JP2019055923A - Parasite control agent, antibacterial agent or sanitary pest control agent composition and control method using the same - Google Patents

Abstract

To provide a composition useful for parasite control, antibacterial treatment or sanitary pest control.SOLUTION: The present invention provides a novel composition for parasite control, antibacterial treatment or sanitary pest control, containing one or two active compound I selected from a condensed heterocyclic compound represented by formula (1) or a salt thereof or an N-oxide thereof [where Q is a ring represented by Q1, Q2 or Q4, Ris C-Calkyl, Ris halo (C-C) alkyl, Ris a hydrogen atom or C-Calkyl, Ris halo (C-C) alkyl, Ais C-Calkyl, Y2 and Y3 independently represent halo (C-C) alkyl and the like, n is an integer of 0, 1 or 2] and one or two active compound II selected from publicly known parasite control agents and the like.SELECTED DRAWING: None

Description

  The present invention relates to a parasite control agent, antibacterial agent or sanitary pest control composition containing a specific condensed heterocyclic compound represented by the formula (1) and a specific veterinary pharmaceutical agent, and a parasite using the same, The present invention relates to a method for controlling pathogenic bacteria and sanitary pests.

  The condensed heterocyclic compound represented by the formula (1) (hereinafter abbreviated as “compound (1)”), which is the first active ingredient compound in the present invention, is a known compound and is used as a pest control agent. Is known (see, for example, Patent Document 1).

  The second active ingredient of the present invention, which is a parasite control agent, antibacterial agent or sanitary pest control agent, is a known compound and is known to have excellent parasite, sanitary pest control activity and antibacterial activity. (For example, refer nonpatent literature 1 and 2.).

International Publication No. 2016/129684

The Pesticide Manual, 16th edition, The British Crop Protection Council, 2012 The Merck Veterinary Manual, 11th edition, Merck, 2016

  Parasite damage to industrial animals such as chickens, pigs, cattle, farmed aquatic animals, and pets (companion animals) such as dogs and cats can result in poor leather, wool and meat, and even death. Cause significant economic losses not only for producers in the livestock and animal industry but also for consumers. Parasites also contribute to the disease and discomfort in companion animals. In addition, some parasites have a contagious nature common to humans and animals, and may threaten human health. Therefore, it is necessary to prevent the spread of infection by parasites. Therefore, effective control of parasites, thereby achieving efficient and stable production and improvement of food production, or maintaining the health of pet animals is a very important issue. On the other hand, the removal of sanitary pests in the human living environment also prevents the spread of infectious diseases mediated by sanitary pests, prevents the contamination of food by contact with sanitary pests, and harms clothing, housing, etc. by sanitary pests. It is an important issue for the purpose of maintaining a healthy human living environment, such as preventing it.

  From such a viewpoint, conventionally, development of a control agent for the purpose of controlling parasites, pathogens and sanitary pests has progressed, and many effective drugs have been found.

  However, some of the existing parasite control agents are highly toxic, and some of them have short-lasting concerns. Or in some literature (Veterinary Parasitology (2004) 125, 163-181; Research Journal Parasitology (2008) 3, 59-66; Frontiers in Bioscience (2009) 14, 2657-2665) Resistance development has been reported.

Under such circumstances, not only has superior control activity against parasites, pathogens and sanitary pests, but also high control of parasites, pathogens and sanitary pests that have acquired low resistance, sustained efficacy and drug resistance. The development of new parasites, pathogens and sanitary pest control agents and more effective control methods that have both characteristics is always expected.
An animal with excellent efficacy for the control of parasites parasitic on industrial animals such as chickens, pigs, cattle, farmed fish and marine animals and pets (companion animals) such as dogs and cats, as well as sanitary pests in the human living environment Parasite and sanitary pest control compositions and control methods are provided.

  As a result of intensive studies aimed at solving the above-mentioned problems, the present inventors have shown excellent parasite control activity and have almost no adverse effect on non-target organisms such as mammals, fish and insects. The composition containing the compound (1), which is a very useful compound, and a known parasite control agent, antibacterial agent, and sanitary pest control agent has an excellent control effect on parasites, pathogens, and sanitary pests The present invention has been completed.

  That is, the present invention relates to the following compositions [1] to [5] (hereinafter referred to as the present composition) and the control methods [6] to [8] (hereinafter referred to as the present method). Is.

[1]
A parasite control, antibacterial or sanitary pest control composition comprising a synergistically effective amount of at least two active compounds comprising:
a) One or two active compounds I are of the formula (1):

A compound represented by the formula:
[Q represents a ring represented by any one of Q1, Q2 and Q4;

R ¹ represents C ₁ -C ₆ alkyl;
R ³ represents halo (C ₁ -C ₆ ) alkyl;
R ⁶ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ⁷ represents halo (C ₁ -C ₆ ) alkyl;
A ^1a represents C ₁ -C ₆ alkyl,
Y2 and Y3 represent each independently a hydrogen atom, a halogen atom or a halo _(C 1 _{~C 6)} alkyl,
n represents an integer of 0, 1 or 2. A fused heterocyclic compound represented by the formula:
b) One or more active compounds II are the following active ingredient groups B-1 to B-23:
Active ingredient group B-1: esfenvalerate, fenpropatoline, fenvalerate, alpha cypermethrin, bifenthrin, cypermethrin, deltamethrin, etofenprox, lambda cihalothrin, permethrin, tephritrin, zetacypermethrin,
Active ingredient group B-2: Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiamethoxam,
Active ingredient group B-3: Chromafenozide, phenoxycarb, lufenuron, methoprene, pyriproxyfen, triflumuron,
Active ingredient group B-4: Chlorpyrifos, Chlorpyrifosmethyl, Diazinon, Dichlorvos, Fenitrothion, Fentione, Malathion, Pirimiphosmethyl, Tetrachlorobinphos,
Active ingredient group B-5: etiprole, fipronil,
Active ingredient group B-6: propoxyl, carbaryl, bendiocarb, methoxadiazone, phenocarb, carbofuran,
Active ingredient group B-7: Afoxolanel, fluralanel, floxamethamide, saloranel Active ingredient group B-8: Avermectin, ivermectin, doramectin, eprinomectin, madeuramycin, milbemycin, milbemycin oxime, moxidectin, selamectin,
Active ingredient group B-9: Indoxacarb,
Active ingredient group B-10: Amitraz
Active ingredient group B-11: bistrifluron,
Active ingredient group B-12: Pirantel pamoate, oxantel pamoate, oxantel tartrate, morantel tartrate,
Active ingredient group B-13: fevantel, albendazole, fenbendazole,
Active ingredient group B-14: levamisole, tetramisol hydrochloride,
Active ingredient group B-15: mebendazole, albendazole, thiabendazole, triclabendazole, oxybendazole, mebendazole, flubendazole, cambendazole,
Active ingredient group B-16: piperazine citrate, piperazine phosphate, piperazine adipate,
Active ingredient group B-17: Niclosamide, closantel, oxyclozanide, rafoxanide,
Active ingredient group B-18: Praziquantel, epsiprantel,
Active ingredient group B-19: atovacon, bithionol, chlorthrone, metronidazole, carnidazole, chloroquine, diethylcarbamazine, dichlorophen, monepantel, clazil, coumaphos, diminazene, dithiazanin iodide, emodepside, glycalpyramide, imidocarb, mefloquine hydrochloride, Melarsomine dihydrochloride, methylidyne, dinitramide,
Active ingredient group B-20: Amoxicillin, ampicillin, cefapirin, cefazolin sodium, cefquinome, ceftiofur, penicillin,
Active ingredient group B-21: Chlortetracycline, Oxytetracycline,
Active ingredient group B-22: Danofloxacin, difloxacin, oxolinic acid,
Active ingredient group B-23: Enrofloxacin, Florfenicol, Lincomycin, Lomefloxacin, Marbofloxacin, Miloxacin, Milosamycin, Norfloxacin, Ofloxacin, Orbifloxacin, Balnemlin, Tianphenicol, Tiamulin fumarate, Phosphorus Tilmicosin acid, tylosin acetate isovalerate, tylosin phosphate, turathromycin, ketoconazole, miconazole nitrate, clavulanic acid,
The parasite control, antibacterial or sanitary pest control composition, which is a compound selected from:

[2]
Q represents a ring represented by Q1,
Y2 is a hydrogen atom or a halo _(C 1 _{~C 6)} alkyl,
n is a composition as described in said [1] in which the integer of 2 is represented.

[3]
Q represents a ring represented by Q2,
R ⁶ represents C ₁ -C ₆ alkyl,
Y2 and Y3 are each independently hydrogen atom or a halo _(C 1 _{~C 6)} alkyl,
n is a composition as described in said [1] in which the integer of 2 is represented.

[4]
Q represents a ring represented by Q4;
Y2 is halo _(C 1 _{~C 6)} alkyl,
Y3 represents a hydrogen atom,
n is a composition as described in said [1] in which the integer of 2 is represented.

[5]
Permethrin, imidacloprid, lufenuron, metoprene, chlorpyrifos, fipronil, carbofuran, afoxolanel, fluralanel, saloranel, ivermectin, indoxacarb, amitraz, active compound II selected from pyrantel pamoate, fenbendazole, levamisole and praziquantel Parasitic control, antibacterial or sanitary pest control composition of any one of 1]-[4].

[6]
A method for treating a parasitic infection in an animal, comprising: a) a condensed heterocyclic compound represented by the formula (1) according to the above [1] or a salt thereof or an N-oxide thereof; and b) the above [1] A step of administering to the animal a therapeutically effective amount of a composition comprising at least one parasite control agent, antibacterial agent or sanitary pest control agent selected from the active ingredient groups B-1 to B-23 described in Including methods.

[7]
The method according to [6] above, wherein the administration is performed orally, transdermally, topically, or by injection.

[8]
The method according to [7] above, wherein the animal is a companion animal, livestock, poultry or fish.

  The present invention relates to companion animals, mammals as domestic animals and poultry, birds, fish, and other external or internal parasites or sanitary pests, compared to the case of using a single drug, Provided are a parasite control agent, an antibacterial agent, and a sanitary pest control composition that exhibit an unexpected control effect (ie, synergistic effect) with respect to the application range of the sanitary pest.

  Specific examples of each substituent shown in the present specification are shown below. Here, n- means normal, i- means iso, s- means secondary, and tert- means tertiary.

  Examples of the halogen atom in the present specification include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. In the present specification, the notation “halo” also represents these halogen atoms.

The notation of “C _a -C _b alkyl” in the present specification represents a linear or branched hydrocarbon group having a carbon number of _a to _b , for example, methyl group, ethyl group, n- Specific examples include propyl, i-propyl, n-butyl, i-butyl, s-butyl, tert-butyl, n-pentyl, 1,1-dimethylpropyl, n-hexyl and the like. Each of which is selected for each specified number of carbon atoms.

In the present specification, the expression “halo (C _a -C _b ) alkyl” refers to a straight chain composed of _a to _b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, or This represents a branched hydrocarbon group, and when substituted with two or more halogen atoms, these halogen atoms may be the same as or different from each other. For example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, dichloromethyl group, trifluoromethyl group, chlorodifluoromethyl group, trichloromethyl group, bromodifluoromethyl group, 1-fluoroethyl group, 2 -Fluoroethyl group, 2-chloroethyl group, 2-bromoethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 2,2, 2-trichloroethyl group, 2-bromo-2,2-difluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2-trifluoroethyl group, 2-chloro- 1,1,2,2-tetrafluoroethyl group, pentafluoroethyl group, 2,2-difluoropropyl group, 3,3,3 Trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2,3,3-tetrafluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2 , 3,3,3-hexafluoropropyl group, heptafluoropropyl group, 2,2,2-trifluoro-1- (methyl) ethyl group, 2,2,2-trifluoro-1- (trifluoromethyl) Ethyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethyl group, 2,2,3,4,4,4-hexafluorobutyl group, 2,2,3,3,4 Specific examples include, 4,4-heptafluorobutyl group, nonafluorobutyl group and the like, and each is selected within the range of the designated number of carbon atoms.

  The compound (1) used as the active compound I which is the first active ingredient of the composition of the present invention will be described in detail below.

  Compound (1) also includes any of its stereoisomers and pharmaceutically or veterinarily acceptable salts or N-oxides thereof.

