BG61089B2 - Пестициди - Google Patents

Пестициди Download PDF

Info

Publication number: BG61089B2
Authority: BG; Bulgaria
Prior art keywords: alkyl; hydrogen; phenyl; cycloalkyl; halogen
Prior art date: 1987-10-16

Application number

BG096482A

Other languages

Bulgarian (bg)

English (en)

Inventor

Haukur Kristinsson

Original Assignee

Ciba-Geigy Corporation

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1987-10-16

Filing date

1992-06-15

Publication date

1996-10-31

1992-06-15 Application filed by Ciba-Geigy Corporation filed Critical Ciba-Geigy Corporation

1996-10-31 Publication of BG61089B2 publication Critical patent/BG61089B2/bg

Links

239000000575 pesticide Substances 0.000 title description 5
150000001875 compounds Chemical class 0.000 claims abstract description 63
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 43
239000001257 hydrogen Substances 0.000 claims abstract description 43
150000002431 hydrogen Chemical group 0.000 claims abstract description 27
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 27
125000000217 alkyl group Chemical group 0.000 claims abstract description 23
239000000203 mixture Substances 0.000 claims abstract description 23
239000004480 active ingredient Substances 0.000 claims abstract description 20
229910052736 halogen Inorganic materials 0.000 claims abstract description 17
150000002367 halogens Chemical group 0.000 claims abstract description 17
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 16
125000001188 haloalkyl group Chemical group 0.000 claims abstract description 16
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 15
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims abstract description 14
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 12
238000000034 method Methods 0.000 claims abstract description 12
229920006395 saturated elastomer Polymers 0.000 claims abstract description 11
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 10
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 10
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims abstract description 9
241000607479 Yersinia pestis Species 0.000 claims abstract description 6
150000007524 organic acids Chemical class 0.000 claims abstract description 5
125000004641 (C1-C12) haloalkyl group Chemical group 0.000 claims abstract 2
-1 C 1 -C Chemical group 0.000 claims description 35
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
241000238631 Hexapoda Species 0.000 claims description 10
150000003254 radicals Chemical class 0.000 claims description 8
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
239000000969 carrier Substances 0.000 claims description 5
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 5
239000000546 pharmaceutical excipient Substances 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
241001465754 Metazoa Species 0.000 claims description 2
241000239223 Arachnida Species 0.000 claims 2
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
KRTGJZMJJVEKRX-UHFFFAOYSA-N 2-phenylethan-1-yl Chemical compound [CH2]CC1=CC=CC=C1 KRTGJZMJJVEKRX-UHFFFAOYSA-N 0.000 claims 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
125000003545 alkoxy group Chemical group 0.000 claims 1
125000000753 cycloalkyl group Chemical group 0.000 claims 1
238000002360 preparation method Methods 0.000 abstract description 7
150000003839 salts Chemical class 0.000 abstract description 6
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230000000361 pesticidal effect Effects 0.000 abstract description 3
241000196324 Embryophyta Species 0.000 description 17
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
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239000000843 powder Substances 0.000 description 13
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
239000002904 solvent Substances 0.000 description 12
239000002253 acid Substances 0.000 description 9
239000004094 surface-active agent Substances 0.000 description 9
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239000000460 chlorine Substances 0.000 description 8
239000007787 solid Substances 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
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DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
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QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
239000005995 Aluminium silicate Substances 0.000 description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
239000002202 Polyethylene glycol Substances 0.000 description 6
150000001298 alcohols Chemical class 0.000 description 6
235000012211 aluminium silicate Nutrition 0.000 description 6
229920001223 polyethylene glycol Polymers 0.000 description 6
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230000000895 acaricidal effect Effects 0.000 description 5
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235000014113 dietary fatty acids Nutrition 0.000 description 5
150000002170 ethers Chemical class 0.000 description 5
238000001704 evaporation Methods 0.000 description 5
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229930195729 fatty acid Natural products 0.000 description 5
238000009472 formulation Methods 0.000 description 5
239000002917 insecticide Substances 0.000 description 5
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 5
239000002736 nonionic surfactant Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
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ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
229910052801 chlorine Inorganic materials 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
230000000694 effects Effects 0.000 description 4
229910052731 fluorine Inorganic materials 0.000 description 4
239000011737 fluorine Substances 0.000 description 4
