbamate ), polyoxins, polyoxorim, polyoxorim-zinc, polythialan, potassium arsenite ium arsenite), potassium azide, potassium cyanate, potassium gibberellate, potassium naphthenate (potassium naphthenate), potassium polysulfide (potassium polysulfide), potassium thiocyanate, potassium α-naphthalene acetate, pp'-DDT , prallethrin, precocene I, precocene II, precocene III, pretilachlor, primidophos, fluoropyrimidine Primisulfuron, primisulfuron-methyl, probenazole, prochloraz, prochloraz-manganese, diafenol ( proclonol), procyazine, procymidone, prodiamine, profenofos, profluazol, profluralin, profluthrin, profoxydim, proglinazine, proglinazine-ethyl, prohexadione, prohexadione-calcium, prohydrojasmon, ticosulfan (promacyl), promecarb, prometon, prometryn, promurit, propachlor, propamidine, propamidine dihydrochloride Salt (propamidine dihydrochloride), propamocarb (propamocarb), propamocarb hydrochloride (propamocarbhydrochloride), propanil (propanil), propaphos (propaphos), oxalic acid (propaquizafop), propargite (propargite), formazan Proparthrin, propazine, propetamphos, propham, propiconazole, propineb, propisochlor Propoxur, propoxycarbazone, probensulfuron -sodium (propoxycarbazone-sodium), propyl isome, propyrisulfuron, propyzamide, proquinazid, prosuler, Pinoxaden sulfenimine (prosulfalin), prosulfocarb, prosulfuron (prosulfuron), ethidathion (prothidathion), thiocarbamate (prothiocarb), thiocarbamate hydrochloride (prothiocarb hydrochloride) , prothioconazole, prothiofos, prothoate, protrifenbute, proxan, proxan-sodium, prynachlor, pydanon, pydiflumetofen, pyflubumide, pymetrozine, pyracarbolid, pyraclofos, pyraclonil, pyraclostrobin, pyraclostrobin pyraflufen, pyraflufen-ethyl, pyrafluprole, pyramat, pyrametostrobin, pyraoxystrobin, pyrapropoyne, pyrasulfotole, pyraziflumid , pyrazolynate, pyrazophos, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazothion, pyrazoxyfen , pyresmethrin, pyrethrin I, pyrethrin II, pyrethrins, pyribambenz-isopropyl, pyribambenz-propyl, pyribencarb, pyribambenz Ether (pyribenzoxim), pyributicarb, pyriclor, pyridaben, pyridachlometyl, pyridafol, Pyridalyl, pyridaphenthion, pyridate, pyridinitril, pyrifenox, pyrifluquinazon, pyriftalid, pyrimethamine (pyrimethanil), pyrimidifen, pyriminobac, pyriminobac-methyl, pyriminostrobin, pyrimisulfan, pyrimitate, pyrinuron ), pyriofenone, pyriprole, pyripropanol, pyriproxyfen, pyrisoxazole, pyrithiobac, pyrithiobac - pyrithiobac-sodium, pyrolan, pyroquilon, pyroxasulfone, pyroxsulam, pyroxychlor, pyroxyfur, bitter wood (quassia), quinacetol, quinacetol sulfate, quinalphos, quinalphos-methyl, quinazamid, quinclorac , quinconazole, quinmerac, quinoclamine, quinofumelin, quinonamid, quinothion, quinoxyfen, quinthione Phosphorus (quintiofos), pentachloronitrobenzene (quintozene), quizalofop (quizalofop), quizalofop-ethyl (quizalofop-ethyl), quizalofop-p (quizalofop-P), quizalofop-ethyl (quizalofop-P-ethyl), quizalofop-P-tefuryl, quwenzhi, quyingding, rabenzazole, rafoxanide, rebemide, rescalure, resmethrin, rhodetha nil), rhodojaponin-III, ribavirin, rimsulfuron, rotenone, ryania, saflufenacil ), saijunmao, saisentong, salicylanilide, sanguinarine, santonin, schradan, scilliroside ), sebuthylazine, secbumeton, sedaxane, selamectin, semiamitraz, semiamitraz chloride, Synergistic chrysanthemum (sesamex), sesamolin (sesamolin), sethoxydim (sethoxydim), methamphetamine (shuangjiaancaolin), siduron (siduron), siglure, silafluofen (silafluofen), silatrane), silica gel, silthiofam, simazine, simeconazole, simeton, simetryn, sintofen, SMA, S-metolachlor, sodium arsenite, sodium azide, sodium chlorate, sodium fluoride, sodium fluoroacetate, sodium hexafluorosilicate, sodium naphthenate, ortho Sodium orthophenylphenoxide, sodium pentachlorophenoxide, sodium polysulfide, sodium thiocyanate, sodium α-naphthalene acetate, sophamide, spinosad ( spinetoram), spinosad, spirodiclofen, spiromesifen, spiropidion, spirotetramat, spiroxamine, streptomycin, Streptomycin sesquisulfate, strychnine, sulcatol, sulcofuron, sulcofu ron-sodium), sulcotrione, sulfalate, sulfentrazone, sulfiram, sulfluramid, sulfuron-methyl demethyl acid ( sulfometuron, sulfometuron-methyl, sulfosulfuron, sulfotep, sulfoxaflor, sulfoxide, sulfoxime, sulfur, sulfuric acid, sulfuryl fluoride, azepan Sulglycapin, sulprofos, sultropen, swep, tau-fluvalinate, tavron, hexacarb (tazimcarb), trichloroacetic acid (TCA), trichloroacetic acid-ammonium (TCA-ammonium), trichloroacetic acid-calcium (TCA-calcium), TCA-ethadyl, trichloroacetic acid-magnesium (TCA-magnesium), trichloroacetic acid Acetate-sodium (TCA-sodium), drip (TDE), tebuconazole, tebufenozide, tebufenpyrad, tebufloquin, pyrimiphos (tebupirimfos), tebutam, tebuthiuron, tecloftalam, tecnazene, tecoram, teflubenzuron, sevfluthrin ( tefluthrin), tefuryltrione, tembotrione, temephos, tepa, TEPP, tepraloxydim, terallethrin, terbacil, tetra terbucarb, terbuchlor, terbufos, terbumeton, terbuthylazine, terbutryn, tetcyclacis, Tetrachloroethane, tetrachlorvinphos, tetraconazole, tetradifon, tetrafluron, tetramethrin, tetramethy lfluthrin, tetramine, tetranactin, tetraniliprole, tetrasul, thallium sulfate, thenylchlor, θ - theta-cypermethrin, thiabendazole, thiacloprid, thiadifluor, thiamethoxam, thiapronil, thiazafluron ), thiazopyr, thicrofos, thicyofen, thidiazimin, thidiazuron, thiencarbazone, thiencarbazone-methyl, thiensulfuron-methyl thifensulfuron, thifensulfuron-methyl, thifluzamide, thiobencarb, thiocarboxime, thiochlorfenphim, thiocyclam , thiocyclam hydrochloride, thiocyclam oxalate, thiadiazole-copper, thiodicarb, thiofanox, thiofluoximate , thiohempa, thiomersal, thiometon, thionazin, thiophanate, thiophanate-methyl, thioquinox, sterilization Thiosemicarbazide, thiosultap, thiosultap-diammonium, thiosultap-disodium, thiosultap-monosodium, thiosultap-monosodium thiotepa), thiram, thuringiensin, tiadinil, tiafenacil, tiaojiean, tiocarbazil, tioclorim, t ioxazafen, tioxymid, tirpate, tolclofos-methyl, tolfenpyrad, tolprocarb, tolpyralate, tolylfluanid, tolylmercury acetate, topramezone, tralkoxydim, tralocythrin, tralomethrin, tralopyril, transfluthrin, transpermethrin, tretamine, thirty Triacontanol, triadimefon, triadimenol, triafamone, tri-allate, triamiphos, triapenthenol, triarathene , Triarimol, Triasulfuron, Triazamate, Triazbutil, Triaziflam, Triazophos, Imidazosin ( triazoxide), tribenuron, tribenuron-methyl, tribufos, tributyltin oxide, tricamba, salicylic trichlamide, trichlorfon, trichlormetaphos-3, trichloronat, triclopyr, triclopyr-butotyl , triclopyr-ethyl (triclopyr-ethyl), triclopyricarb (triclopyricarb), triclopyr-triethylammonium (triclopyr-triethylammonium), tricyclazole (tricyclazole), paraffin oil (tridemorph), cyclamate (tridiphane), trietazine, trifenmorph, trifenofos, trifloxystrobin, trifloxysulfuron, triflusulfuron- Sodium (triflaoxysul furon-sodium), trifludimoxazin, triflumezopyrim, triflumizole, triflumuron, trifluralin, triflusulfuron, triflusulfuron-methyl ), trifluorophenoxypropionic acid (trifop), trifluorophenoxypropionic acid-methyl (trifop-methyl), trifluoropime (trifopsime), triforine (triforine), trihydroxytriazine (trihydroxytriazine) , Trimedlure, trimethacarb, trimeturon, trinexapac, trinexapac-ethyl, triprene, tripropindan , triptolide, tritac, triticonazole, tritosulfuron, trunc-call, tyclopyrazoflor, uniconazole, spermazole ( uniconazole-P), urbacide, uredepa, valerate, validamycin, valifenalate, valone, vamidothion , Vangard, vaniliprole, vernolate, vinclozolin, warfarin, warfarin-potassium, Warfarin-sodium, xiaochongliulin, xinjunan, xiwojunan, metsulfur (XMC), xylachlor, dimethyl Phenol (xylenols), xylylcarb, yishijing, zarilamid, zeatin, zengxiaoan, zeta-cypermethrin, naphthene Zinc acid, zinc phosphide, zinc thiazole, zineb, ziram, zolap rofos, zoxamide, zuomihuanglong, α-chlorohydrin, α-ecdysone, α-multistriatin, and α-naphthaleneacetic acid. For more information see "Compendium of Pesticide Common Names" at http://www.alanwood.net/pesticides/index.html . See also "The Pesticide Manual" 15th Edition, edited by CD STomlin, copyright 2009 by British Crop Production Council or previous or newer editions thereof.

In another embodiment, the molecules of Formula I and/or Formula II may also be used in combination with one or more biopesticides (such as in a combined mixture or applied simultaneously or sequentially). The term "biopesticides" is used for microbial biological pest control agents that are applied in a similar manner to chemical pesticides. Usually these are bacterial control drugs, but there are also examples of fungal control drugs, including Trichoderma spp. and Ampelomyces quisqualis (control drugs for grape powdery mildew). Bacillus subtilis is used to control plant pathogens. Weeds and rodents have also been controlled with microbial drugs. A well-known example of an insecticide is Bacillus thuringiensis, a bacterial disease of the orders Lepidoptera, Coleoptera and Diptera. Since it has little effect on other organisms, it is considered to be more environmentally friendly than synthetic pesticides. Biopesticides include products according to: entomopathogenic fungi (eg, Metarhizium anisopliae); entomopathogenic nematodes (eg, Steinernemafeltiae); and entomopathogenic viruses (eg, apple cricket) Cydia pomonellagranulovirus).

Other examples of entomopathogens include, but are not limited to, baculoviruses, bacteria and other prokaryotes, fungi, protozoa, and Microsproridia. Biologically derived pesticides include, but are not limited to, tenenone, veratridine, and microbial toxins; insect-tolerant or resistant plant species; and organisms modified by recombinant DNA technology to produce pesticides or to genetically Modified organisms convey insect tolerance properties. Molecules of formula I and/or formula II can be used with one or more biopesticides in the field of seed treatment and soil improvement. The Manual of Biocontrol Agents gives an overview of available biopesticide (and other biologically based control) products. COPPING L.G. (ED.) (2004). The Manual of Biocontrol Agents (formerly the Biopesticide Manual) 3rd Edition. British Crop Production Council (BCPC), Farnham, Surrey UK.

In another embodiment, the available combinations of the above may be used in various weight ratios. For example, for a two-component mixture, the weight ratio of the molecule of Formula I and/or Formula II, or any agriculturally acceptable salt thereof, to the other compound may be from about 100:1 to about 1:100; in another example the weight ratio can be about 50:1 to about 1:50; in another example the weight ratio can be about 20:1 to about 1:20; in another example the weight ratio can be about 10:1 to about 1:1 10; in another example the weight ratio can be about 5:1 to 1:5; in another example the weight ratio can be about 3:1 to about 1:3; in the last example the weight ratio can be to about 1:1. Preferably, however, a weight ratio of less than about 10:1 to about 1:10 is preferred. It is also sometimes preferred to use three- or four-component mixtures comprising one or more molecules of formula I and/or formula II and one or more compounds from the above available combinations.

preparation

Insecticides are hardly suitable for application in their pure form. It is often necessary to add other materials so that the pesticide can be used in the desired concentration and in a suitable form, thereby facilitating application, handling, transport, storage and maximizing pesticide activity. Thus, pesticides are formulated such as bait, emulsion concentrate, dust, emulsifiable concentrate, fumigant, gel, granule, microencapsulation, seed treatment treatment), suspension concentrates, suspoemulsion, tablets, water-soluble liquids, water-dispersible granules or dry flowables, wettable powders and ultra-low volume solutions ( ultraLow volume solution). For further information on formulation types see "Catalogue of Pesticide Formulation Types and International Coding System" TechnicalMonograph n°2, 5th Edition by CropLife International (2002).