  Compound (1) includes an optically active substance resulting from the presence of one or more asymmetric carbon atoms or an asymmetric sulfur atom, but the present invention includes all optically active substances or racemates. .

  It is recognized by those skilled in the art that, under environmental and physiological conditions, a salt of a compound is in equilibrium with its corresponding non-salt form, so that the salt shares the biological utility of the non-salt state. Accordingly, various types of salts of compound (1) are useful. Examples of the salt of compound (1) include hydrobromic acid, hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, acetic acid, butyric acid, fumaric acid, lactic acid, maleic acid, malonic acid, oxalic acid, propionic acid, salicylic acid, tartaric acid, 4 -Acid addition salts with inorganic or organic acids such as toluenesulfonic acid or valeric acid.

  In the compound (1), N-oxide is a compound in which a nitrogen atom constituting a ring on a heterocyclic ring is oxidized. Examples of the heterocyclic ring that can form an N-oxide include a condensed ring containing a pyridine ring.

  Compound (1) is a known compound described in International Patent Application No. 2016/129684, and specific examples thereof include the compounds in Table 1. However, the compounds in Table 1 are for illustration, and the compound (1) used as the active compound I is not limited thereto.

  In the table, “Me” represents a methyl group, and “Et” represents an ethyl group. Moreover, the notation with Q1-1, Q2-1, and Q4-1 in a table | surface represents the following structure.

[Table 1]

―――――――――――――――――――――――――
Q W1 Y2 Y3
―――――――――――――――――――――――――
Q1-1 (A ^1a = Me) CF ₃ CF ₃ H
Q1-1 (A ^1a = Me) CF ₃ H CF ₃
Q1-1 (A ^1a = Me) CF ₂ CF ₃ CF ₃ H
Q1-1 (A ^1a = Me) CF ₂ CF ₃ H CF ₃
Q1-1 (A ^1a = Me) CF ₃ Br H
Q1-1 (A ^1a = Me) CF ₃ H Br
Q1-1 (A ^1a = Me) CF ₂ CF ₃ Br H
Q1-1 (A ^1a = Me) CF ₂ CF ₃ H Br
Q2-1 (R ⁶ = H) CF ₃ CF ₃ H
Q2-1 (R ⁶ = H) CF ₃ H CF ₃
Q2-1 (R ⁶ = H) CF ₂ CF ₃ CF ₃ H
Q2-1 (R ⁶ = H) CF ₂ CF ₃ H CF ₃
Q2-1 (R ⁶ = H) CF ₃ Br H
Q2-1 (R ⁶ = H) CF ₃ H Br
Q2-1 (R ⁶ = H) CF ₂ CF ₃ Br H
Q2-1 (R ⁶ = H) CF ₂ CF ₃ H Br
Q2-1 (R ⁶ = Me) CF ₃ CF ₃ H
Q2-1 (R ⁶ = Me) CF ₃ H CF ₃
Q2-1 (R ⁶ = Me) CF ₂ CF ₃ CF ₃ H
Q2-1 (R ⁶ = Me) CF ₂ CF ₃ H CF ₃
Q2-1 (R ⁶ = Me) CF ₃ Br H
Q2-1 (R ⁶ = Me) CF ₃ H Br
Q2-1 (R ⁶ = Me) CF ₂ CF ₃ Br H
Q2-1 (R ⁶ = Me) CF ₂ CF ₃ H Br
Q4-1 (R ⁶ = H) CF ₃ CF ₃ H
Q4-1 (R ⁶ = H) CF ₃ H CF ₃
Q4-1 (R ⁶ = H) CF ₂ CF ₃ CF ₃ H
Q4-1 (R ⁶ = H) CF ₂ CF ₃ H CF ₃
Q4-1 (R ⁶ = H) CF ₃ Br H
Q4-1 (R ⁶ = H) CF ₃ H Br
Q4-1 (R ⁶ = H) CF ₂ CF ₃ Br H
Q4-1 (R ⁶ = H) CF ₂ CF ₃ H Br
Q4-1 (R ⁶ = Me) CF ₃ CF ₃ H
Q4-1 (R ⁶ = Me) CF ₃ H CF ₃
Q4-1 (R ⁶ = Me) CF ₂ CF ₃ CF ₃ H
Q4-1 (R ⁶ = Me) CF ₂ CF ₃ H CF ₃
Q4-1 (R ⁶ = Me) CF ₃ Br H
Q4-1 (R ⁶ = Me) CF ₃ H Br
Q4-1 (R ⁶ = Me) CF ₂ CF ₃ Br H
Q4-1 (R ⁶ = Me) CF ₂ CF ₃ H Br
―――――――――――――――――――――――――
Specific synthesis examples of compound (1) are shown below, but the synthesis method is not limited to these examples.

  The medium pressure preparative liquid chromatography described in the synthesis example used an intermediate pressure preparative apparatus (Yamazen Co., Ltd.); YFLC-Wprep (flow rate 18 ml / min, silica gel 40 μm column).

The chemical shift value of the proton nuclear magnetic resonance spectrum described below (hereinafter referred to as ¹ H-NMR) is 300 MHz in deuterated chloroform solvent using Me ₄ Si (tetramethylsilane) as a reference substance. (Model: JNM-ECX300 or JNM-ECP300, manufactured by JEOL).

The symbol in the chemical shift value of ¹ H-NMR represents the following meaning.
s: singlet, d: doublet, dd: double doublet, t: triplet, q: quartet, m: multiplet Synthesis Example 1: 2- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1, Synthesis of 2-a] pyridin-2-yl] -3-methyl-7- (perfluoroethyl) imidazo [1,2-c] pyrimidine (Compound No. 2-01) 6- (Perfluoroethyl) pyrimidine- To a mixed solution of 800 mg of 4-amine and 10 ml of chlorobenzene, 2-bromo-1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] was added at room temperature. 1.29 g of propan-1-one was added. After completion of the addition, the reaction mixture was stirred for 9 hours under heating to reflux. After completion of the reaction, 5 ml of 3 mol / L hydrochloric acid aqueous solution was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate (10 ml × 2). The obtained organic layer was dehydrated and dried with saturated brine and then anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by medium pressure preparative liquid chromatography [gradient of n-hexane: ethyl acetate = 100: 0 to 0: 100 (volume ratio, the same applies hereinafter)] to obtain 628 mg of the desired product. Was obtained as a white solid.
Melting point: 223-225 ° C
¹ H-NMR (CDCl ₃ ): δ9.65 (s, 1H), 8.98 (s, 1H), 7.96 (d, J = 1.5Hz, 1H), 7.88 (d, J = 9.3Hz, 1H), 7.64 (dd, J = 9.3, 1.5Hz, 1H), 4.09 (q, J = 7.5Hz, 2H), 2.94 (s, 3H), 1.44 (t, J = 7.5Hz, 3H).
Synthesis Example 2: 6- [3- (Ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] -5-methyl-2- (perfluoroethyl) imidazo [2 , 1-b] [1,3,4] thiadiazole (Compound No. 3-02) Mixed solution of 150 mg of 5- (perfluoroethyl) -1,3,4-thiadiazol-2-amine and 3 ml of bromobenzene Was added 283 mg of 2-bromo-1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one at room temperature. After the addition was complete, the reaction mixture was stirred at 140 ° C. for 6 hours. After completion of the reaction, the reaction mixture was purified by medium pressure preparative liquid chromatography (n-hexane: ethyl acetate = 100: 0 to 0: 100 gradient) to obtain 150 mg of the desired product as a white solid.
¹ H-NMR (CDCl ₃ ): δ9.66-9.61 (m, 1H), 7.84 (d, J = 9.2Hz, 1H), 7.61 (dd, J = 9.2, 1.9 Hz, 1H), 3.99 (q, J = 7.5Hz, 2H), 2.87 (s, 3H), 1.41 (t, J = 7.5Hz, 3H).
Synthesis Example 3: 6- [3- (Ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] -2- (perfluoroethyl) imidazo [2,1-b Synthesis of [1,3,4] thiadiazole (Compound No. 3-01) To a mixed solution of 5- (perfluoroethyl) -1,3,4-thiadiazol-2-amine and 4 ml of bromobenzene at room temperature 2-bromo-1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] ethane-1-one was added in an amount of 300 mg. After completion of the addition, the reaction mixture was stirred at 140 ° C. for 5 hours. After completion of the reaction, 5 ml of a 1 mol / L aqueous sodium hydroxide solution was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate (10 ml × 2). The obtained organic layer was dehydrated and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by medium pressure preparative liquid chromatography (gradient of n-hexane: ethyl acetate = 100: 0 to 0: 100) to obtain 47 mg of the desired product as a white solid.
Melting point: 194-196 ° C
¹ H-NMR (CDCl ₃ ): δ9.60 (s, 1H), 8.81 (s, 1H), 7.87 (d, J = 9.6Hz, 1H), 7.63 (dd, J = 9.6, 1.8Hz, 1H) , 3.62 (q, J = 7.5Hz, 2H), 1.33 (t, J = 7.5Hz, 3H).
Reference Example 1: Synthesis of 2-bromo-1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] ethan-1-one International Publication No. 2016 / Bromo-1- [3- (ethyl) using 5- (trifluoromethyl) pyridin-2-amine as a raw material according to the method described in Step 1 to Step 8 of Reference Example 1 of No. / 126844 (Sulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] ethane-1-one was synthesized.
Melting point: 83-85 ° C
¹ H-NMR (CDCl ₃ ): δ9.70 (s, 1H), 7.92 (d, J = 9.3Hz, 1H), 7.69 (d, J = 9.3Hz, 1H), 4.77 (s, 2H), 3.77 (q, J = 7.5Hz, 2H), 1.39 (t, J = 7.5Hz, 3H).
Reference Example 2: Synthesis of 2-bromo-1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one Step 1: 1 Synthesis of-[3- (ethylthio) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one Step 1 of Reference Example 1 of WO2016 / 129684 Thru | or the synthetic | combination according to the method of the process 5, 3- (ethylthio) -N-methoxy-N-methyl-6- (trifluoromethyl) imidazo [1,2-a] pyridine-2-carboxamide 7.22g Then, 9.34 ml of about 3 mol / L ethylmagnesium bromide diethyl ether solution (manufactured by Tokyo Chemical Industry Co., Ltd.) under a nitrogen atmosphere was added to a mixed solution of 70 ml of tetrahydrofuran and ice. . After completion of the addition, the reaction mixture was stirred for 2 hours under ice cooling. After completion of the reaction, the reaction mixture was added dropwise to 120 ml of a 4 mol / L hydrochloric acid aqueous solution under ice cooling, and extracted with ethyl acetate (50 ml × 2). The obtained organic layer was dehydrated and dried with saturated brine and then anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by medium pressure preparative liquid chromatography (gradient of n-hexane: ethyl acetate = 100: 0 to 50:50) to obtain 5.25 g of the desired product as a pale yellow solid.
Melting point: 115-117 ° C
Step 2: Synthesis of 1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one 2-Bromo-1- [3- 65% by mass of a mixed solution of (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one and 35 ml of chloroform under ice-cooling 6.48 g of metachloroperbenzoic acid (containing about 30% by weight of water) was added. After the addition was complete, the reaction mixture was stirred at room temperature for 2.5 hours. After completion of the reaction, 30 ml of a saturated aqueous sodium thiosulfate solution was added to the reaction mixture, followed by extraction with chloroform (30 ml × 2). The obtained organic layer was washed with 30 ml of 1 mol / L sodium hydroxide aqueous solution, dehydrated and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by medium pressure preparative liquid chromatography (n-hexane: ethyl acetate = 100: 0 to 50:50 gradient) to obtain 3.65 g of the desired product as a white solid.
Melting point: 141-143 ° C
Step 3: Synthesis of 2-bromo-1- [3- (ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one 1- [3- (Ethylsulfonyl) -6- (trifluoromethyl) imidazo [1,2-a] pyridin-2-yl] propan-1-one In a mixed solution of 3.58 g and 20 ml of toluene, about 5.1 mol / 20 g of an acetic acid solution of hydrogen bromide in L and 1.88 g of bromine were sequentially added. After the addition was complete, the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, 10 ml of water was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate (20 ml × 2). The obtained organic layer was washed with a 5 mass% sodium hydrogensulfite aqueous solution, dehydrated and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by medium pressure preparative liquid chromatography (n-hexane: ethyl acetate = 100: 0 to 50:50 gradient) to obtain 4.36 g of the desired product as a pale yellow solid.
Melting point: 145-147 ° C
More specific examples of the compound (1) that can be produced according to the production method described in International Publication No. 2016/129684 and the method described in Synthesis Example 1 to Synthesis Example 3 are shown in Tables 2 to 4. Although shown in Table 4, the compound (1) used as the active compound I which is the first active ingredient of the composition of the present invention is not limited to these.