239000003921 oil Substances 0.000 description 4
235000019198 oils Nutrition 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000011734 sodium Substances 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
239000000725 suspension Substances 0.000 description 4
238000009736 wetting Methods 0.000 description 4
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical class CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000000654 additive Substances 0.000 description 3
239000002671 adjuvant Substances 0.000 description 3
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
229910052794 bromium Inorganic materials 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
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239000008187 granular material Substances 0.000 description 3
150000002825 nitriles Chemical class 0.000 description 3
ZVTQYRVARPYRRE-UHFFFAOYSA-N oxadiazol-4-one Chemical compound O=C1CON=N1 ZVTQYRVARPYRRE-UHFFFAOYSA-N 0.000 description 3
235000006408 oxalic acid Nutrition 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
229920005552 sodium lignosulfonate Polymers 0.000 description 3
238000005507 spraying Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
FIFXOUHQMGZUTO-UHFFFAOYSA-N 4-amino-6-methyl-2,5-dihydro-1,2,4-triazin-3-one Chemical compound CC1=NNC(=O)N(N)C1 FIFXOUHQMGZUTO-UHFFFAOYSA-N 0.000 description 2
QHMTXANCGGJZRX-UHFFFAOYSA-N 6-methyl-4-(pyridin-3-ylmethylideneamino)-2,5-dihydro-1,2,4-triazin-3-one Chemical compound C1C(C)=NNC(=O)N1N=CC1=CC=CN=C1 QHMTXANCGGJZRX-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
229910021532 Calcite Inorganic materials 0.000 description 2
229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
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PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
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240000004713 Pisum sativum Species 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
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230000002745 absorbent Effects 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
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150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
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125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 description 2
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MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
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238000010790 dilution Methods 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
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238000005984 hydrogenation reaction Methods 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
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BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
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235000019441 ethanol Nutrition 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
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235000011087 fumaric acid Nutrition 0.000 description 1
239000007789 gas Substances 0.000 description 1
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150000002334 glycols Chemical class 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
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150000004678 hydrides Chemical class 0.000 description 1
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150000007529 inorganic bases Chemical class 0.000 description 1
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229910052901 montmorillonite Inorganic materials 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
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XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
239000000047 product Substances 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000006233 propoxy propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000008262 pumice Substances 0.000 description 1
QJZUKDFHGGYHMC-UHFFFAOYSA-N pyridine-3-carbaldehyde Chemical compound O=CC1=CC=CN=C1 QJZUKDFHGGYHMC-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
230000008707 rearrangement Effects 0.000 description 1
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235000009566 rice Nutrition 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
239000004576 sand Substances 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
125000005624 silicic acid group Chemical class 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
235000019337 sorbitan trioleate Nutrition 0.000 description 1
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239000003549 soybean oil Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
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150000003462 sulfoxides Chemical class 0.000 description 1
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230000009897 systematic effect Effects 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
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LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
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239000012085 test solution Substances 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
244000045561 useful plants Species 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/06—1,2,4-Triazines
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Plural Heterocyclic Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

BG096482A 1987-10-16 1992-06-15 Пестициди BG61089B2 (bg)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH406287		1987-10-16

Publications (1)

Publication Number	Publication Date
BG61089B2 true BG61089B2 (bg)	1996-10-31

Family

ID=4269100

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BG096482A BG61089B2 (bg)	1987-10-16	1992-06-15	Пестициди

Country Status (19)