Pesticides are most commonly applied as aqueous suspensions or emulsions prepared from concentrated formulations of the pesticides. Such water-soluble, water-suspensible or emulsifiable formulations are solid (commonly known as wettable powders or water-dispersible granules) or liquids (commonly known as emulsifiable concentrates or aqueous suspensions). Wettable powders, which can be compressed to form water-dispersible granules, contain an intensive mixture of pesticides, carriers and surfactants. The concentration of the pesticide is generally from about 10 wt % (weight percent) to about 90 wt %. The carrier is typically selected from attapulgiteclay, montmorillonite clay, diatomaceous earth or purified silicate. Effective surfactants (about 0.5% to about 10% of the wettable powder) are selected from sulfonated lignins, concentrated naphthalene sulfonates, naphthalene sulfonates, alkyl benzene sulfonates, alkyl sulfates Salts and nonionic surfactants (eg ethylene oxide adducts of alkylphenols).

The emulsifiable concentrates of the insecticide comprise a suitable concentration of the insecticide (eg, from about 50 to about 500 grams per liter of liquid) dissolved in a carrier which is a water-miscible solvent or a mixture of a water-immiscible organic solvent and an emulsifier. . Useful organic solvents include aromatic solvents (particularly xylene) and petroleum fractions (particularly the high boiling naphthalene portion and olefin portion of petroleum such as heavy aromatic naphtha). Other organic solvents such as terpenoid solvents (including rosin derivatives), aliphatic ketones (eg, cyclohexanone), and complex alcohols (eg, 2-ethoxyethanol) can also be used. Suitable emulsifiers for emulsifiable concentrates are selected from common anionic and nonionic surfactants.

Aqueous suspensions include suspensions of water-insoluble pesticides dispersed in an aqueous carrier at a concentration of from about 5% to about 50% by weight. Suspensions are prepared by finely grinding the pesticide and vigorously mixing it into a carrier comprising water and a surfactant. Ingredients such as inorganic salts and synthetic or natural gums may also be added to increase the density and viscosity of the aqueous carrier. It is generally most effective to simultaneously grind and mix the sterilization by preparing and homogenizing the aqueous mixture in equipment such as a sand mill, ball mill, or piston-type homogenizer insecticide.

Pesticides can also be applied in the form of granular compositions, which are particularly useful for application to soil. Granular compositions typically contain from about 0.5 wt% to about 10 wt% of the pesticide dispersed in a carrier comprising clay or a similar material. The above compositions are typically prepared by dissolving the pesticide in a suitable solvent and applying it to a granular carrier that has been preformed to a suitable particle size (ranging from about 0.5 to 3 mm). The above compositions can also be prepared by forming a dough or paste of the carrier and compound, then crushing and drying to obtain the desired particle size.

Insecticide-containing powders are prepared by thoroughly mixing the powdered insecticide with a suitable dusty agricultural carrier (eg, kaolin clay, ground volcanic rock, etc.). Dusts may suitably contain from about 1% to about 10% pesticide. They can be used in seed dressing or in foliage application with dust blowers.

It is also possible to apply the insecticide in solution (in a suitable organic solvent widely used in agrochemistry (usually a petroleum oil such as spray oil)).

Pesticides can also be applied in the form of aerosol compositions. In such compositions, the pesticide is dissolved or dispersed in a carrier, which is a pressure-generating propellant mixture. The aerosol composition is packaged in a container and the mixture is dispensed from the container through an atomizing valve.

Insecticide baits are formed when insecticides are mixed with food or attractants or with food and attractants. When pests eat the bait, they also consume the pesticide. The baits can be in the form of granules, gels, flowable powders, liquids or solids. They are used in pest hiding places.

Fumigants are insecticides with relatively high vapor pressures, and thus can exist in gaseous form, in sufficient concentrations to kill pests in soil or enclosed spaces. The toxicity of a fumigant is proportional to its concentration and exposure time. They are characterized by good diffusivity and function by penetrating into the respiratory system of the pest or being absorbed through the cuticle of the pest. Fumigants are applied for control of stored product pests under gas proof sheets in airtight rooms or buildings or in specialized chambers.

Pesticides can be microencapsulated by suspending pesticide particles or droplets in various types of plastic polymers. By changing the chemical properties of the polymer or by changing factors in the processing, microcapsules of various sizes, various solubilities, various wall thicknesses, and various osmolarities can be formed. These factors control the release rate of the active ingredient therein, which in turn affects the product's residual properties, rate of action and odor.

Oil solution concentrates are prepared by dissolving the pesticide in a solvent that keeps the pesticide in solution. Oil solutions of insecticides generally provide faster knockdown and kill than other formulations due to the insecticidal effect of the solvent itself and the dissolution of the waxy covering of the integument that increases the rate of uptake of the insecticide Dead pest effect. Other advantages of oil solutions include better storage stability, better crack penetration and better adhesion to greasy surfaces.

Another embodiment is an oil-in-water emulsion, wherein the emulsion comprises oily globules each provided with a lamellar liquid crystal coating and dispersed in an aqueous phase, wherein each oily globule comprises at least one agriculturally active compound and is each coated with a single layer or layers comprising (1) at least one nonionic lipophilic surfactant, ( 2) at least one nonionic hydrophilic surfactant and (3) at least one ionic surfactant, wherein the pellets have an average particle size of less than 800 nanometers. Further information regarding this embodiment is disclosed in US Patent Application Publication 2007/0027034 Al (published February 1, 2007 and Patent Application No. 11/495,228). For ease of use, this embodiment is referred to as "OIWE".

For further information see "Insect Pest Management" 2nd Edition by D. Dent, copyright CAB International (2000). Also, for more details see "Handbook of PestControl - The Behavior, Life History, and Control of Household Pests" by ArnoldMallis, 9th Edition, copyright 2004 by GIE Media Inc.

Other formulation components

Generally, when the invention disclosed herein is used in a formulation, the formulation may also contain other components. These components include, but are not limited to (this is a non-exhaustive and non-exclusive list) wetting agents, spreaders, stickers, penetrants, buffers, sequestering agents, anti-drifting agents Drift reduction agent, compatibility agent, antifoaming agent, cleaning agent and emulsifier. Several components are described next.

Wetting agents are substances that, when added to a liquid, increase the spreading or penetrating ability of the liquid by reducing the interfacial tension between the liquid and the surface on which the liquid spreads. Wetting agents perform two main functions in agrochemical formulations: increasing the wetting rate of powders in water during handling and manufacturing to prepare concentrates or suspension concentrates in soluble liquids; and when spraying the product with water. Reduced wetting time of wettable powders and improved water penetration into water-dispersible particles during tank mixing. Examples of wetting agents used in wettable powder, suspension concentrate and water dispersible granule formulations are sodium lauryl sulfate, sodium dioctylsulphosuccinate, alkylphenol ethoxylates and fatty alcohol ethoxylates.

A dispersant is a substance that adsorbs onto the surface of the particles and helps maintain the dispersed state of the particles and prevents the particles from reaggregating. Dispersants are added to agrochemical formulations to aid in dispersion and suspension during manufacturing and to help ensure redispersion of particles into water in a spray tank. They are widely used in wettable powders, suspension concentrates and water dispersible granules. Surfactants used as dispersants have the ability to adsorb strongly to the particle surface and provide a charged or steric barrier against particle reaggregation. The most commonly used surfactants are anionic surfactants, nonionic surfactants or a mixture of both types. For wettable powder formulations, the most common dispersant is sodium lignosulphonate. For suspension concentrates, polyelectrolytes such as sodium naphthalene sulphonate formaldehyde condensate are used to obtain very good adsorption and stabilization. Tristyrylphenolethoxylate phosphate esters are also used. Nonionic surfactants, such as alkylarylethylene oxide condensates and EO-PO block copolymers, are sometimes combined with anionic surfactants as dispersants for suspending concentrates. In recent years, new types of very high molecular weight polymeric surfactants have been developed as dispersants. These dispersants have a very long hydrophobic "backbone" and many ethylene oxide chains that form the "teeth" of the "comb" surfactant. These high molecular weight polymers can provide very good long-term stability for suspension concentrates because the hydrophobic backbone has multiple anchor points to the particle surface. Examples of dispersants used in agrochemical formulations are sodium lignosulfonate, sodium naphthalenesulfonate formaldehyde condensate, tristyrylphenol ethoxylate phosphate, fatty alcohol ethoxylate, alkyl ethoxylate compounds, EO-PO block copolymers and graft copolymers.

An emulsifier is a substance that stabilizes a suspension of droplets of one liquid phase in another liquid phase. In the absence of an emulsifier, the two liquids would separate into two immiscible liquid phases. The most commonly used emulsifier blends contain oil-soluble calcium salts of alkylphenols or fatty alcohols having 12 or more ethylene oxide units and dodecylbenzenesulfonic acid. A hydrophilic-lipophilic balance ("HLB") value in the range of 8 to 18 will generally provide good stable emulsions. Emulsion stability can sometimes be improved by adding small amounts of EO-PO block copolymer surfactant.

Solubilizers are surfactants that form micelles in water at concentrations above the critical micelle concentration. The micelles are then able to dissolve or solubilize water-insoluble substances within the hydrophobic portion of the micelles. The types of surfactants commonly used for solubilization are nonionic surfactants: sorbitan monooleate, sorbitan monooleate ethoxylate and Methyl oleate ester.

Surfactants are sometimes used alone or in combination with other additives such as mineral or vegetable oils as adjuncts to spray tank mixtures to improve the biological performance of the pesticide on the target. The type of surfactant used for bioenhancement generally depends on the nature and mode of action of the pesticide. However, they are usually non-ionic, such as alkyl ethoxylates, linear fatty alcohol ethoxylates, aliphatic amine ethoxylates.

Carriers or diluents in agricultural formulations are substances that are added to pesticides to obtain a product of the desired strength. The carrier is usually a substance with a high absorptive capacity, and the diluent is usually a substance with a low absorptive capacity. Carriers and diluents are used in powder formulations, wettable powder formulations, granular formulations and water-dispersible granular formulations.

Organic solvents are mainly used in emulsifiable concentrates, oil-in-water emulsions, suspoemulsions and ULV formulations and to a lesser extent in granular formulations. Mixtures of solvents are sometimes used. Solvents of the first major group are paraffinic oils such as kerosene or refined paraffins. The second major group and the most common solvents include aromatic solvents such as xylene and higher molecular weight fractions ie _C9 and _C10 aromatic solvents. Chlorinated hydrocarbons can be used as co-solvents to prevent crystallization of the pesticide when the formulation is emulsified into water. Alcohols are sometimes used as co-solvents to increase solvent power. Other solvents may include vegetable oils, seed oils, and esters of vegetable oils and seed oils.

Thickening or gelling agents are primarily used in suspension concentrate formulations, emulsion formulations and suspoemulsion formulations to alter the rheology or fluidity of liquids and to prevent separation or settling of dispersed particles or droplets. Thickeners, gelling agents and anti-settling agents are generally divided into two categories namely water-insoluble particles and water-soluble polymers. It is possible to use clay and silica to produce suspension concentrate formulations. Examples of these types of materials include, but are not limited to, montmorillonite, such as bentonite; magnesium aluminum silicate; and attapulgite. Water-soluble polysaccharides have been used as thickening-gelling agents for many years. The most commonly used types of polysaccharides are natural extracts of seeds or seaweeds or synthetic derivatives of cellulose. Examples of these types of substances include, but are not limited to, guar gum, locust beangum, carrageenam, alginate, methylcellulose, sodium carboxymethylcellulose (SCMC), hydroxyethyl based cellulose (HEC). Other types of anti-settling agents are based on modified starch, polyacrylates, polyvinyl alcohol and polyethylene oxide. Another good anti-settling agent is xanthan gum.

Microorganisms cause spoilage of formulated products. Preservatives are therefore used to eliminate or reduce the action of microorganisms. Examples of these agents include, but are not limited to, propionic acid and its sodium salts, sorbic acid and its sodium or potassium salts, benzoic acid and its sodium salts, sodium paraben, methyl paraben, and 1,2-benzene and isothiazolin-3-one (BIT).