In the table, “Me” represents a methyl group, and “Et” represents an ethyl group. In the table, “* 1” represents that the compound is solid, and “mp” represents the melting point (unit: ° C.).
[Table 2]

――――――――――――――――――――――――――――――
No. R ³ Y2 Y3 mp
――――――――――――――――――――――――――――――
1-01 CF ₃ H CF ₃ 203-205
1-02 CF ₂ CF ₃ H CF ₃ 229-232
1-03 CF ₃ H Br 205-206
1-04 CF ₂ CF ₃ CF ₃ H 184-185
――――――――――――――――――――――――――――――
[Table 3]

――――――――――――――――――――――――――――――
No. R ³ R ⁶ Y2 Y3 mp
――――――――――――――――――――――――――――――
2-01 CF ₂ CF ₃ Me CF ₃ H 223-225
2-02 CF ₂ CF ₃ Me H CF ₃ 277-279
――――――――――――――――――――――――――――――
[Table 4]

――――――――――――――――――――――――――――――
No. R ⁷ R ⁶ Y2 Y3 mp
――――――――――――――――――――――――――――――
3-01 CF ₂ CF ₃ H CF ₃ H 194-196
3-02 CF ₂ CF ₃ Me CF ₃ H * 1
――――――――――――――――――――――――――――――
Table ¹ shows ¹ H-NMR data of compounds having no melting point among the condensed heterocyclic compounds described in Tables 2 to 4.

The proton nuclear magnetic resonance chemical shift value was measured at 300 MHz (model: ECX300 or ECP300, manufactured by JEOL) in deuterated chloroform solvent using Me ₄ Si (tetramethylsilane) as a reference substance. The symbols in Table 5 have the following meanings.
s: singlet, d: doublet, dd: double doublet, t: triplet, q: quartet, m: multiplet [Table 5]
――――――――――――――――――――――――――――――――――――――
No. ¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz).
――――――――――――――――――――――――――――――――――――――
3-02;
9.66-9.61 (m, 1H), 7.84 (d, J = 9.2Hz, 1H), 7.61 (dd, J = 9.2, 1.9 Hz, 1H), 3.99 (q, J = 7.5Hz, 2H), 2.87 (s , 3H), 1.41 (t, J = 7.5Hz, 3H).
――――――――――――――――――――――――――――――――――――――
The compound contained in the active compound II, which is the second active ingredient of the composition of the present invention, is known as a parasite control agent, an antibacterial agent or a sanitary pest control agent, and the following B-1 to B-23: It is a compound selected from the group. Tables 6 to 16 show specific examples of ectoparasite control agents and sanitary pest control agents, Tables 17 to 24 show specific examples of endoparasite control agents, and Tables 25 to 28. Specific examples of antibacterial agents are shown together with Compound No ..
Active ingredient group B-1; pyrethroid compounds [Table 6]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
A01 esfenvalerate
A02 Fenpropathrin
A03 fenvalerate
A04 alpha cypermethrin
A05 bifenthrin
A06 Cypermethrin
A07 deltamethrin
A08 etofenprox
A09 lambda-cyhalothrin
A10 permethrin
A11 Tefluthrin
A12 zeta-cypermethrin
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-2; Neonicotinoid compounds [Table 7]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
B01 Acetamiprid
B02 Clothianidin
B03 dinotefuran
B04 Imidacloprid
B05 Nitenpyram
B06 thiamethoxam
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-3; Insect growth regulator [Table 8]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
C01 Chromafenozide
C02 Phenoxycarb
C03 lufenuron
C04 Metoprene
C05 pyriproxyfen
C06 Triflumuron
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-4; organophosphorus compounds [Table 9]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
D01 Chlorpyrifos
D02 Chlorpyrifos-methyl
D03 diazinon
D04 Dichlorvos
D05 fenitrothion
D06 fenthion
D07 malathion
D08 pirimiphos-methyl
D09 tetrachlorvinphos
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-5: Phenylpyrazole compounds [Table 10]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
E01 Ethiprole
E02 fipronil
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-6; Carbamate compounds [Table 11]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
F01 propoxur
F02 Carbaryl
F03 bendiocarb
F04 metoxadiazone
F05 Fenobucarb
F06 Carbofuran
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-7; isoxazoline compounds [Table 12]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
G01 afoxolaner
G02 Fluralaner
G03 Fluxametamide
G04 sarolaner
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-8: Macrocyclic lactone (macrolide) compound [Table 13]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
H01 Avermectin
H02 Ivermectin
H03 Doramectin
H04 Eprinomectin
H05 Madeuramycin
H06 milbemycin
H07 milbemycin oxime
H08 Moxidectin
H09 selamectin
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-9; Oxadiazine compounds [Table 14]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
I01 Indoxacarb
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-10; formamidine-based compound [Table 15]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
J01 Amitraz
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-11; Other compounds [Table 16]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
K01 bistrifluron
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-12: Pyrimidine compounds [Table 17]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
L01 pyrantel pamoate
L02 Oxantel pamoate (oxantel pamoate)
L03 Oxantel tartrate (oxantel tartrate)
L04 Morantel tartrate
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-13; Nitroimidazole compound [Table 18]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
M01 febantel
M02 albendazole
M03 fenbendazole
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-14; imidazothiazole compounds [Table 19]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
N01 levamisole
N02 tetramisole hydrochloride
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-15; benzimidazole compounds [Table 20]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
O01 mebendazole
O02 albendazole
O03 thiabendazole
O04 triclabendazole
O05 Oxibendazole
O06 mebendazole
O07 Flubendazole
O08 cambendazole
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-16; Piperazine compounds [Table 21]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
P01 Piperazine citrate
P02 Piperazine phosphate
P03 Piperazine adipate
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-17; salicylanilide compound [Table 22]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
Q01 niclosamide
Q02 closantel
Q03 Oxyclozanide
Q04 rafoxanide
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-18; tetrahydropyrimidine compounds [Table 23]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
S01 Praziquantel
S02 epsiprantel
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-19; Other compounds [Table 24]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
T01 Atovaguone
T02 bithionol
T03 clorsulon
T04 metronidazole
T05 Carnidazole
T06 chloroquine
T07 Diethylcarbamazine
T08 Dichlorophen
T09 monepantel
T10 clazuril
T11 coumaphos
T12 diminazene
T13 Dithiazanine iodide
T14 Emodepside
T15 glycalpyramide
T16 Imidocarb
T17 mefloquine hydrochloride
T18 melarsamine hydrochloride
T19 metyridine
T20 dinitolmide
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-20; β-lactam compounds [Table 25]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
U01 Amoxicillin
U02 ampicillin
U03 Cefapirin
U04 Cefazolin sodium
U05 cefquinome
U06 ceftiofur
U07 penicillin
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-21; tetracycline compounds [Table 26]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
V01 Chlortetracycline
V02 Oxytetracycline
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-22; Quinolone compounds [Table 27]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
W01 Danofloxacin
W02 Difloxacin
W03 Oxolinic acid
――――――――――――――――――――――――――――――――――――――
Active ingredient group B-23; Other compounds [Table 28]
――――――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――――
Y01 enrofloxacin
Y02 Florfenicol
Y03 lincomycin
Y04 lomefloxacin
Y05 Marbofloxacin
Y06 Miloxacin
Y07 mirosamycin
Y08 norfloxacin
Y09 ofloxacin
Y10 orbifloxacin
Y11 valnemulin
Y12 thiamphenicol
Y13 tiamulin fumarate
Y14 tilmicosin phosphate
Y15 Acetyl isovaleryltylosin acetate isovaleric acid
Y16 tylosin phosphate
Y17 tulathromycin
Y18 ketoconazole
Y19 miconazole nitrate
Y20 clavulanic acid
――――――――――――――――――――――――――――――――――――――
Next, examples of combinations of active compound I which is the first active ingredient of the composition of the present invention and active compound II which is the second active ingredient are listed below. In the following notation, for example, “(1-01) + (B01)” indicates that the active compound I is the compound No. 1-01 in Table 2 and the active compound II is the compound in Table 7. Represents a combination of No. B01 acetamiprid.