Country	Link
US (2)	US4931439A (tr)
EP (1)	EP0314615B1 (tr)
JP (1)	JPH0662610B2 (tr)
KR (1)	KR0128481B1 (tr)
AR (1)	AR248135A1 (tr)
AT (1)	ATE121742T1 (tr)
AU (2)	AU612415B2 (tr)
BG (1)	BG61089B2 (tr)
BR (1)	BR8805315A (tr)
CA (1)	CA1325211C (tr)
CY (1)	CY2148B1 (tr)
DE (1)	DE3853662D1 (tr)
DK (1)	DK171936B1 (tr)
EG (1)	EG18729A (tr)
ES (1)	ES2070861T3 (tr)
HU (2)	HU200336B (tr)
TR (1)	TR24958A (tr)
YU (1)	YU48451B (tr)
ZA (1)	ZA887676B (tr)

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DE59008914D1 (de) *	1989-04-06	1995-05-24	Ciba Geigy Ag	Pyridyl-methylenamino-1,2,4-triazinone.
US5648487A (en) *	1989-11-15	1997-07-15	Ciba-Geigy Corporation	Process for the preparation of aminotriazine derivatives
US5324842A (en) *	1989-11-15	1994-06-28	Ciba-Geigy Corporation	Process for the preparation of aminotriazine derivatives
TW199149B (tr) *	1989-11-15	1993-02-01	Ciba Geigy Ag
MY121190A (en) *	1992-09-10	2006-01-28	Syngenta Participations Ag	Control of pests using 1,2,4-triazine derivatives.
US5446163A (en) *	1992-10-02	1995-08-29	Reilly Industries, Inc.	Preparation of hydrazones, dihydrothiadiazoles and triazinones
DE69325083T2 (de) *	1992-12-23	1999-10-28	Novartis Ag, Basel	Imidazol-Derivate und ihre Verwendung als agrochemische Mittel
GB9304178D0 (en) *	1993-03-02	1993-04-21	Ciba Geigy Ag	Process for the preparation of 6-alkyl-4-(pyridin-3-yl-methyleneamino),5-dihydro-1,2,4-triazin-3(2h)-one
GB9304191D0 (en) *	1993-03-02	1993-04-21	Ciba Geigy Ag	Process for the preparation of aqueous nicotinaldehyde
US5384403A (en) *	1993-03-31	1995-01-24	Ciba-Geigy Corporation	Process for the preparation of aminotriazine derivatives
NZ278376A (en) *	1993-12-30	1998-01-26	Novartis Ag Substituted From C	Heterocycyl substituted pyridine derivatives; pesticides; thiadiazole and triazine intermediates
CH688216A5 (de) *	1994-05-30	1997-06-30	Ciba Geigy Ag	Synergistisches Mittel.
ES2179900T3 (es) *	1995-03-31	2003-02-01	Nihon Nohyaku Co Ltd	Derivados de aminoquinazolinonas (tionas) sustituidos y sus sales, sus intermediarios y pesticidas y metodo para su utilizacion.
US5919944A (en) *	1997-07-30	1999-07-06	Ciba Specialty Chemicals Corporation	Polymerisable diketopyrrolopyrroles
JP2000169461A (ja) *	1998-09-28	2000-06-20	Nippon Nohyaku Co Ltd	殺虫殺菌剤組成物及びその使用方法
AU2725000A (en)	1999-01-13	2000-08-01	Bayer Corporation	Omega-carboxy aryl substituted diphenyl ureas as p38 kinase inhibitors
US8124630B2 (en)	1999-01-13	2012-02-28	Bayer Healthcare Llc	ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
CO5210943A1 (es) *	1999-05-04	2002-10-30	Novartis Ag	Compuestos plaguicidas derivados de triazina, composiciones para el control de plagas que comprenden dicho compuesto y cuando menos un auxiliar y metodos para controlar plagas
CO5210907A1 (es)	1999-05-12	2002-10-30	Novartis Ag	Solvatos de pometrozina, insecticidamente activos, composiciones que contienen estos compuestos y metodos tanto para producir dichos compuestos y composiciones como para controlar plagas animales con estas composiciones
DE19953775A1 (de)	1999-11-09	2001-05-10	Bayer Ag	Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
AU2002246814A1 (en) *	2000-10-27	2002-07-30	Dow Agrosciences Llc	Substituted 4,5-dihydro-1,2,4-triazin-3-ones, 1,2,4-triazin-3-ones, and their use as fungicides and insecticides
US7371763B2 (en) *	2001-04-20	2008-05-13	Bayer Pharmaceuticals Corporation	Inhibition of raf kinase using quinolyl, isoquinolyl or pyridyl ureas
AR036872A1 (es)	2001-08-13	2004-10-13	Du Pont	Compuesto de antranilamida, composicion que lo comprende y metodo para controlar una plaga de invertebrados
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1988
- 1988-10-07 AT AT88810692T patent/ATE121742T1/de not_active IP Right Cessation
- 1988-10-07 ES ES88810692T patent/ES2070861T3/es not_active Expired - Lifetime
- 1988-10-07 DE DE3853662T patent/DE3853662D1/de not_active Expired - Lifetime
- 1988-10-07 EP EP88810692A patent/EP0314615B1/de not_active Expired - Lifetime
- 1988-10-11 US US07/255,684 patent/US4931439A/en not_active Expired - Lifetime
- 1988-10-13 EG EG52588A patent/EG18729A/xx active
- 1988-10-13 YU YU191188A patent/YU48451B/sh unknown
- 1988-10-13 AR AR88312191A patent/AR248135A1/es active
- 1988-10-14 HU HU885302A patent/HU200336B/hu unknown
- 1988-10-14 KR KR1019880013423A patent/KR0128481B1/ko not_active IP Right Cessation
- 1988-10-14 BR BR8805315A patent/BR8805315A/pt not_active IP Right Cessation
- 1988-10-14 AU AU23789/88A patent/AU612415B2/en not_active Expired
- 1988-10-14 CA CA000580138A patent/CA1325211C/en not_active Expired - Lifetime
- 1988-10-14 TR TR88/0715A patent/TR24958A/tr unknown
- 1988-10-14 HU HU902447A patent/HU902447D0/hu not_active IP Right Cessation
- 1988-10-14 ZA ZA887676A patent/ZA887676B/xx unknown
- 1988-10-14 DK DK573388A patent/DK171936B1/da not_active IP Right Cessation
- 1988-10-17 JP JP63261283A patent/JPH0662610B2/ja not_active Expired - Fee Related
1990
- 1990-03-13 US US07/492,704 patent/US4996325A/en not_active Expired - Lifetime
1991
- 1991-03-20 AU AU73697/91A patent/AU621257B2/en not_active Expired
1992
- 1992-06-15 BG BG096482A patent/BG61089B2/bg unknown
1998
- 1998-04-10 CY CY9800002A patent/CY2148B1/xx unknown