The presence of surfactants often results in water-based formulations foaming during the mixing operation when produced and applied by spray tanks. To reduce foaming tendency, antifoaming agents are usually added at the production stage or before filling into bottles. In general, there are two types of antifoams, silicone and non-silicone. The silicones are typically aqueous emulsions of dimethicone, and the non-silicone antifoams are water insoluble oils such as octanol and nonanol. In both cases, the function of the defoamer is to displace the surfactant from the air-water interface.

"Green" agents (eg excipients, surfactants, solvents) can reduce the overall environmental footprint of crop protection formulations. Green agents are biodegradable and are typically derived from natural and/or available sources such as plant and animal sources. Particular examples are: vegetable oils, seed oils and esters of vegetable oils and seed oils, and alkoxylated alkyl polyglucosides.

For further information see "Chemistry and Technology of Agrochemical Formulations" edited by D.A. Knowles, copyright 1998 by Kluwer Academic Publishers. See also "Insecicides in Agriculture and Environment-Retrospects and Prospects" by A.S. Perry, I. Yamamoto, I. Ishaaya, and R. Perry, copyright 1998 by Springer-Verlag.

pest

In general, the molecules of Formula I and/or Formula II can be used to control pests such as ants, aphid, beetles, bristletails, cockroaches, crickets, beetles earwig, flea, fly, grasshopper, leafhopper, lice, locust, mite, moth, nematode , scale, symphyla, termite, thrip, tick, wasp, and whitefly.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Phyla Nematoda and/or Arthropoda.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Subphyla Chelicerata, Myriapoda and/or Hexapoda.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Arachnida, Symphyla and/or Insecta classes.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Anoplura. A non-exhaustive list of specific species includes, but is not limited to, Haematopinus spp., Hoplopleura spp., Linognathus spp., Pediculus spp., and Polyplax spp.. A non-exhaustive list of specific species includes, but is not limited to, Haematopinus asini, Haematopinus suis, Linognathus setosus, Linognathusovillus, Pediculus humanus capitis, Lice (Pediculus humanus humanus) and pubic lice (Pthirus pubis).

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Coleoptera. A non-exhaustive list of specific species includes, but is not limited to, Acanthoscelides spp., Agriotes spp., Anthonomus spp., Apion spp. ), Apogonia spp., Aulacophora spp., Bruchus spp., Cerosterna spp., Cerotoma spp. Ceutorhynchus spp.), Chaetocnema spp., Colaspis spp., Ctenicera spp., Weevils (Curculio spp.), Cyclocephala spp., Leaf beetles ( Diabrotica spp.), Hyperaspp., Ips spp., Lyctus spp., Megascelis spp., Meligethesspp., Otiorhynchus spp. .), Pantomorus spp., Phyllophaga spp., Phyllotreta spp., Rhizotrogus spp., Rhynchites spp., Rhynchophorus spp., Scolytus spp., Sphenophorus spp., Sitophilus spp. and Tribolium spp. A non-exhaustive list of specific species includes, but is not limited to, Acanthoscelides obtectus, Agrilus planipennis, Anoplophoraglabripennis, Anthonomus grandis, Ataenius spretulus, Atomaria linearis , Beet Elephant (Bothynoderes puntiventris), Pea Elephant (Bruchus pisorum), Four-grain Elephant (Callosobruchus maculatus), Carpophilus hemipterus, Beet Tortoiseshell (Cassida vittata), Cerotoma trifurcata, Cabbage Seed Tortoise Elephant (Ceutorhynchus) assimilis), Ceutorhynchus napi, Conoderus scalaris, Conoderus stigmosus, Conotrachelus nenuphar, Cotinis nitida, Crioceris asparagi, Cryptolestes ferrugineus, long Cryptolestes pusillus, Cryptolestes turcicus, Cylindrocopturus adspersus, Deporaus marginatus, Dermestes lardarius, Dermestes maculatus, Mexican bean ladybug (Epilachna varivestis), stem borer weevil (Faustinus cubae), pale root neck weevil (Hylobiuspales), alfalfa leaf weevil (Hypera postica), coffee beetle (Hypothenemus hampei), tobacco beetle (Lasioderma serricorne), potato beetle ( Leptinotarsa decemlineata), Liogenysfuscus, Liogenys suturalis, Lissorhoptrus oryzophilus, Maecolaspisjoliveti, Melanotus communis, Meligethes ae neus), May beetle (Melolontha melolontha), Oberea brevis, Oberea Linearis, Oryctes rhinoceros, trade sawgrabber (Oryzaephilus mercator), sawgrabber (Oryzaephilus surinamensis), black beetle Oulema melanopus, Oulemaoryzae, Phyllophaga cuyabana, Popillia japonica, Prostephanus truncatus, Rhyzopertha dominica, Sitonalineatus , Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceum, Triboliumcastaneum, Tribolium confusum, Beetle (Trogoderma variabile) and Zabrus tenebrioides.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Dermaptera.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Blattaria. A non-exhaustive list of specific species includes, but is not limited to, the German cockroach (Blattellagermanica), the oriental cockroach (Blatta orientalis), the Pennsylvania wood cockroach (Parcoblattapennsylvanica), the American cockroach (Periplaneta americana), the Periplaneta brunnea, Periplaneta fuliginosa, Pycnoscelus surinamensis and Supella longipalpa.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Diptera. A non-exhaustive list of specific species includes, but is not limited to, Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp. .), Bactrocera spp., Ceratitis spp., Chrysops spp., Cochliomyia spp. Contarinia spp.), Culex spp., Dasineura spp., Delia spp., Drosophila spp., Drosophila Species (Fannia spp.), Hylemyia spp., Liriomyza spp., Musca spp., Phorbia spp., Gadfly (Tabanus spp.) and Tipula spp.. A non-exhaustive list of specific species includes, but is not limited to, Agromyza frontella, Anastrepha suspensa, Anastrepha ludens, Anastrephaobliqa, Anastrepha Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera invaders, Bactrocera zonata, Ceratitis capitata, Dasineura brassicae, Ash Delia platura, Fannia canicularis, Fannia scalaris, Gasterophilus intestinalis, Gracillia perseae, Haematobia irritans, Hypodermalineatum, Liriomyza brassicae, Melophagus ovinus, Musca autumnalis, Musca domestica, Oestrus ovis, Oscinella frit, Beet spring Pegomya betae, carrot stem fly (Psila rosae), cherry fruit fly (Rhagoletis cerasi), apple fruit fly (Rhagoletis pomonella), blue orange fruit fly (Rhagoletismendax), Sitodiplosis mosellana and stable flies (Stomoxys calcitrans), In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Hemiptera. A non-exhaustive list of specific species includes, but is not limited to, Adelges spp., Aulacaspiss pp., Aphrophora spp., Aphis spp. ), Bemisia spp., Ceroplastes spp., Chionaspis spp., Chrysomphalus spp., Ceroplastes ( Coccus spp.), Empoasca spp., Lepidosaphes spp., Lagynotomus spp., Lygus spp., Aphids Genus species (Macrosiphum spp.), Nephotettix spp., Nezaraspp., Philaenus spp., Phytocoris spp. , Piezodorus spp., Planococcus spp., Pseudococcus spp., Rhopalosiphum spp., Saissetia spp., Therioaphis spp. .), Toumeyella spp., Toxoptera spp., Trialeurodes spp., Triatoma spp. and Unaspis spp.. A non-exhaustive list of specific species includes, but is not limited to, Acrosternum hilare, Acyrthosiphon pisum, Aleyrodes proletella, Aleurodicus dispersus, Aleurothrixus floccosus, Amrasca biguttula biguttula, Red scale (Aonidiella aurantii), cotton aphid (Aphis gossypii), soybean aphid (Aphis glycines), apple aphid (Aphis pomi), potato aphid (Aulacorthum solani), silver leaf whitefly (Bemisia argentifolii), sweet potato whitefly (Bemisia tabaci), Blissus leucopterus, Brachycorynella asparagi, Brevennia rehi, Cabbage aphid (Brevicoryne brassicae), Potato bug (Calocoris norvegicus), Ceroplastes rubens, Tropical bed bug (Cimexhemipterus), Temperate bed bug (Cimex lectularius), Dagbertus fasciatus, Dichelopsfurcatus, Diuraphis noxia, Diaphorina citri, Dysaphis plantaginea, Red bug (Dysdercus suturellus), Edessa meditabunda, Eriosoma lanigerum, Eurygaster maura, Euschistus heros, Euschistus servus, Helopeltis antonii, Helopeltis antonii Helopeltistheivora, Icerya purchasi, Idioscopus nitidulus, Laodelphax striatellus, Leptocorisa oratorius, Leptocorisavaricornis, Leptocorisavaricornis Stink bug (Lygus hesperus), hibiscus mealybug (Maconellico ccus hirsutus), Macrosiphum euphorbiae, Macrosiphum granarium, Macrosiphum rosae, Macrosteles quadrilineatus, Mahanarva frimbiolata, Metopolophium dirhodum, Mictis longicornis, Myzus persicae, Nephotettix cinctipes, Neurocolpus longirostris, Nezara viridula, Nilaparvata lugens, Parlatoria pergandii, Parlatoriaziziphi, Peregrinus maidis, Phylloxera vitifoliae, Physokermes piceae, Phytocoris californicus, Phytocoris relativus, Piezodorus guildinii, Poecilocapsus lineatus, Psallus vaccinicola, Pseudacysta perseae , Pseudococcus brevipes, Quadraspidiotus perniciosus, Rhopalosiphum maidis, Rhopalosiphum padi, Saissetia oleae, Scaptocoris castanea Schizaphis graminum, Sitobion avenae, Sogatellafurcifera, Trialeurodes vaporariorum, Trialeurodesabutiloneus, Unaspis yanonensis, and Zulia entrerriana .

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Hymenoptera. A non-exhaustive list of specific species includes, but is not limited to, Acromyrmex spp., Atta spp., Camponotus spp., Diprion spp. .), Formica spp., Monomorium spp., Neodiprion spp., Harvest ants (Pogonomyrmex spp.), Polistes spp .), Fire ants (Solenopsis spp.), Vespula spp. and Xylocopa spp. A non-exhaustive list of specific species includes, but is not limited to, Athalia rosae, Atta texana, Iridomyrmexhumilis, Monomorium minimum, Monomorium pharaonis, Solenopsis invicta ), tropical fire ants (Solenopsis geminata), Solenopsis molesta, black fire ants (Solenopsis richtery), southern fire ants (Solenopsis xyloni) and smelly house ants (Tapinoma sessile).