Examples of compound combinations:
`` (1-01) + (A01) '', `` (1-01) + (A02) '', `` (1-01) + (A03) '', `` (1-01) + (A04) '', `` ( 1-01) + (A05) '', `` (1-01) + (A06) '', `` (1-01) + (A07) '', `` (1-01) + (A08) '', `` (1- 01) + (A09) '', `` (1-01) + (A10) '', `` (1-01) + (A11) '', `` (1-01) + (A12) '', `` (1-01) + (B01), (1-01) + (B02), (1-01) + (B03), (1-01) + (B04), (1-01) + ( B05), (1-01) + (B06), (1-01) + (C01), (1-01) + (C02), (1-01) + (C03) ”,“ (1-01) + (C04) ”,“ (1-01) + (C05) ”,“ (1-01) + (C06) ”,“ (1-01) + (D01) ”, `` (1-01) + (D02) '', `` (1-01) + (D03) '', `` (1-01) + (D04) '', `` (1-01) + (D05) '', `` ( 1-01) + (D06) '', `` (1-01) + (D07) '', `` (1-01) + (D08) '', `` (1-01) + (D09) '', `` (1- 01) + (E01) '', `` (1-01) + (E02) '', `` (1-01) + (F01) '', `` (1-01) + (F02) '', `` (1-01) + (F03), (1-01) + (F04), (1-01) + (F05), (1-01) + (F06), (1-01) + ( G01), (1-01) + (G02), (1-01) + (G03), (1-01) + (G04), (1-01) + (H01) ”,“ (1-01) + (H02) ”,“ (1-01) + (H0 3) '', `` (1-01) + (H04) '', `` (1-01) + (H05) '', `` (1-01) + (H06) '', `` (1-01) + (H07) ”,“ (1-01) + (H08) ”,“ (1-01) + (H09) ”,“ (1-01) + (I01) ”,“ (1-01) + (J01) ”, `` (1-01) + (K01) '', `` (1-01) + (L01) '', `` (1-01) + (L02) '', `` (1-01) + (L03) '', `` ( 1-01) + (L04) '', `` (1-01) + (M01) '', `` (1-01) + (M02) '', `` (1-01) + (M03) '', `` (1- 01) + (N01) '', `` (1-01) + (N02) '', `` (1-01) + (O01) '', `` (1-01) + (O02) '', `` (1-01) + (O03), (1-01) + (O04), (1-01) + (O05), (1-01) + (O06), (1-01) + ( O07), (1-01) + (O08), (1-01) + (P01), (1-01) + (P02), (1-01) + (P03) ”,“ (1-01) + (Q01) ”,“ (1-01) + (Q02) ”,“ (1-01) + (Q03) ”,“ (1-01) + (Q04) ”, `` (1-01) + (S01) '', `` (1-01) + (S02) '', `` (1-01) + (T01) '', `` (1-01) + (T02) '', `` ( 1-01) + (T03) '', `` (1-01) + (T04) '', `` (1-01) + (T05) '', `` (1-01) + (T06) '', `` (1- 01) + (T07) '', `` (1-01) + (T08) '', `` (1-01) + (T09) '', `` (1-01) + (T10) '', `` (1-01) + (T11) '', `` (1-01) + (T12) '', `` (1 -01) + (T13) '', `` (1-01) + (T14) '', `` (1-01) + (T15) '', `` (1-01) + (T16) '', `` (1-01 ) + (T17) '', `` (1-01) + (T18) '', `` (1-01) + (T19) '', `` (1-01) + (T20) '', `` (1-01) + (U01) '', `` (1-01) + (U02) '', `` (1-01) + (U03) '', `` (1-01) + (U04) '', `` (1-01) + (U05 ) '', `` (1-01) + (U06) '', `` (1-01) + (U07) '', `` (1-01) + (V01) '', `` (1-01) + (V02) '' , “(1-01) + (W01)”, “(1-01) + (W02)”, “(1-01) + (W03)”, “(1-01) + (Y01)”, “ (1-01) + (Y02) '', `` (1-01) + (Y03) '', `` (1-01) + (Y04) '', `` (1-01) + (Y05) '', `` (1 -01) + (Y06) '', `` (1-01) + (Y07) '', `` (1-01) + (Y08) '', `` (1-01) + (Y09) '', `` (1-01 ) + (Y10) '', `` (1-01) + (Y11) '', `` (1-01) + (Y12) '', `` (1-01) + (Y13) '', `` (1-01) + (Y14) '', `` (1-01) + (Y15) '', `` (1-01) + (Y16) '', `` (1-01) + (Y17) '', `` (1-01) + (Y18 ) "," (1-01) + (Y19) "," (1-01) + (Y20) ",
`` (1-02) + (A01) '', `` (1-02) + (A02) '', `` (1-02) + (A03) '', `` (1-02) + (A04) '', `` ( 1-02) + (A05) '', `` (1-02) + (A06) '', `` (1-02) + (A07) '', `` (1-02) + (A08) '', `` (1- 02) + (A09) '', `` (1-02) + (A10) '', `` (1-02) + (A11) '', `` (1-02) + (A12) '', `` (1-02) + (B01) '', `` (1-02) + (B02) '', `` (1-02) + (B03) '', `` (1-02) + (B04) '', `` (1-02) + ( B05) '', `` (1-02) + (B06) '', `` (1-02) + (C01) '', `` (1-02) + (C02) '', `` (1-02) + (C03) ”,“ (1-02) + (C04) ”,“ (1-02) + (C05) ”,“ (1-02) + (C06) ”,“ (1-02) + (D01) ”, `` (1-02) + (D02) '', `` (1-02) + (D03) '', `` (1-02) + (D04) '', `` (1-02) + (D05) '', `` ( 1-02) + (D06) '', `` (1-02) + (D07) '', `` (1-02) + (D08) '', `` (1-02) + (D09) '', `` (1- 02) + (E01) '', `` (1-02) + (E02) '', `` (1-02) + (F01) '', `` (1-02) + (F02) '', `` (1-02) + (F03), (1-02) + (F04), (1-02) + (F05), (1-02) + (F06), (1-02) + ( G01) '', `` (1-02) + (G02) '', `` (1-02) + (G03) '', `` (1-02) + (G04) '', `` (1-02) + (H01) ”,“ (1-02) + (H02) ”,“ (1-02) + (H0 3) '', `` (1-02) + (H04) '', `` (1-02) + (H05) '', `` (1-02) + (H06) '', `` (1-02) + (H07) ”,“ (1-02) + (H08) ”,“ (1-02) + (H09) ”,“ (1-02) + (I01) ”,“ (1-02) + (J01) ”, `` (1-02) + (K01) '', `` (1-02) + (L01) '', `` (1-02) + (L02) '', `` (1-02) + (L03) '', `` ( 1-02) + (L04) '', `` (1-02) + (M01) '', `` (1-02) + (M02) '', `` (1-02) + (M03) '', `` (1- 02) + (N01) '', `` (1-02) + (N02) '', `` (1-02) + (O01) '', `` (1-02) + (O02) '', `` (1-02) + (O03), (1-02) + (O04), (1-02) + (O05), (1-02) + (O06), (1-02) + ( O07) '', `` (1-02) + (O08) '', `` (1-02) + (P01) '', `` (1-02) + (P02) '', `` (1-02) + (P03) ”,“ (1-02) + (Q01) ”,“ (1-02) + (Q02) ”,“ (1-02) + (Q03) ”,“ (1-02) + (Q04) ”, `` (1-02) + (S01) '', `` (1-02) + (S02) '', `` (1-02) + (T01) '', `` (1-02) + (T02) '', `` ( 1-02) + (T03) '', `` (1-02) + (T04) '', `` (1-02) + (T05) '', `` (1-02) + (T06) '', `` (1- 02) + (T07) '', `` (1-02) + (T08) '', `` (1-02) + (T09) '', `` (1-02) + (T10) '', `` (1-02) + (T11) '', `` (1-02) + (T12) '', `` (1 -02) + (T13) '', `` (1-02) + (T14) '', `` (1-02) + (T15) '', `` (1-02) + (T16) '', `` (1-02 ) + (T17) '', `` (1-02) + (T18) '', `` (1-02) + (T19) '', `` (1-02) + (T20) '', `` (1-02) + (U01) '', `` (1-02) + (U02) '', `` (1-02) + (U03) '', `` (1-02) + (U04) '', `` (1-02) + (U05 ) '', `` (1-02) + (U06) '', `` (1-02) + (U07) '', `` (1-02) + (V01) '', `` (1-02) + (V02) '' , “(1-02) + (W01)”, “(1-02) + (W02)”, “(1-02) + (W03)”, “(1-02) + (Y01)”, “ (1-02) + (Y02) '', `` (1-02) + (Y03) '', `` (1-02) + (Y04) '', `` (1-02) + (Y05) '', `` (1 -02) + (Y06) '', `` (1-02) + (Y07) '', `` (1-02) + (Y08) '', `` (1-02) + (Y09) '', `` (1-02 ) + (Y10) '', `` (1-02) + (Y11) '', `` (1-02) + (Y12) '', `` (1-02) + (Y13) '', `` (1-02) + (Y14) '', `` (1-02) + (Y15) '', `` (1-02) + (Y16) '', `` (1-02) + (Y17) '', `` (1-02) + (Y18 ) "," (1-02) + (Y19) "," (1-02) + (Y20) ",
`` (1-03) + (A01) '', `` (1-03) + (A02) '', `` (1-03) + (A03) '', `` (1-03) + (A04) '', `` ( 1-03) + (A05) '', `` (1-03) + (A06) '', `` (1-03) + (A07) '', `` (1-03) + (A08) '', `` (1- 03) + (A09) '', `` (1-03) + (A10) '', `` (1-03) + (A11) '', `` (1-03) + (A12) '', `` (1-03) + (B01) '', `` (1-03) + (B02) '', `` (1-03) + (B03) '', `` (1-03) + (B04) '', `` (1-03) + ( B05) '', `` (1-03) + (B06) '', `` (1-03) + (C01) '', `` (1-03) + (C02) '', `` (1-03) + (C03) ”,“ (1-03) + (C04) ”,“ (1-03) + (C05) ”,“ (1-03) + (C06) ”,“ (1-03) + (D01) ”, `` (1-03) + (D02) '', `` (1-03) + (D03) '', `` (1-03) + (D04) '', `` (1-03) + (D05) '', `` ( 1-03) + (D06) '', `` (1-03) + (D07) '', `` (1-03) + (D08) '', `` (1-03) + (D09) '', `` (1- 03) + (E01) '', `` (1-03) + (E02) '', `` (1-03) + (F01) '', `` (1-03) + (F02) '', `` (1-03) + (F03), (1-03) + (F04), (1-03) + (F05), (1-03) + (F06), (1-03) + ( G01) '', `` (1-03) + (G02) '', `` (1-03) + (G03) '', `` (1-03) + (G04) '', `` (1-03) + (H01) ”,“ (1-03) + (H02) ”,“ (1-03) + (H0 3) '', `` (1-03) + (H04) '', `` (1-03) + (H05) '', `` (1-03) + (H06) '', `` (1-03) + (H07) ”,“ (1-03) + (H08) ”,“ (1-03) + (H09) ”,“ (1-03) + (I01) ”,“ (1-03) + (J01) ”, `` (1-03) + (K01) '', `` (1-03) + (L01) '', `` (1-03) + (L02) '', `` (1-03) + (L03) '', `` ( 1-03) + (L04) '', `` (1-03) + (M01) '', `` (1-03) + (M02) '', `` (1-03) + (M03) '', `` (1- 03) + (N01) '', `` (1-03) + (N02) '', `` (1-03) + (O01) '', `` (1-03) + (O02) '', `` (1-03) + (O03), (1-03) + (O04), (1-03) + (O05), (1-03) + (O06), (1-03) + ( O07), (1-03) + (O08), (1-03) + (P01), (1-03) + (P02), ((1-03) + (P03) ”,“ (1-03) + (Q01) ”,“ (1-03) + (Q02) ”,“ (1-03) + (Q03) ”,“ (1-03) + (Q04) ”, `` (1-03) + (S01) '', `` (1-03) + (S02) '', `` (1-03) + (T01) '', `` (1-03) + (T02) '', `` ( 1-03) + (T03) '', `` (1-03) + (T04) '', `` (1-03) + (T05) '', `` (1-03) + (T06) '', `` (1- 03) + (T07) '', `` (1-03) + (T08) '', `` (1-03) + (T09) '', `` (1-03) + (T10) '', `` (1-03) + (T11) '', `` (1-03) + (T12) '', `` (1 -03) + (T13) '', `` (1-03) + (T14) '', `` (1-03) + (T15) '', `` (1-03) + (T16) '', `` (1-03 ) + (T17) '', `` (1-03) + (T18) '', `` (1-03) + (T19) '', `` (1-03) + (T20) '', `` (1-03) + (U01) '', `` (1-03) + (U02) '', `` (1-03) + (U03) '', `` (1-03) + (U04) '', `` (1-03) + (U05 ) '', `` (1-03) + (U06) '', `` (1-03) + (U07) '', `` (1-03) + (V01) '', `` (1-03) + (V02) '' , “(1-03) + (W01)”, “(1-03) + (W02)”, “(1-03) + (W03)”, “(1-03) + (Y01)”, “ (1-03) + (Y02) '', `` (1-03) + (Y03) '', `` (1-03) + (Y04) '', `` (1-03) + (Y05) '', `` (1 -03) + (Y06) '', `` (1-03) + (Y07) '', `` (1-03) + (Y08) '', `` (1-03) + (Y09) '', `` (1-03 ) + (Y10) '', `` (1-03) + (Y11) '', `` (1-03) + (Y12) '', `` (1-03) + (Y13) '', `` (1-03) + (Y14) '', `` (1-03) + (Y15) '', `` (1-03) + (Y16) '', `` (1-03) + (Y17) '', `` (1-03) + (Y18 ) "," (1-03) + (Y19) "," (1-03) + (Y20) ",
`` (1-04) + (A01) '', `` (1-04) + (A02) '', `` (1-04) + (A03) '', `` (1-04) + (A04) '', `` ( (1-04) + (A05) '', `` (1-04) + (A06) '', `` (1-04) + (A07) '', `` (1-04) + (A08) '', `` (1- 04) + (A09) '', `` (1-04) + (A10) '', `` (1-04) + (A11) '', `` (1-04) + (A12) '', `` (1-04) + (B01) '', `` (1-04) + (B02) '', `` (1-04) + (B03) '', `` (1-04) + (B04) '', `` (1-04) + ( B05) '', `` (1-04) + (B06) '', `` (1-04) + (C01) '', `` (1-04) + (C02) '', `` (1-04) + (C03) ”,“ (1-04) + (C04) ”,“ (1-04) + (C05) ”,“ (1-04) + (C06) ”,“ (1-04) + (D01) ”, `` (1-04) + (D02) '', `` (1-04) + (D03) '', `` (1-04) + (D04) '', `` (1-04) + (D05) '', `` ( (1-04) + (D06) '', `` (1-04) + (D07) '', `` (1-04) + (D08) '', `` (1-04) + (D09) '', `` (1- 04) + (E01) '', `` (1-04) + (E02) '', `` (1-04) + (F01) '', `` (1-04) + (F02) '', `` (1-04) + (F03), (1-04) + (F04), (1-04) + (F05), (1-04) + (F06), (1-04) + ( G01), (1-04) + (G02), (1-04) + (G03), (1-04) + (G04), (1-04) + (H01) "," (1-04) + (H02) "," (1-04) + (H0 3) '', `` (1-04) + (H04) '', `` (1-04) + (H05) '', `` (1-04) + (H06) '', `` (1-04) + (H07) , "(1-04) + (H08)", "(1-04) + (H09)", "(1-04) + (I01)", "(1-04) + (J01)", `` (1-04) + (K01) '', `` (1-04) + (L01) '', `` (1-04) + (L02) '', `` (1-04) + (L03) '', `` ( (1-04) + (L04) '', `` (1-04) + (M01) '', `` (1-04) + (M02) '', `` (1-04) + (M03) '', `` (1- 04) + (N01) '', `` (1-04) + (N02) '', `` (1-04) + (O01) '', `` (1-04) + (O02) '', `` (1-04) + (O03), (1-04) + (O04), (1-04) + (O05), (1-04) + (O06), (1-04) + ( O07), (1-04) + (O08), (1-04) + (P01), (1-04) + (P02), (1-04) + (P03) "," (1-04) + (Q01) "," (1-04) + (Q02) "," (1-04) + (Q03) "," (1-04) + (Q04) ", `` (1-04) + (S01) '', `` (1-04) + (S02) '', `` (1-04) + (T01) '', `` (1-04) + (T02) '', `` ( 1-04) + (T03) '', `` (1-04) + (T04) '', `` (1-04) + (T05) '', `` (1-04) + (T06) '', `` (1- 04) + (T07) '', `` (1-04) + (T08) '', `` (1-04) + (T09) '', `` (1-04) + (T10) '', `` (1-04) + (T11) '', `` (1-04) + (T12) '', `` (1 -04) + (T13) '', `` (1-04) + (T14) '', `` (1-04) + (T15) '', `` (1-04) + (T16) '', `` (1-04 ) + (T17) '', `` (1-04) + (T18) '', `` (1-04) + (T19) '', `` (1-04) + (T20) '', `` (1-04) + (U01) '', `` (1-04) + (U02) '', `` (1-04) + (U03) '', `` (1-04) + (U04) '', `` (1-04) + (U05 ) '', `` (1-04) + (U06) '', `` (1-04) + (U07) '', `` (1-04) + (V01) '', `` (1-04) + (V02) '' , “(1-04) + (W01)”, “(1-04) + (W02)”, “(1-04) + (W03)”, “(1-04) + (Y01)”, “ (1-04) + (Y02) '', `` (1-04) + (Y03) '', `` (1-04) + (Y04) '', `` (1-04) + (Y05) '', `` (1 -04) + (Y06) '', `` (1-04) + (Y07) '', `` (1-04) + (Y08) '', `` (1-04) + (Y09) '', `` (1-04 ) + (Y10) '', `` (1-04) + (Y11) '', `` (1-04) + (Y12) '', `` (1-04) + (Y13) '', `` (1-04) + (Y14) '', `` (1-04) + (Y15) '', `` (1-04) + (Y16) '', `` (1-04) + (Y17) '', `` (1-04) + (Y18 ) "," (1-04) + (Y19) "," (1-04) + (Y20) ",