Also Published As

Publication number	Publication date
JPH0662610B2 (ja)	1994-08-17
BR8805315A (pt)	1989-05-30
HU902447D0 (en)	1990-08-28
TR24958A (tr)	1992-07-29
JPH01132580A (ja)	1989-05-25
AU621257B2 (en)	1992-03-05
EP0314615B1 (de)	1995-04-26
HUT49605A (en)	1989-10-30
ATE121742T1 (de)	1995-05-15
HU200336B (en)	1990-05-28
DK171936B1 (da)	1997-08-18
DK573388D0 (da)	1988-10-14
KR0128481B1 (ko)	1998-04-04
US4996325A (en)	1991-02-26
YU191188A (en)	1990-08-31
CY2148B1 (en)	2002-08-23
KR890006618A (ko)	1989-06-14
AU612415B2 (en)	1991-07-11
ZA887676B (en)	1989-07-26
YU48451B (sh)	1998-08-14
EP0314615A3 (en)	1989-08-02
CA1325211C (en)	1993-12-14
EP0314615A2 (de)	1989-05-03
US4931439A (en)	1990-06-05
ES2070861T3 (es)	1995-06-16
DK573388A (da)	1989-04-17
EG18729A (en)	1994-10-30
DE3853662D1 (de)	1995-06-01
AU7369791A (en)	1991-07-11
AU2378988A (en)	1989-04-20
AR248135A1 (es)	1995-06-30