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Isoptera. A non-exhaustive list of specific species includes, but is not limited to, Coptotermes spp., Cornitermes spp., Cryptotermes spp., Heterotermes spp. , Kalotermes spp., Incisitermes spp., Macrotermes spp., Marginitermes spp., Microcerotermes spp. ), Procornitermes spp., Reticulitermes spp., Schedorhinotermes spp. and Zootermopsis spp. A non-exhaustive list of specific species includes, but is not limited to, Coptotermes curvignathus, Coptotermes frenchii, Coptotermesformosanus, Heterotermes aureus, Microtermes obesi , Reticulitermes banyulensis, Reticulitermes grassei, Reticulitermesflavipes, Reticulitermes hageni, Reticulitermeshesperus, Reticulitermes santonensis, Reticulitermessperatus, American Reticulitermes tibialis and Reticulitermes virginicus.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Lepidoptera. A non-exhaustive list of specific species includes, but is not limited to, Adoxophyes spp., Agrotis spp., Argyrotaenia spp., Cacoecia spp., Caloptilia spp. , Crambus spp., Chrysodeixis spp., Colias spp., Crambus spp., Diaphania spp. .), Diatraea spp., Earias spp., Ephestia spp., Epimecisspp., Feltia spp., Gortyna spp. , Helicoverpa spp., Heliothis spp., Indarbela spp., Lithocolletis spp., Loxagrotis spp., Malacosoma spp., Peridroma spp. Phyllonorycter spp., Pseudaletia spp., Sesamia spp., Spodoptera spp., Synanthedon spp., and Spodoptera species (Yponomeuta spp.). A non-exhaustive list of specific species includes, but is not limited to, Achaea janata, Adoxophyes orana, Agrotis ipsilon, Alabama argillacea, Amorbia cuneana, Amyelois transitella, Anacamptodes defectaria, Anarsia lineatella, Anomis sabulifera, Anticarsia gemmatalis, Archips argyrospila, Archips rosana ), Argyrotaeniacitrana, Autographa gamma, Bonagota cranaodes, Borbocinnara, Bucculatrix thurberiella, Capua reticulana, Carposinaniponensis, Mango Spodoptera Moth (Chlumetia transversa), Rose-colored Roller Moth (Choristoneurarosaceana), Rice Leaf Roller (Cnaphalocrocis medinalis), Conopomorphacramerella, Cossus cossus, Cydia caryana, Cydiafunebrana, Cydia molesta, Cydia nigricana, Cydiapomonella, Darna diducta, Diatraea saccharalis, Diatraea graniosella, Earias insulata, Earias vitella), Ecdytolopha aurantianum, Elasmopalpus lignosellus, Ephestia cautella, Ephestia elutella, Ephestiakuehniella, Epinotia aporema, Light Brown Apple Moth (Epiphyas postvittana), Banana Butterfly (Er ionota thrax), Eupoecilia ambiguella, Euxoa auxiliaris, Eastern fruit borer moth (Grapholita molesta), Hedylepta indicata, Helicoverpa armigera, Helicoverpa zea, Heliothis virescens, Hellula undalis, Keiferia lycopersicella, Leucinodesorbonalis, Perileucoptera coffeella, Leucopteramalifoliella ), grape leaf roller moth (Lobesia botrana), Loxagrotis albicosta, gypsy moth (Lymantria dispar), peach miner (Lyonetia clerkella), Mahasena corbetti, cabbage armyworm (Mamestra brassicae), pod borer (Maruca testulalis), bag moth ( Metisa plana), Mythimnanipuncta, Neoleucinodes elegantalis, Nymphula depunctalis, Operophtera brumata, Ostrinia nubilalis, Oxydia vesulia, Pandemiscerasana, Pandemis heparana, African Dharma Papilio demodocus, Pectinophora gossypiella, Peridroma saucia, Perileucoptera coffeella, Potato tuber moth (Phthorimaea operculella), Phyllocnisitis citrella ), Pieris rapae, Plathypena scabra, Plodia interpunctella, Plutella xylostella, Polychrosisviteana, Prays endocarpa, Praysoleae), Pseudaletiaunipuncta, Pseudoplusia includens, inchworms (Rachiplusia nu), Scirpophaga incertulas, Sesamia inferens, Sesamianonagrioides, Setora nitens), Wheat Moth (Sitotroga cerealella), Grape Spodoptera (Sparganothis pilleriana), Beet Armyworm (Spodoptera exigua), Fall Armyworm (Spodopterafugiperda), Southern Spodoptera Spodoptera (Spodoptera oridania), Thecla basilides, Tineolabisselliella, Trichoplusia ni, Tuta absoluta, Zeuzera coffeae and Zeuzera pyrina.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Mallophaga. A non-exhaustive list of specific species includes, but is not limited to, Anaticola spp., Bovicolas pp., Chelopistes spp., Goniodes spp., Menacanthus spp., and Trichodectes spp. A non-exhaustive list of specific species includes, but is not limited to, Bovicola bovis, Bovicola caprae, Bovicolaovis, Chelopistes meleagridis, Goniodes dissimilis, Goniodes gigas, Menacanthus stramineus, Menopon gallinea ) and Trichodectescanis.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Orthoptera. A non-exhaustive list of specific species includes, but is not limited to, Grasshopper spp. (Melanoplus spp.) and Pterophylla spp.. A non-exhaustive list of specific species includes, but is not limited to, Anabrussimplex, Gryllotalpa africana, Gryllotalpa australis, Gryllotalpabrachyptera, Gryllotalpa hexadactyla, Locusta migratoria, S. The katydid (Microcentrum retinerve), the desert locust (Schistocerca gregaria) and the fork-tailed katydid (Scudderia furcata).

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Siphonaptera. A non-exhaustive list of specific species includes, but is not limited to, Ceratophyllusgallinae, Ceratophyllus niger, Ctenocephalides canis, Ctenocephalides felis, and Pulex irritans.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Thysanoptera. A non-exhaustive list of specific species includes, but is not limited to, Caliothrips spp., Frankliniella spp., Scirtothrips spp., and Thrips spp. A non-exhaustive list of specific species includes, but is not limited to, Frankliniella fusca, Frankliniella occidentalis, Frankliniella schultzei, Frankliniella williamsi, Heliothrips haemorrhaidalis , Rhipiphorothrips cruentatus, Scirtothrips citri, Scirtothrips dorsalis and Taeniothrips rhopalantennalis, Thrips thrips (Thripshawaiiensis), Thrips nigropilosus, Thrips orientalis and Thrips tabaci.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Thysanura. A non-exhaustive list of specific species includes, but is not limited to, Lepisma spp. and Thermobia spp..

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Acarina. A non-exhaustive list of specific species includes, but is not limited to, Acarus spp., Aculops spp., Boophilus spp., Demodex spp.), Dermacentor spp., Epitimerus spp., Eriophyes spp., Ixodes spp., Ixodes spp. (Oligonychus spp.), Panonychus spp., Rhizoglyphus spp. and Tetranychus spp. A non-exhaustive list of specific species includes, but is not limited to, Acarapis woodi, Acarus siro, Aceria mangiferae, Aculops lycopersici, Aculus pelekassi, Acarus strobilus Mite (Aculus schlechtendali), Amblyomma americanum, Brevipalpusobovatus, Brevipalpus phoenicis, American dog tick (Dermacentor variabilis), house dust mite (Dermatophagoides pteronyssinus), Eotetranychus carpini), Notoedres cati, Oligonychus coffee, Oligonychusilicus, Panonychus citri, Panonychus ulmi, Orange wrinkle Phyllocoptruta oleivora, Polyphagotarsonemun latus, Rhipicephalus sanguineus, Sarcoptes scabiei, Tegolophusperseaflorae, Tetranychus (Tetranychus urticae) and Varroa destructor.

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Order Symphyla. A non-exhaustive list of specific species includes, but is not limited to, the white pine worm (Scutigerella immaculata).

In another embodiment, the molecules of Formula I and/or Formula II may be used to control pests of the Phylum Nematoda. A non-exhaustive list of specific species includes, but is not limited to, Aphelenchoides spp., Belonolaimus spp., Criconemella spp., Ditylenchus spp. .), Heterodera spp., Hirschmanniella spp., Hoplolaimus spp., Meloidogyne spp. (Pratylenchus spp.) and Radopholus spp.. A non-exhaustive list of specific species includes, but is not limited to, Dirofilaria immitis, Heterodera zeae, Meloidogyne incognita, Meloidogynejavanica, Onchocerca volvulus , Radopholus similis, and Rotylenchus reniformis.

For more details see "Handbook of Pest Control - The Behavior, LifeHistory, and Control of Household Pests" by Arnold Mallis, 9th Edition, copyright 2004 by GIE Media Inc.

administer

Control of nematode, arthropod, and/or mollusk pests generally indicates a decrease in pest population, pest activity, or both within a locus. This can happen when:

(a) the pest population is repelled from the location;

(b) the pest is incapable of being in or around the locus; or

(c) The pest is exterminated in or around the locus.

Of course, combinations of these results can occur. Generally, pest population, activity, or both are expected to be reduced by more than 50%, preferably by more than 90%, and most preferably by more than 98%. Generally speaking, the location is not in or on the surface of humans; therefore, the location is usually a non-human location.

In another embodiment, the locus at which the molecules of Formula I and/or Formula II are administered may be any locus where the nematode, arthropod, and/or mollusc pests inhabit, or may become inhabited or traversed. For example, the location can be

(a) where crops, trees, fruits, cereals, fodder, vines, turf and/or ornamental plants are grown;

(b) the place where the domestic animal lives;

(c) interior or exterior surfaces of buildings (such as where grain is stored);

(d) construction materials (such as impregnated wood) used in buildings; and

(e) Soil around buildings.

Particular crop loci where molecules of Formula I and/or Formula II are used include apples, corn, sunflower, cotton, soybean, canola, wheat, rice, sorghum, barley, oats, potatoes, oranges, alfalfa, lettuce, strawberries, tomatoes, Where peppers, crucifers, pears, tobacco, almonds, sugar beets, beans and other valuable crops grow or where their seeds are about to be sown. It is also advantageous to use ammonium sulfate with the molecules of formula I and/or formula II when growing various plants.

In another embodiment, the molecules of Formula I and/or Formula II are typically used in an amount from about 0.0001 grams per hectare to about 5000 grams per hectare to provide control. In another embodiment, it is preferred that the molecules of Formula I and/or Formula II are used in an amount of from about 0.001 grams per hectare to about 500 grams per hectare. In another embodiment, it is preferred that the molecules of Formula I and/or Formula II are used in an amount of from about 0.01 grams per hectare to about 50 grams per hectare.

Molecules of formula I and/or formula II may be used in admixture, applied simultaneously or sequentially, alone or with other compounds that enhance plant vigor (eg, better root growth, better withstand stressful growth conditions). Such other compounds are, for example, compounds that modulate plant ethylene receptors (the latest being 1-methylcyclopropene (also known as 1-MCP)). Furthermore, such molecules can be used when pest activity is low, such as before growing plants begin to produce valuable agricultural products. Such periods include early sowing seasons when pest pressure is usually low.

Molecules of formula I and/or formula II can be applied to foliage and fruit parts of plants to control pests. The molecules will come into direct contact with the pest, or the pest will consume the pesticide as it erodes leaves, fruit or leached sap containing the pesticide. The molecules of formula I and/or formula II can also be applied to soil and when applied in this manner, pest-eroded roots and stems can be controlled. The roots can absorb molecules, drawing them into the leaf parts of the plant to control pests that chew and eat sap on the ground.

In general, with bait, the bait is placed in a location where, for example, termites can come into contact with and/or attach to the bait. The baits can also be applied to building surfaces (horizontal, vertical, or sloping) on which, for example, ants, termites, cockroaches, and flies can come into contact with and/or cling to the bait. The bait may comprise a molecule of formula I and/or formula II.

Molecules of formula I and/or formula II can be encapsulated inside the capsule or placed on the surface of the capsule. Capsules can range in size from nanometer size (about 100-900 nanometers in diameter) to micrometer size (about 10-900 micrometers in diameter).

Due to the unique ability of the eggs of some pests to resist the action of insecticides, repeated applications of the molecules of formula I and/or formula II may be required to control emerging larvae.

Systemic movement of pesticides in a plant can be used to infest another part of the plant by applying (eg spraying in the area) the molecule of formula I and/or II to a different part of the plant prevention and treatment. For example, control of foliar-eating insects can be accomplished by drip irrigation or trench application by drenching the soil with, for example, before or after planting the soil, or by treating the seeds before planting.

Seed treatments can be applied to all types of seeds, including those that can grow into plants that are genetically transformed to express particular attributes. Representative examples include those expressing proteins or other insecticidal toxins that are toxic to invertebrate pests (eg, Bacillus thuringiensis), those expressing herbicide resistance (eg, "Roundup Ready" seeds) or having "stacking" Those seeds of exogenous genes (the "stacked" exogenous genes express insecticidal toxins, herbicide resistance, nutrient-enhancing properties, or any other beneficial property). Additionally, such seed treatment with the molecules of Formula I and/or Formula II may further enhance the ability of plants to better withstand stressful growth conditions. This results in healthier and more vigorous plants, which result in higher yields at harvest. In general, good benefit can be expected from the application of about 1 gram to about 500 grams of the molecules of Formula I and/or Formula II per 100,000 seeds, and amounts of about 10 grams to about 100 grams per 100,000 seeds are expected Better benefits are obtained and even better benefits are expected in amounts of about 25 grams to about 75 grams per 100,000 seeds.

It is readily understood that the molecules of Formula I and/or Formula II can be used to be genetically transformed to express specific attributes, such as Bacillus thuringiensis or other insecticidal toxins, or those plants that express herbicide resistance, or have a "stack" Plants of exogenous genes that "stack" exogenous genes expressing insecticidal toxins, herbicide resistance, nutrient-enhancing properties, or any other beneficial property.

Molecules of formula I and/or formula II can be used to control endoparasites and ectoparasites in veterinary medicine or in the field of non-human animal husbandry. The molecules of formula I and/or formula II are administered orally in the form of e.g. tablets, capsules, drinks, granules, e.g. dipping, spraying, pouring, spotting and In the form of dusting for dermal application, and in the form of injection, for example, for parenteral administration.

Molecules of formula I and/or formula II may also be advantageously used in livestock rearing (eg cattle, sheep, pigs, chickens and geese). They can also be advantageously employed in pets such as horses, dogs and cats. Particular pests to be controlled can be fleas and ticks that are troublesome to the animals. Suitable formulations are administered orally to animals with drinking water or feed. Appropriate doses and formulations depend on the species.

Molecules of formula I and/or formula II can also be used to control parasites in the animals listed above, especially intestinal parasites.

Molecules of Formula I and/or Formula II may also be employed in therapeutic methods for human health care. Such methods include, but are not limited to, oral administration in the form of, for example, tablets, capsules, drinks, granules, and transdermal administration.