`` (2-01) + (A01) '', `` (2-01) + (A02) '', `` (2-01) + (A03) '', `` (2-01) + (A04) '', `` ( 2-01) + (A05) '', `` (2-01) + (A06) '', `` (2-01) + (A07) '', `` (2-01) + (A08) '', `` (2- 01) + (A09) '', `` (2-01) + (A10) '', `` (2-01) + (A11) '', `` (2-01) + (A12) '', `` (2-01) + (B01), (2-01) + (B02), (2-01) + (B03), (2-01) + (B04), (2-01) + ( B05), (2-01) + (B06), (2-01) + (C01), (2-01) + (C02), (2-01) + (C03) ”,“ (2-01) + (C04) ”,“ (2-01) + (C05) ”,“ (2-01) + (C06) ”,“ (2-01) + (D01) ”, `` (2-01) + (D02) '', `` (2-01) + (D03) '', `` (2-01) + (D04) '', `` (2-01) + (D05) '', `` ( 2-01) + (D06) '', `` (2-01) + (D07) '', `` (2-01) + (D08) '', `` (2-01) + (D09) '', `` (2- 01) + (E01) '', `` (2-01) + (E02) '', `` (2-01) + (F01) '', `` (2-01) + (F02) '', `` (2-01) + (F03), (2-01) + (F04), (2-01) + (F05), (2-01) + (F06), (2-01) + ( G01), (2-01) + (G02), (2-01) + (G03), (2-01) + (G04), (2-01) + (H01) , "(2-01) + (H02)", "(2-01) + (H0 3) '', `` (2-01) + (H04) '', `` (2-01) + (H05) '', `` (2-01) + (H06) '', `` (2-01) + (H07) , "(2-01) + (H08)", "(2-01) + (H09)", "(2-01) + (I01)", "(2-01) + (J01)", `` (2-01) + (K01) '', `` (2-01) + (L01) '', `` (2-01) + (L02) '', `` (2-01) + (L03) '', `` ( 2-01) + (L04) '', `` (2-01) + (M01) '', `` (2-01) + (M02) '', `` (2-01) + (M03) '', `` (2- 01) + (N01) '', `` (2-01) + (N02) '', `` (2-01) + (O01) '', `` (2-01) + (O02) '', `` (2-01) + (O03), (2-01) + (O04), (2-01) + (O05), (2-01) + (O06), (2-01) + ( O07), (2-01) + (O08), (2-01) + (P01), (2-01) + (P02), (2-01) + (P03) , "(2-01) + (Q01)", "(2-01) + (Q02)", "(2-01) + (Q03)", "(2-01) + (Q04)", `` (2-01) + (S01) '', `` (2-01) + (S02) '', `` (2-01) + (T01) '', `` (2-01) + (T02) '', `` ( 2-01) + (T03) '', `` (2-01) + (T04) '', `` (2-01) + (T05) '', `` (2-01) + (T06) '', `` (2- 01) + (T07) '', `` (2-01) + (T08) '', `` (2-01) + (T09) '', `` (2-01) + (T10) '', `` (2-01) + (T11) '', `` (2-01) + (T12) '', `` (2 -01) + (T13) '', `` (2-01) + (T14) '', `` (2-01) + (T15) '', `` (2-01) + (T16) '', `` (2-01 ) + (T17) '', `` (2-01) + (T18) '', `` (2-01) + (T19) '', `` (2-01) + (T20) '', `` (2-01) + (U01) '', `` (2-01) + (U02) '', `` (2-01) + (U03) '', `` (2-01) + (U04) '', `` (2-01) + (U05 ) '', `` (2-01) + (U06) '', `` (2-01) + (U07) '', `` (2-01) + (V01) '', `` (2-01) + (V02) '' , “(2-01) + (W01)”, “(2-01) + (W02)”, “(2-01) + (W03)”, “(2-01) + (Y01)”, “ (2-01) + (Y02) '', `` (2-01) + (Y03) '', `` (2-01) + (Y04) '', `` (2-01) + (Y05) '', `` (2 -01) + (Y06) '', `` (2-01) + (Y07) '', `` (2-01) + (Y08) '', `` (2-01) + (Y09) '', `` (2-01 ) + (Y10) '', `` (2-01) + (Y11) '', `` (2-01) + (Y12) '', `` (2-01) + (Y13) '', `` (2-01) + (Y14) '', `` (2-01) + (Y15) '', `` (2-01) + (Y16) '', `` (2-01) + (Y17) '', `` (2-01) + (Y18 ) "," (2-01) + (Y19) "," (2-01) + (Y20) ",
`` (2-02) + (A01) '', `` (2-02) + (A02) '', `` (2-02) + (A03) '', `` (2-02) + (A04) '', `` ( 2-02) + (A05) '', `` (2-02) + (A06) '', `` (2-02) + (A07) '', `` (2-02) + (A08) '', `` (2- 02) + (A09) '', `` (2-02) + (A10) '', `` (2-02) + (A11) '', `` (2-02) + (A12) '', `` (2-02) + (B01), (2-02) + (B02), (2-02) + (B03), (2-02) + (B04), (2-02) + ( B05) '', `` (2-02) + (B06) '', `` (2-02) + (C01) '', `` (2-02) + (C02) '', `` (2-02) + (C03) ”,“ (2-02) + (C04) ”,“ (2-02) + (C05) ”,“ (2-02) + (C06) ”,“ (2-02) + (D01) ”, `` (2-02) + (D02) '', `` (2-02) + (D03) '', `` (2-02) + (D04) '', `` (2-02) + (D05) '', `` ( 2-02) + (D06) '', `` (2-02) + (D07) '', `` (2-02) + (D08) '', `` (2-02) + (D09) '', `` (2- 02) + (E01) '', `` (2-02) + (E02) '', `` (2-02) + (F01) '', `` (2-02) + (F02) '', `` (2-02) + (F03), (2-02) + (F04), (2-02) + (F05), (2-02) + (F06), (2-02) + ( G01) '', `` (2-02) + (G02) '', `` (2-02) + (G03) '', `` (2-02) + (G04) '', `` (2-02) + (H01) "," (2-02) + (H02) "," (2-02) + (H0 3) '', `` (2-02) + (H04) '', `` (2-02) + (H05) '', `` (2-02) + (H06) '', `` (2-02) + (H07) , "(2-02) + (H08)", "(2-02) + (H09)", "(2-02) + (I01)", "(2-02) + (J01)", `` (2-02) + (K01) '', `` (2-02) + (L01) '', `` (2-02) + (L02) '', `` (2-02) + (L03) '', `` ( 2-02) + (L04) '', `` (2-02) + (M01) '', `` (2-02) + (M02) '', `` (2-02) + (M03) '', `` (2- 02) + (N01) '', `` (2-02) + (N02) '', `` (2-02) + (O01) '', `` (2-02) + (O02) '', `` (2-02) + (O03), (2-02) + (O04), (2-02) + (O05), (2-02) + (O06), (2-02) + ( O07), (2-02) + (O08), (2-02) + (P01), (2-02) + (P02), ((2-02) + (P03) , "(2-02) + (Q01)", "(2-02) + (Q02)", "(2-02) + (Q03)", "(2-02) + (Q04)", `` (2-02) + (S01) '', `` (2-02) + (S02) '', `` (2-02) + (T01) '', `` (2-02) + (T02) '', `` ( 2-02) + (T03) '', `` (2-02) + (T04) '', `` (2-02) + (T05) '', `` (2-02) + (T06) '', `` (2- 02) + (T07) '', `` (2-02) + (T08) '', `` (2-02) + (T09) '', `` (2-02) + (T10) '', `` (2-02) + (T11) '', `` (2-02) + (T12) '', `` (2 -02) + (T13) '', `` (2-02) + (T14) '', `` (2-02) + (T15) '', `` (2-02) + (T16) '', `` (2-02 ) + (T17) '', `` (2-02) + (T18) '', `` (2-02) + (T19) '', `` (2-02) + (T20) '', `` (2-02) + (U01) '', `` (2-02) + (U02) '', `` (2-02) + (U03) '', `` (2-02) + (U04) '', `` (2-02) + (U05 ) '', `` (2-02) + (U06) '', `` (2-02) + (U07) '', `` (2-02) + (V01) '', `` (2-02) + (V02) '' , “(2-02) + (W01)”, “(2-02) + (W02)”, “(2-02) + (W03)”, “(2-02) + (Y01)”, “ (2-02) + (Y02) '', `` (2-02) + (Y03) '', `` (2-02) + (Y04) '', `` (2-02) + (Y05) '', `` (2 -02) + (Y06) '', `` (2-02) + (Y07) '', `` (2-02) + (Y08) '', `` (2-02) + (Y09) '', `` (2-02 ) + (Y10) '', `` (2-02) + (Y11) '', `` (2-02) + (Y12) '', `` (2-02) + (Y13) '', `` (2-02) + (Y14) '', `` (2-02) + (Y15) '', `` (2-02) + (Y16) '', `` (2-02) + (Y17) '', `` (2-02) + (Y18 ) "," (2-02) + (Y19) "," (2-02) + (Y20) ",
`` (3-01) + (A01) '', `` (3-01) + (A02) '', `` (3-01) + (A03) '', `` (3-01) + (A04) '', `` ( 3-01) + (A05) '', `` (3-01) + (A06) '', `` (3-01) + (A07) '', `` (3-01) + (A08) '', `` (3- 01) + (A09) '', `` (3-01) + (A10) '', `` (3-01) + (A11) '', `` (3-01) + (A12) '', `` (3-01) + (B01), (3-01) + (B02), (3-01) + (B03), (3-01) + (B04), (3-01) + ( B05), (3-01) + (B06), (3-01) + (C01), (3-01) + (C02), (3-01) + (C03) , "(3-01) + (C04)", "(3-01) + (C05)", "(3-01) + (C06)", "(3-01) + (D01)", `` (3-01) + (D02) '', `` (3-01) + (D03) '', `` (3-01) + (D04) '', `` (3-01) + (D05) '', `` ( 3-01) + (D06) '', `` (3-01) + (D07) '', `` (3-01) + (D08) '', `` (3-01) + (D09) '', `` (3- 01) + (E01) '', `` (3-01) + (E02) '', `` (3-01) + (F01) '', `` (3-01) + (F02) '', `` (3-01) + (F03), (3-01) + (F04), (3-01) + (F05), (3-01) + (F06), (3-01) + ( G01), (3-01) + (G02), (3-01) + (G03), (3-01) + (G04), (3-01) + (H01) "," (3-01) + (H02) "," (3-01) + (H0 3) '', `` (3-01) + (H04) '', `` (3-01) + (H05) '', `` (3-01) + (H06) '', `` (3-01) + (H07) ”,“ (3-01) + (H08) ”,“ (3-01) + (H09) ”,“ (3-01) + (I01) ”,“ (3-01) + (J01) ”, `` (3-01) + (K01) '', `` (3-01) + (L01) '', `` (3-01) + (L02) '', `` (3-01) + (L03) '', `` ( 3-01) + (L04) '', `` (3-01) + (M01) '', `` (3-01) + (M02) '', `` (3-01) + (M03) '', `` (3- 01) + (N01) '', `` (3-01) + (N02) '', `` (3-01) + (O01) '', `` (3-01) + (O02) '', `` (3-01) + (O03), (3-01) + (O04), (3-01) + (O05), (3-01) + (O06), (3-01) + ( O07), (3-01) + (O08), (3-01) + (P01), (3-01) + (P02), (3-01) + (P03) , "(3-01) + (Q01)", "(3-01) + (Q02)", "(3-01) + (Q03)", "(3-01) + (Q04)", `` (3-01) + (S01) '', `` (3-01) + (S02) '', `` (3-01) + (T01) '', `` (3-01) + (T02) '', `` ( 3-01) + (T03) '', `` (3-01) + (T04) '', `` (3-01) + (T05) '', `` (3-01) + (T06) '', `` (3- 01) + (T07) '', `` (3-01) + (T08) '', `` (3-01) + (T09) '', `` (3-01) + (T10) '', `` (3-01) + (T11) '', `` (3-01) + (T12) '', `` (3 -01) + (T13) '', `` (3-01) + (T14) '', `` (3-01) + (T15) '', `` (3-01) + (T16) '', `` (3-01 ) + (T17) '', `` (3-01) + (T18) '', `` (3-01) + (T19) '', `` (3-01) + (T20) '', `` (3-01) + (U01) '', `` (3-01) + (U02) '', `` (3-01) + (U03) '', `` (3-01) + (U04) '', `` (3-01) + (U05 ) '', `` (3-01) + (U06) '', `` (3-01) + (U07) '', `` (3-01) + (V01) '', `` (3-01) + (V02) '' , “(3-01) + (W01)”, “(3-01) + (W02)”, “(3-01) + (W03)”, “(3-01) + (Y01)”, “ (3-01) + (Y02) '', `` (3-01) + (Y03) '', `` (3-01) + (Y04) '', `` (3-01) + (Y05) '', `` (3 -01) + (Y06) '', `` (3-01) + (Y07) '', `` (3-01) + (Y08) '', `` (3-01) + (Y09) '', `` (3-01 ) + (Y10) '', `` (3-01) + (Y11) '', `` (3-01) + (Y12) '', `` (3-01) + (Y13) '', `` (3-01) + (Y14) '', `` (3-01) + (Y15) '', `` (3-01) + (Y16) '', `` (3-01) + (Y17) '', `` (3-01) + (Y18 ) "," (3-01) + (Y19) "," (3-01) + (Y20) ",
`` (3-02) + (A01) '', `` (3-02) + (A02) '', `` (3-02) + (A03) '', `` (3-02) + (A04) '', `` ( 3-02) + (A05) '', `` (3-02) + (A06) '', `` (3-02) + (A07) '', `` (3-02) + (A08) '', `` (3- 02) + (A09) '', `` (3-02) + (A10) '', `` (3-02) + (A11) '', `` (3-02) + (A12) '', `` (3-02) + (B01) '', `` (3-02) + (B02) '', `` (3-02) + (B03) '', `` (3-02) + (B04) '', `` (3-02) + ( B05) '', `` (3-02) + (B06) '', `` (3-02) + (C01) '', `` (3-02) + (C02) '', `` (3-02) + (C03) , "(3-02) + (C04)", "(3-02) + (C05)", "(3-02) + (C06)", "(3-02) + (D01)", `` (3-02) + (D02) '', `` (3-02) + (D03) '', `` (3-02) + (D04) '', `` (3-02) + (D05) '', `` ( 3-02) + (D06) '', `` (3-02) + (D07) '', `` (3-02) + (D08) '', `` (3-02) + (D09) '', `` (3- 02) + (E01) '', `` (3-02) + (E02) '', `` (3-02) + (F01) '', `` (3-02) + (F02) '', `` (3-02) + (F03), (3-02) + (F04), (3-02) + (F05), (3-02) + (F06), (3-02) + ( G01) '', `` (3-02) + (G02) '', `` (3-02) + (G03) '', `` (3-02) + (G04) '', `` (3-02) + (H01) ”,“ (3-02) + (H02) ”,“ (3-02) + (H0 3) "," (3-02) + (H04) "," (3-02) + (H05) "," (3-02) + (H06) "," (3-02) + (H07) ”,“ (3-02) + (H08) ”,“ (3-02) + (H09) ”,“ (3-02) + (I01) ”,“ (3-02) + (J01) ”, `` (3-02) + (K01) '', `` (3-02) + (L01) '', `` (3-02) + (L02) '', `` (3-02) + (L03) '', `` ( 3-02) + (L04) '', `` (3-02) + (M01) '', `` (3-02) + (M02) '', `` (3-02) + (M03) '', `` (3- 02) + (N01) '', `` (3-02) + (N02) '', `` (3-02) + (O01) '', `` (3-02) + (O02) '', `` (3-02) + (O03), (3-02) + (O04), (3-02) + (O05), (3-02) + (O06), (3-02) + ( O07), (3-02) + (O08), (3-02) + (P01), (3-02) + (P02), ((3-02) + (P03) , "(3-02) + (Q01)", "(3-02) + (Q02)", "(3-02) + (Q03)", "(3-02) + (Q04)", `` (3-02) + (S01) '', `` (3-02) + (S02) '', `` (3-02) + (T01) '', `` (3-02) + (T02) '', `` ( 3-02) + (T03) '', `` (3-02) + (T04) '', `` (3-02) + (T05) '', `` (3-02) + (T06) '', `` (3- 02) + (T07) '', `` (3-02) + (T08) '', `` (3-02) + (T09) '', `` (3-02) + (T10) '', `` (3-02) + (T11) '', `` (3-02) + (T12) '', `` (3 -02) + (T13) '', `` (3-02) + (T14) '', `` (3-02) + (T15) '', `` (3-02) + (T16) '', `` (3-02 ) + (T17) '', `` (3-02) + (T18) '', `` (3-02) + (T19) '', `` (3-02) + (T20) '', `` (3-02) + (U01) '', `` (3-02) + (U02) '', `` (3-02) + (U03) '', `` (3-02) + (U04) '', `` (3-02) + (U05 ) '', `` (3-02) + (U06) '', `` (3-02) + (U07) '', `` (3-02) + (V01) '', `` (3-02) + (V02) '' , “(3-02) + (W01)”, “(3-02) + (W02)”, “(3-02) + (W03)”, “(3-02) + (Y01)”, “ (3-02) + (Y02) '', `` (3-02) + (Y03) '', `` (3-02) + (Y04) '', `` (3-02) + (Y05) '', `` (3 -02) + (Y06) '', `` (3-02) + (Y07) '', `` (3-02) + (Y08) '', `` (3-02) + (Y09) '', `` (3-02 ) + (Y10) '', `` (3-02) + (Y11) '', `` (3-02) + (Y12) '', `` (3-02) + (Y13) '', `` (3-02) + (Y14) '', `` (3-02) + (Y15) '', `` (3-02) + (Y16) '', `` (3-02) + (Y17) '', `` (3-02) + (Y18 ) "," (3-02) + (Y19) "," (3-02) + (Y20) ".