Publication	Publication Date	Title
BG61089B2 (bg)	1996-10-31	Пестициди
JP2000053670A (ja)	2000-02-22	アルコキシメチルフラノン誘導体及び有害生物防除剤
JPS62263162A (ja)	1987-11-16	置換２，４−ジアミノ−５−シアノピリミジン及び該化合物を含有する有害生物防除剤
DE69015896T2 (de)	1995-06-08	Phenoxyalkylamin-Derivate und Insektizide, Akarizide und Fungizide.
EP0217747B1 (de)	1991-11-21	Nematizide Mittel
JPS63198675A (ja)	1988-08-17	置換１，３−ジオキソラン及び１，４−ジオキサン誘導体
EP0364396A1 (de)	1990-04-18	Nematizide und fungizide Mittel
EP0285565B1 (de)	1993-09-15	2-Mercapto-5-pyridyl-1,3,4-oxadiazole und -1,3,4-thiadiazole, Verfahren zu ihrer Herstellung und ihre Verwendung als nematizide Mittel
US5300503A (en)	1994-04-05	Insecticidal 4,6-diamino-1,2-dihydro-1,3,5-triazine derivatives
AU622998B2 (en)	1992-04-30	2,3,4,5 tetrahydro-3-oxo-4-((pyridinyl)-methlyleneimino)- 1,2,4-triazine
EP0321408B1 (de)	1992-09-23	2-Thio-5-difluoromethylthio-1,3,4-thiadiazole und diese enthaltende nematizide Mittel
EP0290379A2 (de)	1988-11-09	2-Mercapto-5-pyrazinyl-1,3,4-oxadiazole und -1,3,4-thiadiazole, Verfahren zu ihrer Herstellung und ihre Verwendung als nematizide Mittel
KR920004980B1 (ko)	1992-06-22	브로모디클로로이미다졸 살충제의 제조방법
EP0263066A2 (de)	1988-04-06	2-Mercapto-oxadiazol- und -thiadiazol-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende nematizide Mittel
JPS63146856A (ja)	1988-06-18	シクロヘキサン誘導体およびそれを有効成分とする除草剤
JPH08183781A (ja)	1996-07-16	トリアジン誘導体およびそれを有効成分とする除草剤
EP0581184B1 (en)	1995-12-27	3-Alkoxy-N-cycloalkylsulfonylalkanoic amide derivative, process for preparing the same and herbicide using the same
KR970011303B1 (ko)	1997-07-09	치환 카르복실산 유도체, 그의 제조법 및 그를 함유하는 농업용 또는 원예용 살진균제
JP2730022B2 (ja)	1998-03-25	３−アルコキシブチリルイミダゾール誘導体、その製造法及び除草剤
JP2530155B2 (ja)	1996-09-04	２−フエノキシピリミジン誘導体および除草剤
EP0371925A2 (de)	1990-06-06	2-Mercapto-5-pyrimidyl-1,3,4-oxadiazol-Derivate mit nematizider und fungizider Wirkung
JPH0317066A (ja)	1991-01-25	５―ニトロ―テトラヒドロピリミジン類及び農業用殺虫剤
KR0150400B1 (ko)	1998-10-15	치환된 2,4-디아미노-5-시아노피리미딘 및 이들 화합물의 제조방법
JPH02233679A (ja)	1990-09-17	ピラゾール化合物およびこれを有効成分とする殺虫、殺ダニ剤
SI8811911A (sl)	1996-10-31	Sredstva za zatiranje škodljivcev