Pests worldwide are migrating to new environments (for this pest) and then becoming new invasive species in this new environment. Molecules of formula I and/or formula II can also be used on this new invasive species to control them in this new environment.

Molecules of Formula I and/or Formula II can also be used in loci where plants such as crops are growing (eg, before planting, during planting, before harvesting) and where low levels (even if not actually present) are present. Pests that damage this plant commercially. The use of this molecule in such a locus is to benefit the plants growing in that locus. Such benefits may include, but are not limited to, improved plant health, improved plant yield (eg, increased biomass and/or increased content of valuable components), improved plant vigor (eg, improved plant growth and/or more green leaves), improved plant quality (eg, improved content or composition of certain components) and improved plant tolerance to abiotic and/or biotic stress.

Before a pesticide can be used or sold commercially, the pesticide undergoes a lengthy evaluation process by various government authorities (local, regional, state, national, international). The voluminous data requirement is specified by the regulatory authority and must be addressed by data generation, and submitted by the product registrant or by others on behalf of the product registrant, often using the Internet connected computer. These government authorities then evaluate the data and, if a safety determination is made, provide product registration approval to potential users or sellers. Thereafter, where product registration is authorized and supported, the user or seller may use or sell these pesticides.

Molecules of Formula I and/or Formula II can be tested to determine their efficacy against pests. Furthermore, mode of action studies can be performed to determine if the molecule has a different mode of action than other pesticides. These collected data can then be disseminated to third parties, eg via the Internet.

Headings in this application are for convenience only and are in no way used to interpret any part of this application.

combination

In another embodiment of the invention, the molecules of Formula I/Formula II may be used in combination with one or more active ingredients (eg, in a combined mixture, or administered simultaneously or sequentially).

In another embodiment of the invention, the molecules of formula I/II may be used in combination (eg, in a combined mixture, or administered simultaneously or sequentially) with one or more active ingredients, each of which has The MoA is the same, similar, but more likely to be different than the MoA of the molecules of Formula I and/or Formula II.

In another embodiment, the molecules of Formula I/Formula II may be combined with one or more of the compounds having acaricidal, algicidal, avicidal, bactericidal, fungicidal, herbicidal, insecticidal, molluscicidal, Molecules of nematocidal, rodenticidal, and/or virucidal properties are used in combination (eg, in a combined mixture, either simultaneously or sequentially).

In another embodiment, the molecules of Formula I/Formula II may be combined with one or more of the following properties as anti-feeding agents, bird repellants, chemical sterilizers, herbicide safeners, insect attractants, insect repellents, lactation agents Molecular combinations of animal repellents, mating disruptors, plant activators, plant growth regulators, and/or synergists are used in combination (eg, in a combined mixture, either simultaneously or sequentially).

In another embodiment, the molecules of Formula I/Formula II may also be used in combination with one or more biopesticides (eg, in a combined mixture, or applied simultaneously or sequentially).

In another embodiment, the combination of the molecules of Formula I/Formula II and the active ingredient can be used in a wide range of weight ratios in the pesticide composition. For example, in a two-component mixture, the weight ratios of the molecules of Formula I/Formula II to the active ingredient can use the weight ratios in Table A. Generally, however, a weight ratio of less than about 10:1 to about 1:10 is preferred. It is also sometimes preferred to use three-, four-, five-, six-, seven-, or more-component mixtures comprising molecules of formula I/II and two or more additional active ingredients .

The range of weight ratios of molecules of formula I/formula II to active ingredient can be described as X:Y; where X is the parts by weight of molecules of formula I/formula II and Y is the parts by weight of active ingredient. The numerical range of the parts by weight of X is 0<X≤100, and the numerical range of the parts by weight of Y is 0<Y≤100, as shown in the graph in Table B. In a non-limiting example, the weight ratio of molecules of Formula I/Formula II to active ingredient may be about 20:1.

The range of weight ratios of molecules of formula I/formula II to active ingredient can be described as X ₁ :Y ₁ to X ₂ :Y ₂ , where X and Y are as defined above.

In one embodiment, the weight ratio may range from X ₁ :Y ₁ to X ₂ :Y ₂ , where X ₁ >Y ₁ and X ₂ <Y ₂ . In a non-limiting example, the weight ratio of molecules of Formula I/Formula II to active ingredient can range from 3:1 to 1:3, inclusive.

In another embodiment, the weight ratio may range from X ₁ :Y ₁ to X ₂ :Y ₂ , where X ₁ >Y ₁ and X ₂ >Y ₂ . In a non-limiting example, the weight ratio of molecules of Formula I/Formula II to active ingredient can range from 15:1 to 3:1, inclusive.

In another embodiment, the weight ratio may range from X ₁ :Y ₁ to X ₂ :Y ₂ , where X ₁ <Y ₁ and X ₂ <Y ₂ . In non-limiting examples, the weight ratio of molecules of Formula I/Formula II to active ingredient can range from about 1 :3 to about 1 :20, inclusive.

Table A

It is contemplated that certain weight ratios of molecules of formula I/formula II to active ingredient as shown in Tables A and B may be synergistic.

Form B

The compounds of the present invention can also be used to enhance the vigor of crop plants. The method comprises exposing a crop plant (eg, leaves, flowers, fruits, or roots) or seeds from which the crop plant is grown with a compound of Formula I/Formula II in an amount sufficient to achieve the desired plant vigor effect (ie, a biologically effective amount) touch. Typically, the compounds of formula I/II are administered in formulated compositions. Although the compounds of formula I/II are usually applied directly to the crop plants or their seeds, they can also be applied to the area of the crop plants, i.e. the environment of the crop plants, in particular in the environment which is sufficiently close to the crop plants to allow the formula I/The compounds of formula II migrate to parts of crop plants. The area relevant to this method most often includes the growing medium (ie, the medium that provides nutrients to the plants), usually the soil in which the plants are grown. Treating crop plants to increase the vigor of the crop plants thus comprises contacting the crop plants, the seeds from which the crop plants are grown, or the crop plants with a biologically regio-effective amount of a compound of Formula I/Formula II.

Increased crop vigor can produce one or more of the following observed effects: (a) optimal crop planting demonstrated by superior seed germination, crop germination, and crop emergence; (b) enhanced crop growth, via Evidence of rapid and robust leaf growth (eg, as measured by the Leaf Area Index), plant height, number of tillers (eg, for rice), root mass of the crop, and total dry weight of the vegetative body; (c) improved crop yield, As evidenced by flowering time, flowering duration, flower number, total biomass accumulation (ie, yield quantity) and/or fruit or grain grade marketability of the product (ie yield quality); (d) the enhanced crop undergoes or The ability to prevent plant disease infection and infection by arthropod, nematode, or mollusk pests; and (e) increased ability of crops to withstand environmental stresses such as exposure to thermal extremes, suboptimal humidity, or phytotoxic chemicals.

The compounds of the present invention can increase the vigor of treated plants compared to untreated plants by killing or otherwise preventing feeding by herbivorous invertebrate pests in the plant environment. In the absence of such control of phytophagous invertebrate pests, the pests reduce plant vigor by consuming plant tissue or sap or by infecting plant pathogens such as viruses. Even in the absence of herbivorous invertebrate pests, the compounds of the present invention can enhance plant vigor by altering plant metabolism. Generally, by treating the plant with a compound of the present invention, if the plant is grown in a non-ideal environment (i.e., an environment that includes one or more aspects that are not conducive to the plant achieving the full genetic potential that it would exhibit in its ideal environment), The vigor of the crop plants will increase most significantly.

Of note are the methods of the present invention for increasing the vigor of crop plants grown in an environment that includes phytophagous invertebrate pests. Also of note are the methods of the present invention for increasing the vigor of crop plants, wherein the crop plants are grown in an environment that does not include phytophagous invertebrate pests. Also of note are the methods of the present invention for increasing the vigor of crop plants, wherein the crop plants are grown in an environment that includes an amount of moisture lower than that desired to support the growth of the crop plant. Of note is the method of the present invention for increasing the vigor of crop plants, wherein the crop is rice. Also of note is the method of the present invention for increasing the vigor of crop plants, wherein the crop is maize (maize). Also of note are the methods of the present invention for increasing the vigor of crop plants, wherein the crop is soybean.

The compounds of the present invention may also be mixed with one or more biologically active compounds or biologically active agents including insecticides, fungicides, nematicides, bactericides, acaricides , herbicides, herbicide safeners, growth regulators such as insect molt inhibitors and rooting stimulators, chemical sterilizers, semiochemicals, repellants, attractants, pheromones, feeding stimulants, other biologically active compounds or Insect pathogenic bacteria, viruses or fungi, thus forming multi-component pesticides that give an even broader spectrum of agricultural and non-agricultural uses. Accordingly, the present invention also relates to compounds comprising a biologically effective amount of a compound of formula I/formula II, at least one additional component (selected from surfactants, solid diluents and liquid diluents), and at least one additional biological activity Compositions of compounds or biologically active agents. For the mixtures of the invention, other biologically active compounds or agents can be formulated with the compounds of the invention (including compounds of formula I/II) to form a premix, or other biologically active compounds or agents can be formulated with the compounds of the invention (including compounds of Formula I/Formula II) are formulated separately, the two formulations are applied in combination (eg, in a spray box) prior to application, or the two are applied sequentially.

Examples of such bioactive compounds or bioactive agents that can be formulated with the compounds of the present invention are insecticides such as abamectin, acephate, acequinocyl, pyridine Acetamiprid, acrinathrin, acynonapyr, afidopyropen (cyclopropanecarboxylic acid [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-[(cyclopropylcarbonyl)oxygen base]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9- (3-pyridyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-4-yl]methyl ester), amidoflumet, amitraz , avermectin, azadirachtin, azinphos-methyl, benfuracarb, bensultap, benzpyrimoxan, bifenthrin , bifenazate (bifenazate), bistrifluron (bistrifluron), borate / ester (borate), thiazide (buprofezin), sulfuryl phosphorus (cadusafos), carbaryl (carbaryl), gram Carbofuran, cartap, carzol, chlorantraniliprole, chlorfenapyr, chlorfluazuron, chlorpyrifos, chlorpyrifos-methyl , chromafenozide, clofentezin, clothianidin, cyantraniliprole (3-bromo-1-(3-chloro-2-pyridyl)-N-[4-cyano-2 -Methyl-6-[(methylamino)carbonyl]phenyl]-1H-pyrazole-5-carboxamide), cyclaniliprole (3-bromo-N-[2-bromo-4-chloro-6-[[ (1-Cyclopropylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide), cycloprothrin, cycloprothrin cycloxaprid ((5S,8R)-1-[(6-chloro-3-pyridyl)methyl]-2,3,5,6,7,8-hexahydro-9-nitro- 5,8-Epoxy -1H-imidazo[1,2-a]aza ), cyflumetofen, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, beta-cyhalothrin lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, zeta-cypermethrin, cyromazine, deltamethrin, butyl ether Urea (diafenthiuron), diazinon, dieldrin, diflubenzuron, dimefluthrin, dimehypo, dimethoate, dinotefuran , Diofenolan, emamectin, endosulfan, S-fenvalerate, ethiprole, etofenprox, ethidium Etoxazole, fenbutatin oxide, fenitrothion, fenothiocarb, fenoxycarb, fenpropathrin, fenvalerate , fipronil, flometoquin (2-ethyl-3,7-dimethyl-6-[4-(trifluoromethoxy)phenoxy]-4-quinolinyl methyl carbonate) , flonicamid, fluazaindolizine, flubendiamide, flucythrinate, flufenerim, flufenoxuron, flufenoxystrobin ((αE)-2 -[[2-Chloro-4-(trifluoromethyl)phenoxy]methyl]-α-(methoxymethylene)phenylacetate methyl ester), fluensulfone(5-chloro-2-[(3 ,4,4-Trifluoro-3-buten-1-yl)sulfonyl]thiazole), fluhexafon, flufiprole(1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5 -[(2-Methyl-2-propen-1-yl)amino]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile), flupyradifur one(4-[[(6-chloro-3-pyridyl)methyl](2,2-difluoroethyl)amino]-2(5H)-furanone), flypyrimin, fluvalinate ), tau-fluvalinate, fonophos, formetanate, fosthiazate, halofenozide, heptafluthrin (2,2 -Dimethyl-3-[(1Z)-3,3,3-trifluoro-1-propen-1-yl]cyclopropanecarboxylic acid[2,3,5,6-tetrafluoro-4-(methoxy Methyl)phenyl]methyl ester), hexaflumuron, hexythiazox, hydramethylnon, imidacloprid, indoxacarb, insecticidal soaps ), isofenphos (isofenphos), lufenuron (lufenuron), malathion (malathion), meperfluthrin ((1R,3S)-3-(2,2-dichlorovinyl)-2,2-di Methylcyclopropanecarboxylic acid [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl ester), metaflumizone, metaldehyde, methamidophos, methidathion, methiocarb, methomyl, methoprene, methoxychlor, methoxyfenozide, trimethoprene Metofluthrin, monocrotophos, monofluorothrin (3-(2-cyano-1-propen-1-yl)-2,2-dimethylcyclopropanecarboxylic acid[2,3,5,6 -tetrafluoro-4-(methoxymethyl)phenyl]methyl ester), nicotine, nitenpyram, nithiazine, novaluron, Noviflumuron, oxamyl, oxazosulfyl, parathion, parathion-methyl, permethrin, phorate, ambicide phosalone, phosmet, phosphamidon, pirimicarb, profenofos (profenofos), profluthrin, propargite, protrifenbute, pyflubumide (1,3,5-trimethyl-N-(2-methyl-1-oxopropyl)-N-[3-(2 -methylpropyl)-4-[2,2,2-trifluoro-1-methoxy-1-(trifluoromethyl)ethyl]phenyl]-1H-pyrazole-4-carboxamide) , pymetrozine, pyrafluprole, pyrethrin, pyridaben, pyridalyl, pyrifluquinazon, pyriminostrobin ((αE)-2- [[[2-[(2,4-Dichlorophenyl)amino]-6-(trifluoromethyl)-4-pyrimidine i.e.]oxy]methyl]-α-(methoxymethylene) Methyl phenylacetate), pyriprole, pyriproxyfen, rotenone, ryanodine, silafluofen, spinetoram, ike Spinosad, spirodiclofen, spirodion, spiromesifen, spirotetramat, sulprofos, sulfoxaflor (N-[methyl] base oxide [1-[6-(trifluoromethyl)-3-pyridyl]ethyl]-λ ⁴ -sulfanylidene]cyanamide), tebufenozide, tebufenpyrad , teflubenzuron, tefluthrin, terbufos, tetrachlorvinphos, tetramethrin, tetramethylfluthrin (2,2,3,3-tetramethyl) Cyclopropanecarboxylate [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl ester), tetraniliprole, thiacloprid, thiamethoxam (thiamethoxam), thiodicarb (thiodicarb), insecticidal bis-sodium (thiosultap-sodium), tioxazafen (3-phenyl-5-(2-thienyl)-1,2,4-oxadiazole), azole tolfenpyrad, tralomethrin, triazamate, trichlorfon, trif lumezopyrim(2,4-dioxo-1-(5-pyrimidinylmethyl)-3-[3-(trifluoromethyl)phenyl]-2H-pyrido[1,2-a]pyrimidine inner salt), triflumuron, tyclopyrazoflor, Bacillus thuringiensis delta-endotoxins, entomopathogenic bacteria, entomopathogenic viruses and entomopathogenic fungi.