  In the composition of the present invention and the method of the present invention, the suitable mixing ratio of the active compound I which is one or two first active ingredients and the active compound II which is one or more second active ingredients is The active compound II is usually 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight, more preferably 0.1 to 10 parts by weight, based on 1 part by weight of the active compound I.

  The preferred treatment amount of the active ingredient in the composition of the present invention and the method of the present invention depends on the type of target to be controlled, but usually the active compound I is 0.01-100 mg / kg, and the active compound II is 0.01 to 100 mg / kg. Preferably, active compound I is 0.1-50 mg / kg and active compound II is 0.1-50 mg / kg.

  As used herein, “control” or “control” refers to the infestation / infection of parasites and sanitary pests by manifesting effects such as repelling, behavioral abnormality induction, mating disturbance, feeding / blood sucking inhibition, growth inhibition, lethality, etc.・ It means preventing from proliferation.

  The term “animal” in the present specification includes a constant temperature animal and a variable temperature animal kept as industrial animals and pets (companion animals). As a thermostat, for example, mammals such as humans, cows, sheep, goats, pigs, camels, deer, horses, rabbits, dogs, cats, ferrets, buffalos, donkeys, faros deer, reindeer, mice, rats, hamsters, squirrels, Examples include monkeys, and fur animals such as mink, chinchilla, and raccoon. Examples of birds include chickens, geese, turkeys, ducks, pigeons, parrots, and quails. Examples of fish include flounder, amberjack, yellowtail, red sea bream, tiger puffer, grouper, tilapia, and the like, but specific examples of animals are not limited to these.

  The “parasite” in the present specification means a parasite that becomes a pathogen causing damage to an animal, and unless otherwise specified, refers to an endoparasite and an ectoparasite. Endoparasites are parasites that lurk within the host's body, including parasitic helminths (eg, fluke, tapeworms and nematodes) and protozoa. Ectoparasites are arthropod organisms that feed through or on the skin of their host (eg, arachnids, insects and crustaceans (eg, copepods, nematodes), suitable arachnids Are mites, such as ticks and ticks other than ticks, suitable insects include small insects, fleas, mosquitoes, biting flies (eg, fly flies, fly flies, black flies, foals), bed bugs and The preferred compounds of the present invention can be used for the treatment of parasites, i.e. for the treatment of parasitic infection or infestation of parasites, specifically the following parasites, for example: Examples are not limited to these.