Known in the art are insecticides such as abamectin, acetamiprid, acrinathrin, acynonapyr, afidopyropen, amitraz, avermectin ), azadirachtin, benfuracarb, bensultap, benzpyrimoxan, bifenthrin, buprofezin, cadusafos, formazan Carbaryl, cartap, chlorantraniliprole, chlorfenapyr, chlorpyrifos, clothianidin, cyantraniliprole, cyclaniliprole, cypermethrin ( cycloprothrin), cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin cyhalothrin), cypermethrin, alpha-cypermethrin, zeta-cypermethrin, cyromazine, deltamethrin, dieldrin, dinotefuran, Diofenolan, emamectin, endosulfan, S-fenvalerate, ethiprole, etofenprox, etoxazole (etoxazole), fenitrothion, fenothiocarb, fenoxycarb, fenvalerate, fipronil, flometoquin, flonicamid , flubendiamide (flubendiamide), flufenoxuron (flufenoxuron), flufenoxystrobin (flufenoxystrobin), flufensulfone, flupiprole, flupyradifurone, flupyrimin, flumethrin (flu valinate), formetanate, fosthiazate, heptafluthrin, hexaflumuron, hydramethylnon, imidacloprid, indoxacarb, lufenuron , meperfluthrin, metaflumizone, methiocarb, methomyl, methoprene, methoxyfenozide, metofluthrin , monofluorothrin, nitenpyram, nithiazine, novaluron, oxamyl, oxazosulfyl, pyflubumide, pymetrozine, pyrethrin, pyridaben, pyridalyl, pyriminostrobin, pyriproxyfen, ryanodine, spinetoram, spinosad ), spirodiclofen, spiromesifen, spiropidion, spirotetramat, sulfoxaflor, tebufenozide, tetramethrin, tetramethylfluthrin, thiacloprid, thiamethoxam, thiodicarb, thiosultap-sodium, tralomethrin, triazamate, triflumezopyrim , triflumuron, tyclopyrazoflor, Bacillus thuringiensis delta-endotoxins, all strains of Bacillus thuringiensis and all strains of nucleo polyhedrosis viruses.

One embodiment of a biological agent for use in admixture with the compounds of the present invention includes: entomopathogenic bacteria such as Bacillus thuringiensis, and encapsulated delta-endotoxins of Bacillus thuringiensis, such as by prepared by the method and biological pesticides ( and is a trademark of Mycogen Corporation, Indianapolis, Indiana, USA); entomopathogenic fungi such as green muscardinefungus; and entomopathogenic (both naturally occurring and genetically modified) viruses, including baculovirus, nuclear polyhedrosis Viruses (NPV) such as Helicoverpa zea nucleopolyhedrovirus (HzNPV), Anagrapha falcifera nucleopolyhedrovirus (AfNPV); and granuloviruses (GV) such as Cydia pomonella granulosis virus (CpGV) .

Of particular note are such combinations in which the other invertebrate pest control active ingredient belongs to a different chemical class than the compound of formula I/formula II or has a different site of action than the compound of formula I/formula II. In some cases, for resistance management, a combination with at least one other invertebrate pest control active ingredient with a similar control spectrum but with a different site of action will be particularly advantageous. Thus, the compositions of the present invention may further comprise a biologically effective amount of at least one additional invertebrate pest control active ingredient having a similar control spectrum but belonging to a different chemical class or having a different site of action. These additional biologically active compounds or biologically active agents include, but are not limited to, acetylcholinesterase (AChE) inhibitors such as the carbamates/salts of methomyl, oxamyl, thiodicarb ( thiodicarb), triazamate, and chlorpyrifos of the organophosphates; GABA-gated chloride channel antagonists such as dieldrin and endosulfan, and phenyl pyrazoles ethiprole and fipronil; sodium channel modulators such as pyrethroids bifenthrin, cyfluthrin, beta-cyfluthrin ), cyhalothrin, lambda-cyhalothrin, cypermethrin, deltamethrin, dimefluthrin, S-fenvalerate esfenvalerate, metofluthrin and profluthrin; nicotinic acetylcholine receptor (nAChR) agonists such as neonicotinoid acetamiprid, clothianidin, epoxy cycloxaprid, dinotefuran, flupyrimin, imidacloprid, imidaclothiz; nitenpyram, nithiazine, paichongding, thiacloprid ), and thiamethoxam; sulfoximine, sulfoxaflor; butenolide, flupyradifurone; and mesoionics such as dicloromezotiaz and triflumezopyrim; Allosteric activators of the nicotinic acetylcholine receptor (nAChR) such as spinetoram and spinosad of the spinosyns; chloride channel activators such as avermectins of the avermectins abamectin, emamectin, milbemectin, lepimectin, moxidectin, mibemycin, oxime; juvenile hormone mimics For example, diphenhydramine ( diofenolan), methoprene, fenoxycarb and pyriproxyfen; stringer TRPV channel modulators such as pymetrozine, pyrifluquinazon and afidopyropen ; mite growth inhibitors such as clofentezine, diflovidazin, hexythiazox and etoxazole; inhibitors of mitochondrial ATP synthase such as propargite; act by disrupting the proton gradient Active oxidative phosphorylation uncouplers such as chlorfenapyr; nicotinic acetylcholine receptor (nAChR) channel blockers such as cartap, a neretoxin analog; chitin biosynthesis inhibition agents such as the benzoylureas flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, and triflumuron, and buprofezin; molting disruptors of dipterans such as cyromazine; ecdysone receptor agonists such as methoxyfenozide and tebufenozide of the diacylhydrazine class octopamine receptor agonists such as amitraz; mitochondrial complex III electron transport inhibitors such as hydramethylnon; mitochondrial complex I electron transport inhibitors such as pyridaben; voltage-dependent Sodium channel blockers such as indoxacarb and metaflumizone; acetyl-CoA carboxylase inhibitors such as tetronic and tetramic acids, spirodiclofen, spirodiclofen (spiromesifen), spiropidion, AC-118 and spirotetramat; mitochondrial complex II electron transport inhibitors such as cyenopyrafen and cyflumetofen of the beta-ketonitrile; ryanidine receptor modulators such as ortho Chlorantraniliprole, cyantraniliprole, tetraniliprole, cyhalodiamide and cyclaniliprole of the aminobenzoic acid diamides, diamides such as flubendia mide), and ryanodine receptor ligands such as ryanodine; chord modulators such as flonicamid; wherein the target site responsible for biological activity is unknown or undetermined compounds such as acynonapyr, e.g. azadirachtin, benzpyrimoxan, bifenazate, flometoquin, fluhexafon, oxazosulfyl, pyridalyl, and tyclopyrazoflor; microbial disruptors of insect midgut membranes such as Bacillus thuringiensis and their delta-endotoxins, and Bacillus sphaericus; and biological agents, including nuclear polyhedrosis virus (NPV) and other naturally occurring or genetically modified insecticidal viruses.

Other examples of biologically active compounds or biologically active agents with which the compounds of the invention can be formulated are: fungicides such as acibenzolar-S-methyl, aldimorph, octazole ametoctradin, aminopyrifen, amisulbrom, anilazine, azaconazole, azoxystrobin, benalaxyl (including benalaxyl) -M (benalaxyl-M), benodanil, benomyl, benthiavalicarb (including benthiavalicarb-isopropyl), benzene benzovindiflupyr, bethoxazin, binapacryl, biphenyl, bitertanol, bixafen, blasticidin-S, boscalid, Bromuconazole, bupirimate, butthiobate, carboxin, carpropamid, captafol, captan (captan), carbendazim, chloroanisole, chlorothalonil, chlozolinate, copper hydroxide, copper oxychloride, copper sulfate, coumoxystrobin, Cyazofamid, cyflufenamid, cymoxanil, cyproconazole, cyprodinil, dichlobentiazox, dichlofluanid, cyanide dichloride diclocymet, diclomezine, dicloran, diethofencarb, difenoconazole, diflumetorim, dimethirimol ), dimethomorph, dimoxystrobin, diniconazole (including R-diniconazole) -M)), dinocap, dipymetitrone, dithianon, dithiolanes, dodemorph, dodine, econazole, etaconazole, dithiolanes edifenphos, enoxastrobin (also known as enestroburin), epoxiconazole, ethaboxam, ethirimol, etridiazole, famoxadone, Fenamidone, fenaminstrobin, fenarimol, fenbuconazole, fenfuram, fenhexamide, fenoxanil, fenpiclonil, fenpicoxamid, benzene fenpropidin, fenpropimorph, fenpyrazamine, fentin acetate, fentin hydroxide, ferbam, ferimzone, flometoquin, florylpicoxamid, fluazinam, fludioxonil, flufenoxystrobin, fluindapyr, flumorph, fluopicolide, fluopimide, fluopyram, Fluoxastrobin, fluquinconazole, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol , Fluxapyroxad, folpet, fthalide (also known as phthalide), fuberidazole, furalaxyl, Fola Furametpyr, hexaconazole, hymexazole, guazatine, imazalil, imibenconazole, biguanide besylate ( iminoctadine albesilate), iminoctadine triacetate, inpyrfluxam, iodicarb, ipconazole, ipfentrifluconazole, ipflufenoquin, isofetamid, isoflucypram, iprobenfos, iprodione, iprovalicarb, isoprothiolane, isopyrazam, isotianil, kasugamycin, kresoxim-methyl, daisen Mancozeb, mandipropamid, mandestrobin, manganese (maneb), mapanipyrin, mefentrifluconazole, mepronil, meptyldinocap, metalaxyl (including metalaxyl-M/mefenoxam), metconazole, methasulfocarb, metiram, metminostrobin, Metrafenone, metyltetraprole, myclobutanil, naftitine, neo-asozin (ferric methanearsonate), nuarimol, octythian octhilinone, ofurace, orysastrobin, oxadixyl, oxathiapiprolin, oxolinic acid, oxpoconazole, oxycarboxin, Oxytetracycline, penconazole, pencycuron, penflufen, penthiopyrad, perfurazoate, phosphorous acid (including its salts) , for example, fosetyl-aluminium), picarbutratox, picoxystrob in), piperalin, polyoxin, probenazole, prochloraz, procymidone, propamocarb, propiconazole (propiconazole), propineb, proquinazid, prothiocarb, prothioconazole, pydiflumetofen, pyraclostrobin, pyraclostrobin ( pyrametostrobin), pyraoxystrobin, pyrapropoyne, pyraziflumid, pyrazophos, pyribencarb, pyributacarb, pyrifenox, pyriofenone, perisoxazole, pyridachlometyl , pyrimethanil, pyrifenox, pyrrolnitrin, pyroquilon, quinconazole, quinmethionate, quinofumelin, quinoxyfen, quintozene ), silthiofam, sedaxane, simeconazole, spiroxamine, streptomycin, sulfur, tebuconazole ( tebuconazole), tebufloquin, teclofthalam, tecloftalam, tecnazene, terbinafine, tetraconazole, thiabendazole, tifur Thifluzamide, thiophanate, thiophanate-methyl, thiram, tiadinil, tolclofos-methyl, tolprocarb, tolyfluanid, triadimefon, triadimenol, triarimol, triazoxide, tribasic copper sulfate, triclopyricarb, tridemorph, trifloxystrobin, triflumizole, trimoprhamide, tricyclazole, triforine, sterilization triticonazole, uniconazole, validamycin, valifenalate (also known as valifenal), vinclozolin, zineb, ziram and benzoyl zoxamide; nematicides such as fluopyram, spirotetramat, thiodicarb, fosthiazate, abamectin, isobactil (iprodione), fluensulfone, dimethyl disulfide, tioxazafen, 1,3-dichloropropene (1,3-D), metam (sodium and potassium), dazomet ), chloropicrin, fenamiphos, ethopropos, cadusaphos, terbufos, imicyafos, oxamyl, carbocarb (carbofuran), tioxazafen, Bacillus firmus and Pasteuria nishizawae; bactericides such as streptomycin; acaricides such as amitraz, chinomethionat, ethyl ester acaricide Chlorobenzilate, cyhexatin, dicofol, dienochlor, etoxazole, fenazaquin, fenbutatin oxide, fenamethrin (fenpropathrin), fenpyroximate, hexythiazox, propargite, pyridaben and tebufenpyrad.