Cattle lice Short-nosed cattle louse (Haematopinus eurysternus), Cattle lice Tail switch louse (Haematopinus quadripertusus), Pig lice Large pig louse (Haematopinus suis), Water lice Buffalo louse (Haematopinus tuberculaos), Dog lice L nosed cattle louse (Linognathus vituri), Rabbit louse (Haemodipsus ventricosus), Little Blue cattle louse (Solenopotes capillatus), Human louse Head louse (Pediculus humanus), Mouse louse (Purax louse (Purapluse, Pirax) ) And other white louse species (Anoplur spp.), Pediculus species (Pediculus spp.), Pthirus spp., Solenopotes spp.
Chicken head loaster (chicken louse) Goniodes dissmilis), Fluff louse (Goniodes gallinae), Buzzard Large hen louse (Goniodes gigas), Wing louse (Lipeurus caponis), Cattle wing Cattle chewing louse (Damalinia lostrat) Dog biting louse (Trichodectes canis), sheep lice Sheep body louse (Bovicola ovis), Bobicola limbata, goat biting louse (Bovicola caprae), Lepicentron ovis (Lepikentron ovis)・ Menacanthus spp., Menocanthus spp., Bovicola spp., Werneckiella spp., Chicken shaft louse (Menopon gallinae) Lepidkentron spp., Trichodectes spp., Felicola spp., Etc.
Yellow fever mosquito (Aedes aegypti), Asian tiger mosquito (Aedes albopictus), Aedes taeniorhynchus, African malaria mosquito (Anopheles gambie, Anopheles gambie) Calliphora lata, Bottle fly (Calliphora vicina), Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex moss Culex tarsalis), Lesser house fly (Fannia canicularis), Sarcophaga carnaria, Stable fly (Stomoxys calcitrans), Tipula paludosa, sheep Golden flies Australian sheep blowfly (Lucilia cuprina), Common green bottle fly (Lucilia sericata), Simulium reptans, Chicken midge (Culicoides arakawae), Phlebotomus papatasi, Phlebotomus papatasi (Phlebotomus longipalpis), Odagmia ornata, Wilhelmia equina, Boophthora erythrocephala, Tabanus bromius, Tabus dus us atratus), Tabanus sudeticus, Hybomitra ciurea, Splayed deerfly (Chrysops caecutiens), Chrysops relictus, co Common horse fly (Haematopota pluvialis), Haematopota italica, Face fly (Musca autumnalis), House fly (Musca domestica), Horn fly (Haematobia irritans irritans), Haematobia irritans Gua (Haematobia irritans exigua), Haematobia stimulans, Sheep headfly (Hydrotaea irritans), Hydrotaea albipuncta, Blow fly (Chrysomya chloropyga), Old world fly (Chrysomya bezziana), Sweet fly (Morellia simplex), sheep flies Sheep nasal bot fly (Oestrus ovis), Drosophila Warble fly (Hypoderma bovis), Common duck fly Common cattle grub (Hypoderma lineatum) valskiana silenus), human botfly (Dermatobia hominis), sheep lice (Melophagus ovinus), Lipoptena capreoli (Lipoptena cervi), Hippoposca varie (H) ), Horsefly bot fly (Gasterophilus intestinalis), Gasterophilus haemorroidalis, Gasterophilus inermis, Red-footed fly Throat bot fly (Gasterophilus nasalis), Gastroophilus grifos・ Perum (Gasterophilus pecorum), Tsetse fly (Glossina morsitans, G. palpalis), Braula coeca (Aedes spp.), Anopheles spp. Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysopus Species (Chrysops spp.), Odagmia spp., Wilhelmia spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp .), Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia (Chrysomyia spp.), Wolfalhrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca Diptera belonging to species (Hippobosca spp.), Lipoptena spp., Melofaggus spp., Rhinoestrus spp., Tipula spp.
Chicken flea Hen flea (Ceratophyllus gallinae), Japanese flea Chigoe flea (Tunga penetrans), Dog flea Dog flea (Ctenocephalides canis), Cat flea Cat flea (Ctenocephalides felis), Chicken flea Sticktight flea (Echidnopha gallinae) , Siphonaptera belonging to Oriental rat flea (Xenopsylla cheopis), etc.
Nagai tick Fowl tick (Argas persicus), cucumber mite Pigeon tick (Argas reflexus), Japanese tick tick Soft tick (Ornithodorus moubata), earthworm tick Spinose ear tick (Otobius megnini), oxid tick Tropical cattle tick (Rhipicephalus (Boophilus) blue chic, African tic) tick (Rhipicephalus (Boophilus) decoloratus), Blue cattle tick (Rhipicephalus (Boophilus) annulatus), Lipisephalus (Boophilus) calcertus, Hyalomma anatolicumy pt ), Bon-legged tick Bont-legged tick (Hyalomma marginatum), Small-bon-legged tick Small smooth bont-legged tick (Hyalomma transiens), Asian blue tick Asian blue tick (Rhipicephalus evertsi), Madani Hima castor bean tick ( Ixodes ricinus), hedgehog tick (Ixodes hexagonus), dog tick Dog tick (Ixodes canisuga), Western black-legged tick (Ixodes pilosus), caro paralysis tick (Ixodes rubicundus), deer mite Deer tick (Ixodes scapularis), Australian paralysis tick (Ixodes holocyclus), Common rodent tick (Haemaphysalis concinna), Red sheep tick (Haemaphysalis punctata), Haemaphysalis cinnabarina (Haemaphysalis cinnabarina) ), Haemaphysalis otophila, Yellow dog tick Yellow dog tick (Haemaphysalis leachi), Bush tick (Haemaphysalis longicornis), Ornate sheep tick (Dermacentor marginatus), Ornate Ornate dog tick (Dermacentor reticulatus), Meadow tick (Dermacentor pictus), Winter tick (Dermacentor albipictus), Rocky Mountain wood tick (Dermacentor andersoni), American dog tick American dog tick (Dermacentor variis) , Hyalomma mauritanicus, Hynelomma mauritanicus, Kennel tick (Rhipicephalus sanguineus), Brown ear tick (Rhipicephalus bursa), Brown ear tick (Rhipicephalus appendiculatus), Lipisephalsis Rhipicephalus turanicus, Rhipicephalus zambeziensis, Lone star tic Lone star tick (Amblyomma americanum), Tropical bont tick (Amblyomma variega) tum), golf court tic Gulf coast tick (Amblyomma maculatum), South African bot tick (Ornithonyssus bursa), Northern Fowl Mite (Ornithonyssus sylviarum), Honeybee mite (Varroa mite (Varroa jacobsoni), Argas spp.), Ornithodorus spp., Otobius sp (Otobius sp) Ixodes spp., Amblyomma spp., Ryuicephalus (Boophilus), spp., Dermacentor spp., Haemophysalis spp. , Hyalomma spp., Dermanyssus spp. Rhipicephalus spp. (Original genus is multi-host tick), Ornithonyssus spp., Pneumonyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma (Sternostoma spp.) spp.), Varroa spp., Acarapis spp. etc., Acarina and Mesostigmata
Shrimp (Oribatida) ticks such as Haplochthonius simplex, Southern tick (Chelacaropsis moorei), Scarlet tick (Cheyletiella blakei), Rabbit fur mite (Cheyletiella parasitovorax), Scarlet tick (Cheyletiellas hey ), Scarlet mite (Cheyletus malaccensis), Dog follicle mite (Demodex canis), Caterpillar mite Cat follicle mite (Demodex cati), Acne mite Face mite (Demodex folliculorum), Caterpillar mite Cattle folliclevis mite (Demodex bode) (Demodex ovis), Demodex caprae, Demodex equi, Demodex caballi, Scaroptes suis mite (Demodex suis), Eutrombbicula wichmanni, Tsuruga Mussel Trombiculid mite (Helenicula miyagawai), Red horn beetle (Leptotrombidium akamushi), Japanese horned beetle (Leptotrombidium pallida), Japanese cypress Tsutsutsugamushi mite (Leptotrombidium scutellare), Sayaashi cynoid mite Cheese mite (Tyrophagus putrescentiae), Cyprinus spider mite Feather mite (Pterolichus obtusus), chick spider mite Feather mite (Megninia cubitalis), American house dust mite (Dermatophagoides farinae), Yake leopard mite Scarlet mite Chorioptic mange mite (Chorioptes bovis), Dog Mimi Scarlet mite Dog ear mite (Otodectes cynotis), Cattle scorpion mite Psoroptic mite (Psoroptes communis), Rabbit scorpion mite mite Rabbit ear mite Psoroptes cuniculi), Sheep scab mite (Psoroptes ovis), Psoroptes equi, Pichorite itch mite (Sarcoptes scabiei), Sarcoptes bovis, Sarcoptes ovis, Sarcoptes oopt Lupicaprae (Sarcoptes rupicaprae (= S. Caprae), Sarcoptes equi, Sarcoptes suis, Cat mange mite (Notoedres cati), Mite itch mite (Sarcoptis canest) mite (Neotrombicula autumnalis), Neotrombicula desaleri, Neoschoengastia xerothermobia, Trombicula akamushi, Psoroptes ovis, Psoroptes ovis (Pneumonyssoides mange), canine nasal mite (Pneumonyssoides caninum), red beetle Honey bee tracheal mite (Acarapis woodi), Acarapis spp. .), Myobia spp., Psorergates spp., Demodex spp. Trombicula spp., Listrophorus spp., Acarus spp. ), Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Corioptes sp. , Otodectes spp., Sarcoptes spp., Notoedres spp., Knemid Species (Actinedida (Prostigmata)) and Acarid (Aesthesia) belonging to the genus Peptes (Knemidocoptes spp.), Cytodites spp., Laminosioptes spp. [Acaridida (Astigmata)] The mites Benedenia seriolae, Benedenia epinepheli, Benedenia hoshinai, Benedenia sekiia and Benedenia sekii Benedeniine which is Neobenedenia belonging to Neobenedenia girellae, Neobenedenia congeri, etc.
Heteraxine heterocerca (Heteraxine heterocerca), Zeuxapta japonica (Heteraxine), Bibagina tai, Microcotyle sebastis, Microcotyle sebastis, Micros Lamellodiscus spp. Belonging to the family Microcotyle, Heterobothrium okamotoi, Neoheterobothrium hirame, etc.
Sea lice Sea louse (Caligus curtus), Caligus elongatus, Caligus teres, Caligus labaracis, Caligus longipedis, Pseudokarigus fugu (Psugudocali) Caligus orientalis (Caligus orientalis), salmon louse (Lepeophtheirus salmonis), copepod copepod (Lepeophtheirus cuneifer), Lepeophtheirus pectoralis (Hypoaceae)
Monogenea belonging to Gyrodactylus spp., Dactylogyrus spp., Polystoma spp., Etc.
Crustacean species (Diphyllobothrium latum), manson's tapeworm (Diphyllobothrium erinacei), etc., spirometra species (Spirometra spp.), Schistocephalus species (Spirometra spp.) Pseudophyllidea belonging to Schistocephalus spp., Ligura spp., Bothridium spp., Diphyllogonoporus spp.
Mesocestoides spp., Anoplocephala spp., Paranoprocephala spp., Moniezia benedeni, Moniezia spp., Thysanosomsa spp.), Thysaniezia spp., Avitellina spp., Stilesia spp., Cittotaenia spp., Andyra spp., Bertiella spp. ), Cat tapeworm (Taenia taeniaeformis), rodentworm pork tapeworm (Taenia solium), striped beetle beef tapeworm (Taenia saginata) and other tenia species (Taenia spp.), Single tapeworm dog tapeworm ( Echinococcus granulosus), Echinococcus spp. Such as fox tapeworm (Echinococcus multilocularis), Hydatigera spp., Davainea spp. Tina species (Raillietina spp.), Hymenolepis diputa (Hymenolepis spp.), Echinolepsis spp., Echinocotyle spp., Diorchis spp. ), Dipyridium species (Dipylidium spp.) Such as dog tapeworm (Dipylidium caninum), Cyclophyllidea belonging to species such as Joyeuxiella spp., Diplopylidium spp.
Schistosoma mansoni, such as Diplostomum spp., Posthodiplostomum spp., Schistosoma japonicum, Schistosoma haematobium, Schistosoma mansoni (Schistosoma spp.), Trichobilharzia spp., Ornithobilharzia spp., Austrobilharzia spp., Gigantobilharzia spp. , Leucochloridium spp., Brachylaema spp., Echinostoma spp., Echinoparyphium spp., Echinochasmus spp., Hipoderaeum (Hypoderaeum spp.), Fasciola species such as liver liver fluke (Fasciola hepatica), giant liver liver fluke (Fasciola gigantica) (Fasciola spp.), Fasciolides spp., Hypertrophic fluke (Fasciolopsis spp.) Such as large intestinal fluke (Fasciolopsis bruski), Cyclocoelum spp., Typhlocoelum spp. ), Dipterocarpus species (Paramphistomum spp.), Calicophoron species (Calicophoron spp.), Cotylophoron species (Cotylophoron spp.), Gigantocotyle spp., Fischoederius species (Fischoederius spp.) , Gastrothylacus spp., Notocotylus spp., Catatropis spp., Plagiorchis spp., Prosthogonimus spp., Spirogonal spp (Dicrocoel spp.) .), Pancreas fluke (Eurytrema pancreaticum), Eurytrema coelomaticum, etc. (Eurytrema spp.), Troglotrema spp., Westermann lung fluke (Paragonimus westermani) and other lung fluke species (Paragonimus spp.), Fluke species (Collyriclum spp.), Nanophyetus spp. (Nanophyetus spp.) ), Opisthorchis spp., Liver fluke chinese river fluke (Clonorchis sinensis), etc. Clonorkis sp (Clonorchis spp.), Metorchis spp., Heterophyes spp., Metagonimus sp. (Metagonimus sp.) spp.), etc. (Diegenea)
Enoplida (Enoplida) such as Trichuris spp., Capillaria spp., Trichomosoides spp., Trichinella spp.
Rhabditida, such as Micronema spp., Strongyloides spp.
Rotiferus spp., Triodontophorus spp., Esophagodontus spp., Trichonema spp., Gyalocephalus spp., Cylindro Farinx species (Cylindropharynx spp.), Poteriostomum species (Poteriostomum spp.), Cyclococercus species (Cyclococercus spp.), Silicostephanus spp. Oesophagostomum spp., Chabertia spp., Stephanurus spp., Ancylostoma spp., Uncinaria spp., Bunostomum spp. .), Globocephalus spp., Syngamus spp., Cyathostoma spp., Swine pneumonia (Me tastrongylus spp.), Dictyocaulus spp., Muellerius spp., Protostrongylus spp., Neostrongylus spp., Cystocaulus spp. ), Pneumostrongylus spp., Spicocaulus spp., Elaphostrongylus spp., Parelaphostrongylus spp., Krenosoma spp., Paraclenosoma species (Paracrenosoma spp.), Schistosoma species (Angiostrongylus spp.), Feline pneumoniae species (Aelurostrongylus spp.), Filaroroides species (Filaroides spp.), Parafilaroloides species (Parafilaroides spp.), Colbri Formis ciliate nematode (Trichostrongylus colubriformis) and other ciliate nematode species (Trichostrongylus spp.), Torsion gastritis Barber's Rotating stomachworm species (Haemonchus spp.) such as pole worm (Haemonchus contortus), Ostertagia species (Ostertagia spp.) such as brown stomach worm (Ostertagia ostertagi), Marshallagia spp., Couperia oncophora Intestinal worm (Cooperia oncophora) and other couperia species (Cooperia spp.), Nematodirus species (Nematodirus spp.), Hyostrongillus species (Hyostrongylus spp.), Obeliscoides species (Obeliscoides spp.), Amidostomum species (Amidostomum spp.), Strongylida belonging to Ollulanus spp.
It belongs to Oxyuris spp., Enterobius spp., Passalurus spp., Syphacia spp., Aspiculuris spp., Heterakis spp. Oxyuridae
Ascaridia galli, Ascaris suum, Ascaris spp., Toxacaris spp., Toxocara spp., Parascaris spp., Anisakis ( Anisakis spp.), Ascaridida belonging to Ascaridia spp.
Cholestoma species (Gnathostoma spp.), Fisaroptera species (Physaloptera spp.), Therasia species (Thelazia spp.), Gongylonema species (Gongylonema spp.), Habronema species (Habronema spp.), Parabronema species (Parabronema spp.), Spirurida belonging to Draschia spp., Dracunculus spp.
Dog fungal species (Dirofilaria spp.), Parafilaria spp., Setaria spp., Loa spp., And Dirofilaria immitis, etc. .), Filariae superfamily belonging to Onchocerca spp. Such as Litomosoides spp., Brugia spp., Buchereria spp., Onchocerca gibsoni, etc. (Onchocerca spp.) Filariida)
Gigantorynchida (Gigantorynchida) belonging to Filicollis spp., Moniliformis spp., Macroacanthorhynchus spp., Prostenorchis spp.
Eimeria tenella, Eimeria acervulina, Eimeria brunetti, Eimeria maxima, Eimeria necatrix, Eimeria bovis, Eimeria bovis Eimeria spp. Belonging to Eimeria ovinoidalis etc.
Leishmania spp. Such as Trypanosomsa cruzi
Plasmodium species (Plasmodium spp.), Babesia spp., Trichomonadidae spp., Histomonas spp., Giardia spp., Toxoplasma spp., Shigella It includes tapeworms such as amoeba (Entamoeba histolytica) and Theileria spp., Fluke, nematode, protozoa, and acanthocephala.