In certain instances, combinations of the compounds of the present invention with other biologically active (particularly invertebrate pest control) compounds or agents (ie, active ingredients) may result in greater than additive (ie, synergistic) effects. It is always desirable to reduce the amount of active ingredient released into the environment while ensuring effective pest control. When the synergistic effect of the active ingredients for controlling invertebrate pests occurs at application rates that give agriculturally satisfactory levels of invertebrate pest control, such combinations can be advantageous for reducing crop production costs and reducing environmental burden.

The compounds of the present invention and compositions thereof can be applied to plants that have been genetically engineered to express proteins that are toxic to invertebrate pests (eg, Bacillus thuringiensis delta-endotoxin). Such applications can provide a broad spectrum of plant protection and are advantageous for resistant management. The effect of exogenously applied compounds of the invention to control invertebrate pests and toxin-expressing proteins may be synergistic.

General references for these agricultural protection agents (ie, insecticides, fungicides, nematicides, acaricides, herbicides and biological agents) include: The Pesticide Manual, 13th Edition, CDS Tomlin, Ed., BritishCrop Protection Council , Farnham, Surrey, UK, 2003 and The BioPesticide Manual, 2 ^nd Edition, LG Copping, Ed., British Crop Protection Council, Farnham, Surrey, UK, 2001.

The compounds of the present invention can be combined or formulated with polynucleotides including, but not limited to, DNA, RNA, and/or chemically modified nucleotides that downregulate, interfere, inhibit, or silence proteins that exhibit pesticidal effects. Transcripts derived from genes affect the amount of a particular target.

For embodiments in which one or more of these various mixed formulations are used, the weight ratio of these various mixed formulations (total) to the compound of Formula I/Formula II is typically from about 1:3000 to about 3000: 1. Of note are weight ratios of about 1:300 to about 300:1 (eg, a ratio of about 1:30 to about 30:1). The biologically effective amount of the active ingredient necessary for the desired spectrum of biological activity can be readily determined by those skilled in the art by simple experimentation. It is evident that the inclusion of these additional components can expand the control spectrum of invertebrate pests beyond that of the compounds of formula I/II alone.

Table C lists specific combinations of compounds of Formula I/Formula II with other invertebrate pest control agents, illustrating the mixtures, compositions and methods of the present invention. The first column of Table C lists specific invertebrate pest control agents (eg, "Avermectin" in the first row). The second column of Table C lists the mode of action (if known) or chemical class of the invertebrate pest control agent. The third column of Table C lists embodiments in which the invertebrate pest control agent may range in weight ratio relative to the application rate of the compound of formula I/formula II (eg, abamectin relative to the compound of formula I/formula II The weight ratio of the compounds "50:1 to 1:50"). Thus, for example, the first row of Table C specifically discloses that the combination of a compound of formula I/formula II and abamectin may be administered in a weight ratio of 50:1 to 1:50. The other rows of Table C are similarly interpreted. Of further note, Table C lists specific combinations of compounds of Formula I/Formula II with other invertebrate pest control agents, illustrating the mixtures, compositions, and methods of the present invention, and includes a range of application rates by weight. Additional embodiments.

table section

Molecules (compounds) according to Formula I and/or Formula II disclosed in Tables 1 and 2 of the present application are tested to determine their efficacy against pests and generally show activity in the A and/or B categories.

Claims (14)

1. Molecules of the following formula ("Formula I" and/or "Formula II") and N-oxides, agricultural acid addition salts, salt derivatives, solvates, ester derivatives, polymorphs, isotopes thereof compounds, resolved stereoisomers and/or tautomers in: (A) Ar ¹ is selected from (1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or (2) substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, wherein the substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl groups have one or more substituents independently selected from the group consisting of: H, F , Cl, Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ ) Alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl , OSO ₂ -(C ₁ -C ₈ )alkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O)-(C ₃ -C ₈ ) cycloalkyl, C(O)O-(C ₃ -C ₈ ) ring Alkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ - _C8 )alkyl, ( _C1 - _C8 )alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O)-( _C1 - _C8 )alkyl-C(O ) O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy, wherein the alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl , Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy group, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S (O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ ) alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O )-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O- (C ₃ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkane Alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-( _C1 - _C8 )alkyl, phenyl, and phenoxy; (B) Het is a 5- or 6-membered saturated or unsaturated heterocycle containing ^one or more heteroatoms independently selected from nitrogen, sulfur or oxygen, and wherein Ar and Ar are not in ortho positions to each other ⁽ but can be in the meta or para position, for example for five-membered rings they are 1,3, and for 6-membered rings they are 1,3 or 1,4), and wherein the heterocycle may also be substituted with a or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, oxo, ( _{C1 - C8} )alkyl, (C3 _{- C8} )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, OSO ₂ - (C ₁ -C ₈ )alkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C ₃ -C ₈ )cycloalkyl, C (O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkane base, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-( C ₁ -C ₈ ) alkyl, phenyl, and phenoxy, wherein the alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl , Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy group, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S (O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ ) alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O )-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O- (C ₃ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkane Alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-( _C1 - _C8 )alkyl, phenyl, and phenoxy; (C) Ar ² is selected from (1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or (2) substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, wherein the substituted furyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl groups have one or more substituents independently selected from the group consisting of: H, F , Cl, Br, I, CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C 1 -C 8 ) cycloalkyl ₁ - _C8 )alkoxy, ( _C1 - _C8 )haloalkoxy, (C2 _{- C8} )alkenyl, (C2 _{- C8} )alkynyl, S(O) _{n- (} C1- _C8 )alkyl, _OSO2- ( _{C1 -} C8)alkyl, C(O) _-NRxRy , ( _C1 - ^{C8 ) alkyl} - ^NRxRy , C(O)-( C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C _{3 -C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl-O -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkane radical-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy, wherein the alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, phenyl and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from : H, F, Cl, Br, I, CN, NO ₂ , (C ₁ -C ₈ ) alkyl, (C ₁ -C ₈ ) haloalkyl, (C ₃ -C ₈ ) cycloalkyl, (C ₁ ) _-C8 )alkoxy, ( _C1 - _C8 )haloalkoxy, (C2 _{- C8} )alkenyl, (C2 _{- C8} )alkynyl, S(O) _n- ( _C1 -C ₈ ) alkyl, S(O) _n -(C ₁ -C ₈ ) haloalkyl, OSO ₂ -(C ₁ -C ₈ ) alkyl, OSO ₂ -(C ₁ -C ₈ ) haloalkyl, C(O )-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ ) Alkyl, C(O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, (C ₁ - _C8 )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O) -(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy; (D) L is a linker selected from the group consisting of (1) a saturated or unsaturated substituted linear (C ₁ -C ₄ ) hydrocarbyl linker, and ( ₂ ) a saturated or unsaturated substituted cyclic (C3 _- C8)hydrocarbyl linker, wherein each of the ^{linkers connects Ar to NY ,} and wherein the substituted linear (C ₁ -C ₄ ) hydrocarbyl linker and the substituted cyclic (C ₃ -C ₈ ) hydrocarbyl linker have one or more substituents independently selected from the group consisting of R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , and R ¹² , wherein R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , and R ¹² are each selected from -NR ^A C(O)-R ^B , -NR ^A C(O)OR ^B , -C(O)-OH, or -C(O)OR ^B , wherein R ^A is H or (C ₁ -C ₈ )alkyl, and R ^B is (C ₁ -C ₈ )alkyl or (C ₁ -C ₈ )alkyl substituted with at least one phenyl; (E) R ¹ is selected from H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)O-(C _{1 -C8} )alkyl, C(O)-(C3 _{- C8} )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _- C ₈ ) Alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ) Alkyl-OC(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ ) ) alkyl-OC(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, C(O) Alkyl, (C ₁ -C ₈ )alkyl-C(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl- O-phenyl, wherein alkyl, cycloalkyl, alkenyl, and alkynyl may each be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, _NO2 , oxo, (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkane Oxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O) _n -(C ₁ -C ₈ ) Haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl -NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )haloalkane base, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-(C ₃ -C ₈ )cycloalkyl , C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ ) ) alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O -(C ₁ -C ₈ )alkyl, phenyl, and phenoxy; (F) Q and Q ¹ are each independently selected from O and S; (G) R ² is selected from (J), H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ ) ) alkynyl, C(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl -S(O) _n -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl-O-phenyl, C(O)-( Het-1), (Het-1), (C ₁ -C ₈ )alkyl-(Het-1), (C ₁ -C ₈ )alkyl-OC(O)-(C ₁ -C ₈ )alkane group, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)-NR ^x R ^y , (C 1 -C 8 )alkyl-OC(O)-NR x R y ₁ -C8)alkyl-C(O)-N( ^Rx )(C1- _C8 )alkyl-(Het- ₁ ),( _{C1 - C8} )alkyl-C(O)-( Het-1), (C ₁ -C ₈ )alkyl-C(O)-N(R ^x )(C ₁ -C ₈ )alkyl(NR ^x R ^y )-C(O)OH, (C ₁ ) _-C8 )Alkyl-C(O)-N(Rx)(C1-C8 ^{) Alkyl} - ^NRxRy ,( _{C1 - C8} ) _Alkyl -C(O)-N(R ^x )(C ₁ -C ₈ )alkyl-N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl,(C ₁ -C ₈ )alkyl-C(O)-N (R ^x )(C ₁ -C ₈ )alkyl(N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl)-C(O)OH,(C ₁ -C ₈ ) Alkyl-C(O)-(Het-1)-C(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O) _- (C3- C8)cycloalkyl, ( _C1 - _C8 )alkyl-OC(O)-(Het- ₁ ), ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 ) Alkyl-N(Rx)-C(O)O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ⁾ alkyl- ^NRxRy , ( _C1 - _C8 ) ^alkyl- S(O) _n- (Het- ₁ ), and ( _C1 -C8)alkyl-O-(Het-1), wherein alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and (Het-1) may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl, Br, I , CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkane Oxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O) _n -(C ₁ -C ₈ ) Halogenated alkyl, OSO ₂ -(C ₁ -C ₈ ) alkyl, OSO ₂ -(C ₁ -C ₈ ) halogenated alkyl, C(O)H, C(O)OH, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C (O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O) O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 ) ) alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C _{1 -C8} )alkyl-C(O)O-( _C1 -C8)alkyl), phenyl, phenoxy, Si(( _C1 - _C8 )alkyl _{)3 ,} S(O) _n -NR ^x R ^y , and (Het-1); (H)R ³ is selected from (C ₃ -C ₈ )cycloalkyl, phenyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl-O-phenyl, (C 1 -C 8 )alkyl-O-phenyl ₂ -C8)Alkenyl-O-phenyl, (Het- ₁ ), ( _C1 -C8)alkyl-(Het- ₁ ), and ( _C1 - _C8 )alkyl-O-(Het -1), wherein alkyl, cycloalkyl, alkenyl, phenyl, and (Het-1) may each be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O ) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)H, C(O)- NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl , C(O)-(C ₁ -C ₈ ) haloalkyl, C(O)O-(C ₁ -C ₈ ) haloalkyl, C(O)-(C ₃ -C ₈ ) cycloalkyl, C( O)O-(C ₁ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, O-(C ₁ - _C8 )alkyl, S-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-O-( _C1 - _C8 )alkyl, C(O)-( _{C1 -C8} )alkyl-C(O)O-( _C1 -C8)alkyl, phenyl, phenoxy, and (Het- ₁ ), (I) R ⁴ is selected from (J), H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ ) ) alkynyl, C(O)-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl -S(O) _n -(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkylphenyl, (C ₁ -C ₈ )alkyl-O-phenyl, C(O)-( Het-1), (Het-1), (C ₁ -C ₈ )alkyl-(Het-1), (C ₁ -C ₈ )alkyl-OC(O)-(C ₁ -C ₈ )alkane group, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)-NR ^x R ^y , (C 1 -C 8 )alkyl-OC(O)-NR x R y ₁ -C8)alkyl-C(O)-N( ^Rx )(C1- _C8 )alkyl-(Het- ₁ ),( _{C1 - C8} )alkyl-C(O)-( Het-1), (C ₁ -C ₈ )alkyl-C(O)-N(R ^x )(C ₁ -C ₈ )alkyl(NR ^x R ^y )-C(O)OH, (C ₁ ) _-C8 )Alkyl-C(O)-N(Rx)(C1-C8 ^{) Alkyl} - ^NRxRy ,( _{C1 - C8} ) _Alkyl -C(O)-N(R ^x )(C ₁ -C ₈ )alkyl-N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl,(C ₁ -C ₈ )alkyl-C(O)-N (R ^x )(C ₁ -C ₈ )alkyl(N(R ^x )-C(O)O-(C ₁ -C ₈ )alkyl)-C(O)OH,(C ₁ -C ₈ ) Alkyl-C(O)-(Het-1)-C(O)O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-OC(O)O-(C ₁ - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-OC(O) _- (C3- C8)cycloalkyl, ( _C1 - _C8 )alkyl-OC(O)-(Het- ₁ ), ( _C1 - _C8 )alkyl-OC(O)-( _C1 - _C8 ) Alkyl-N(Rx)-C(O)O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ⁾ alkyl- ^NRxRy , ( _C1 - _C8 ) ^alkyl- S(O) _n- (Het- ₁ ), and ( _C1 -C8)alkyl-O-(Het-1), wherein alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and (Het-1) may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl, Br, I , CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkane Oxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S(O) _n -(C ₁ -C ₈ ) Halogenated alkyl, OSO ₂ -(C ₁ -C ₈ ) alkyl, OSO ₂ -(C ₁ -C ₈ ) halogenated alkyl, C(O)H, C(O)OH, C(O)-NR ^x R ^y , (C ₁ -C ₈ )alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C (O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O) O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 ) ) alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, phenoxy, Si((C ₁ -C ₈ )alkyl) ₃ , S(O) _n - NR ^x R ^y , and (Het-1); (J) R ² and R ⁴ may together with C ^X (Q ¹ )(N ^X ) form a 4- to 7-membered saturated or unsaturated heterocycle, which may further comprise one or more selected from nitrogen, Sulfur, and oxygen heteroatoms, wherein the heterocycles may each be optionally substituted with one or more substituents independently selected from the group consisting of R ⁵ , R ⁶ , and R ⁷ , wherein R ⁵ , R ⁶ , and R ⁷ are each independently selected from H, F, Cl, Br, I, CN, OH, NO ₂ , NR ^x R ^y , oxo, thio, (C ₁ -C ₈ ) Alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₁ -C ₈ )haloalkoxy, (C ₂ - _C8 )Alkenyl, (C2 _{- C8} )alkynyl, S(O) _n- ( _C1 - _C8 )alkyl, S(O) _n- ( _{C1 -} C8)haloalkyl, _OSO2 -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)H, C(O)-(C ₁ -C ₈ )alkyl, C(O)O -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C _{3 -C8} )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-( _C2- C ₈ )Alkenyl, (C ₁ -C ₈ )alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ ) ) alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and (Het-1); (K) R ^x and R ^y are each independently selected from H, (C ₁ -C ₈ )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C _{2 ) -C8} )Alkenyl, (C2 _- C8)alkynyl, S(O) _n- ( _C1 - _C8 )alkyl, _OSO2- ( _{C1 - C8} )alkyl, C(O) H, C(O)-(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C (O)O-(C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _{C1) -C8} )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 )alkyl-S(O) _n- ( _C1 - _C8 )alkyl, C(O)- (C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and (C ₁ -C ₈ )alkylphenyl, wherein alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and alkylphenyl may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl, Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy , (C ₁ -C ₈ ) haloalkoxy, (C ₂ -C ₈ ) alkenyl, (C ₂ -C ₈ ) alkynyl, S(O) _n -(C ₁ -C ₈ ) alkyl, S( O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)H, C(O) -(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ - _C8 )haloalkyl, C(O)-(C3 _{- C8} )cycloalkyl, C(O)O-(C3 _{- C8} )cycloalkyl, C(O)-( _{C2- C8} )Alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl-O-( _C1 - _C8 )alkyl, ( _C1 - _C8 ) ) alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ )alkyl-C(O)O-(C ₁ -C ₈ )alkyl , phenyl, and (Het-1); (L)(Het-1) is a 5- or 6-membered saturated or unsaturated heterocycle containing one or more heteroatoms independently selected from nitrogen, sulfur, or oxygen, wherein the heterocycle may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, oxo, ( _{C1 - C8} )alkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ - _C8 )alkyl, _OSO2- ( _{C1 -} C8)alkyl, C(O) _-NRxRy , ( _C1 - ^{C8 ) alkyl} - ^NRxRy , C(O) -(C ₁ -C ₈ )alkyl, C(O)O-(C ₁ -C ₈ )alkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O-( C3 _{- C8} )cycloalkyl, C(O)-(C2 _{- C8} )alkenyl, C(O)O-(C2 _{- C8} )alkenyl, ( _C1 - _C8 )alkyl -O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-(C ₁ -C ₈ )alkyl, phenyl, and phenoxy, wherein the alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituents may each be optionally substituted with one or more substituents independently selected from the group consisting of: H, F, Cl , Br, I, CN, NO ₂ , (C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )haloalkyl, (C ₃ -C ₈ )cycloalkyl, (C ₁ -C ₈ )alkoxy group, (C ₁ -C ₈ )haloalkoxy, (C ₂ -C ₈ )alkenyl, (C ₂ -C ₈ )alkynyl, S(O) _n -(C ₁ -C ₈ )alkyl, S (O) _n -(C ₁ -C ₈ )haloalkyl, OSO ₂ -(C ₁ -C ₈ )alkyl, OSO ₂ -(C ₁ -C ₈ )haloalkyl, C(O)-NR ^x R ^y , (C ₁ -C ₈ ) alkyl-NR ^x R ^y , C(O)-(C ₁ -C ₈ ) alkyl, C(O)O-(C ₁ -C ₈ ) alkyl, C(O )-(C ₁ -C ₈ )haloalkyl, C(O)O-(C ₁ -C ₈ )haloalkyl, C(O)-(C ₃ -C ₈ )cycloalkyl, C(O)O- (C ₃ -C ₈ )cycloalkyl, C(O)-(C ₂ -C ₈ )alkenyl, C(O)O-(C ₂ -C ₈ )alkenyl, (C ₁ -C ₈ )alkane Alkyl-O-(C ₁ -C ₈ )alkyl, (C ₁ -C ₈ )alkyl-S(O) _n -(C ₁ -C ₈ )alkyl, C(O)-(C ₁ -C ₈ ) alkyl-C(O)O-( _C1 - _C8 )alkyl, phenyl, and phenoxy; (M)n is each independently 0, 1, or 2. 2. Molecules of the following formula ("Formula I" or "Formula II") and tautomers thereof in: (A) Ar ¹ is substituted phenyl, wherein the substituted phenyl has one or more substituents independently selected from (C ₁ -C ₆ )alkyl, (C ₁ -C ₆ )haloalkyl , (C ₁ -C ₆ )alkoxy and (C ₁ -C ₆ ) haloalkoxy; (B) Het is triazolyl; (C) Ar ² is phenyl, or substituted phenyl, wherein the substituted phenyl has one or more substituents independently selected from F, Cl, Br, I, CN, NO ₂ , NR ^x R ^y , (C ₁ -C ₆ )alkyl, and (C ₁ -C ₆ )haloalkyl; (D) R ¹ is H, (C ₁ -C ₆ )alkyl, or (C ₂ -C ₆ )alkenyl, wherein said alkyl is optionally substituted with (C ₃ -C ₆ )cycloalkyl or (C 3 -C 6 )cycloalkyl ₁ - _C6 )alkoxy; (E) Q and Q are each independently selected from O and S ^; (F) R ² is (J), H, or (C ₁ -C ₆ )alkyl; (G) R ³ is phenyl, wherein said phenyl is optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO ₂ , NR ^x R ^y , (C ₁ - _C6 )alkyl, ( _C1 - _C6 )haloalkyl, phenyl, ( _C1 - _C6 )alkoxy, and ( _C1 - _C6 )haloalkoxy; (H)R ⁴ is (J), H, or (C ₁ -C ₆ )alkyl; (J) R ² and R ⁴ may be a 1- to 4-membered saturated or unsaturated hydrocarbyl linking group, which may contain one or more heteroatoms selected from nitrogen, sulfur, and oxygen, and which are bound to C ^x (Q ^{1 )} ) (N ^x ) together form a cyclic structure, wherein the hydrocarbyl linking group may be optionally substituted with one or more substituents independently selected from R ⁵ , R ⁶ , and R ⁷ , wherein R ⁵ , R ⁶ , and R ⁷ is each selected from H, F, Cl, Br, I, CN, OH, NO ₂ , NR ^x R ^y , (C ₁ -C ₆ )alkyl, (C ₁ -C ₆ )haloalkyl, (C ₁ ) _-C6 )alkoxy, ( _C1 - _C6 )haloalkoxy, phenyl, and oxo; (K) R ^x and R ^y are independently selected from H, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C2 _{- C6alkenyl} , C2 _{- C6alkynyl} , and phenyl; and (L) L is a linker selected from (1) a saturated or unsaturated substituted linear (C ₁ -C ₄ ) hydrocarbyl linker, and ( ₂ ) a saturated or unsaturated substituted cyclic (C3 _- C8)hydrocarbyl linker, wherein the linkers each connect ^{Ar to NY ,} and wherein the substituted linear (C ₁ -C ₄ ) hydrocarbyl linker and the substituted cyclic (C ₃ -C ₈ ) hydrocarbyl linker have one or more substituents independently selected from the group consisting of R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , and R ¹² , wherein R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , and R ¹² are each selected from -NR ^A C(O)-R ^B , -NR ^A C(O)OR ^B , -C(O)-OH, or -C(O)OR ^B , wherein R ^A is H or (C ₁ -C ₈ )alkyl, and R ^B is (C ₁ -C ₈ )alkyl or (C ₁ -C ₈ )alkyl substituted with at least one phenyl group. 3. The molecule according to claim 1 or 2, wherein the molecule is a tautomer having the formula 4. A method comprising applying a molecule according to claim 1 or 2 to a locus in an amount sufficient to control pests to control such pests. 5. A molecule having a structure derived from the compounds listed in Table 1. 6. A method comprising applying a molecule according to claim 5 to a locus in an amount sufficient to control the pest to control such pest. 7. A molecule having a structure derived from the compounds listed in Table 2. 8. A method comprising applying a molecule according to claim 7 to a locus in an amount sufficient to control the pest to control such pest. 9. The method according to claim 4, 6, or 8, wherein the pest is Beet Armyworm (BAW), Trichoplusias (CL), or Yellow Fever Mosquito (YFM). 10. The molecule according to claim 1, wherein at least one H ^is2H or at least one C ^is14C . 11. A composition comprising a molecule according to claim 1 and at least one other compound having insecticidal, herbicidal, acaricidal, nematicidal, or fungicidal activity. 12. A composition comprising a molecule according to claim 1 and a seed. 13. A method comprising applying a molecule according to claim 1 to genetically modified plants or genetically modified seeds that have been genetically modified to express one or more specialized attributes. 14. A method comprising: oral administration or topical application of a molecule according to claim 1 to a non-human animal to control endoparasites, ectoparasites, or both.