  In the present specification, the term “antibacterial agent” means a medical antibacterial agent, an animal antibacterial agent, and the like. Examples of the target pathogenic bacteria include the following examples, but the present invention is not limited thereto. Absent.

  Trichophyton rubrum, Trichophyton mentagrophytes and other ringworm fungi, Candida albicans and other Candida fungi, Aspergillus fumigatus and other Aspergillus fungi, Cryptococcus neoformas and other fungi such as Escherichia coli, Pseudomonas aeruginosa (Pseudomonas aeruginosa) Gram-negative bacteria such as Haemophilus influenzae, Salmonella spp., Campylobacter jejuni, Staphylococcus aureus, Streptococcus pyogenes, Enterococcus spp. ) And other Gram-positive bacteria.

  The composition of the present invention exhibits a wide spectrum of activity in the field of sanitary pests and can control the sanitary pests listed below.

  As used herein, the term “hygienic pest” refers to severe allergic symptoms such as severe pain, swelling and itch caused by biting a target animal, sometimes causing fatal anaphylactic shock, Harmful invertebrates that transmit serious illness and possibly death, invertebrates that are sometimes contaminated with pathogens such as viruses, bacteria, parasites, living organisms, carcasses , Molting shells, feces, etc. become allergens, causing injuries to the invertebrates that cause allergic diseases such as bronchial asthma, rhinitis, conjunctivitis and atopic dermatitis, food, clothing, housing, etc. It refers to vertebrates and invertebrates that do not cause direct harm but cause discomfort by generating and invading human living environments. More specifically, clauses such as ants that bite with large jaws, wasps that pierce with poisonous needles, mosquitoes and turtles that suck blood from the skin, termites that are omnivorous and harm buildings such as houses, cockroaches as an unpleasant pest, damselfly, and walnuts Means a paw animal.

  Squid bag squash bug (Anasa tristis), Antestiopsis spp., Blissus spp., Calocoris spp., Dwarf turtle dimpling bug (Campylomma livida), Caberelias ( Cavelerius spp.), Cimex spp., Collaria spp., Green beetle green mirid (Creontiades dilutus), pepper berry bag pepper berry bug (Dasynus piperis), green berry stink bag green belly stink bug (Dichelops furcatus), pepper wraith bag pepper lace bug (Diconocoris hewett), Dusdercus sp (Dysdercus spp.), Euschistus spp., Eurygaster spp., Heliopertis (Heliopeltis spp.), Cotton bag cotton bug (Horcias nobilellus), leptocoli Species (Leptocorisa spp.), Leaf football bag leaffooted bug (Leptoglossus phyllopus), Liguas species (Lygus spp.), Black long bug (Macropesexcavatus), Miridae, Monalonion Atratum (Monalonion) atratum), Nezara spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., Psallus spp., Avocado・ Race bag avocado lace bug (Pseudacysta persea), Rhodnius spp., Cocoa mirids (Sahlbergella singularis), brown rot stink bag brown root stink bug (Scaptocoris castanea), Scotinophora species (Scotinophora species) spp.), Japanese pear lace bug (Stephanitis nashi), Tiburaka (Tibraca spp.), Toriatoma (Triatoma spp.) Different Diptera belonging to, etc. (Heteroptera).

Hachigiri varieties (Acromyrmex spp.), Hachiri varieties (Atta spp.), Atalia (Athalia spp.), Diprion (Diprion spp.), Hoplocampa spp., Cary (Lasius spp.), Giant ants pharaoh ant (Monomorium pharaonis), black garden ant (Lasuys niger), Argentine ants Argentine ant (Linepithema humile), wasp species (Vespa spp.), Hornet bee species (Vespula spp.), Horned bee puls species (Polichos pula species spolives) .) Hymenoptera belonging to etc.
Isopoda, which is a pill-bug (Armadillidium vulgare), common woodlouse (Oniscus asellus), european woodlouse (Porcellio scaber), etc.

  Termite termosan subterranean termite (Coptotermes formosanus), Neotropical termite neotropical termite (Cornitermes cumulans), Microtermes obesi (Microtermes obesi), Odontotermes spp., Yamato termite lower termite (Reticulitermes spruce) Isoptera belonging to the species of Reticulitermes spp.

  German cockroach german cockroach (Blattella germanica), German cockroach species (Blattella spp.), Black cockroach smkybrown cockroach (Periplaneta fuliginosa), American cockroach australlian cockroach (Periplaneta australasiae), cockroach species (Periplaneta spopt.), Etc.

  Acronicta major, Adoxophyes spp., Erio alchymist (Aedia leucomelas), Agrotis spp., Alabama spp., Navel orangeworm (Amyelois transitella) Species (Anarsia spp.), Shibata (Anticarsia spp.), Argyroploce spp., Japanese cabbage moth (Barathra brassicae), Euryca swift (Borbo cinnara), Cotton leaf perforator (Bucculatrix thurberiella), bordered white (Bupalus piniarius), Busseola spp., Cacoecia spp., Tea leaf roller (Caloptilia theivora), capua reticulana (Capua reticulana) codling Moth (Carpocapsa pomonella), Momoshiniga peach fr uit moth (Carposina niponensis), winter moss winter moth (Cheimatobia brumata), Chilo spp. (Chilo spp.), Chorisoneura spp. , Cnephasia spp., Conopomorpha spp., Cydia spp., Diaphania spp., Sugarcane borer (Diatraea saccharalis), Arias spp. ), Citrus borer moth citrus borer moth (Ecdytolopha aurantiana), sorghum spotter lesser corn stalk borer (Elasmopalpus lignosellus), sugar cane borer (Eldana saccharina), Epestia sppia (Ephestia spp. spp.), light brown apple moth (Epiphyas postvittana), Etiella spp., Eulia spp., European grape berry moth (Eupoecilia ambiguella), Euproctis spp., Euxoa spp., Feltia ( Feltia spp.), Hachinotsutsu Riga greater wax moth (Galleria mellonella), Gracillaria spp., Grapolita spp., Hedylepta spp., Helicoverpa spp., Heliocoverpa spp. spp.), brown house moth (Hofmannophila pseudospretella), homoeosoma spp., homona sp. ), Laphygma spp., Oriental peach moth (Laspeyresia) molesta), brinjal shoot and fruit borer (Leucinodes orbonalis), Leucoptera spp., Lithocolletis spp., Ashen pinion (Lithophane antennata), Lobesia spp., Western Bean cutworm western bean cutworm (Loxagrotis albicosta), Lymantria species (Lymantria spp.), Luonetia species (Lyonetia spp.), Obikareja lackey moth (Malacosoma neustria), Legume pod borer (Maruca testulalis), armyworm ca brassicae), Mocis spp., Abalone oriental armyworm (Mythimna separata), Nymphula spp., Oiketicus spp., Oria spp., Orthaga spp. ), Ostrinia spp., Pine beauty (Panolis flammea) Parnara spp., Pectinophora spp., Perileucoptera sp. ), Pieris spp., Omnivorous leafroller (Platynota stultana), Plusia spp., Diamondback (Plutella xylostella), Prays spp., Protoparce spp. ), Protoparce spp., Pseudaletia spp., Soybean beetle soybean looper (Pseudoplusia includens), Japanese corn borer (Pyrausta nubilalis), Sunflower looper (Rachiplusia nu), Skoe Species (Schoenobius spp.), Skillpopaga species (Scirpopha) ga spp.), Turnip moth turnip moth (Scotia segetum), Sesamia species (Sesamia spp.), Sparganotis species (Sparganothis spp.), Spodoptera species (Spodoptera spp.), Stathmopoda spp., ground Nutnut leaf miner groundnut leaf miner (Stomopteryx subsecivella), shunantedon species (Synanthedon spp.), Andean potato tuber (Tecia solanivora), woody patrol moss woolly pyrol moth (Thermesia gemmatalis), iga casemaking clothes It belongs to moth (Tinea pellionella), carp webbing moth (Tineola bisselliella), tortrix species (Tortrix spp.), trichoplusia species (Trichoplusia spp.), tomato leaf miner (Tuta absoluta), weiracola species (Virachola spp.), etc. Lepidoptera.

Azuki bean weevil pulse beetle (Callosobruchus chinensis), weevil maize weevil (Sitophilus zeamais), tobacco beetle cigarette beetle (Lasioderma serricorne), Conotrachelus spp., Copitarole sp.
From the combination (Symphyla), for example, Scutigerella spp.
From the order of the Thysanura, for example, Lepisma saccharina.

  As used herein, “therapeutically effective amount” or “effective amount” means, unless otherwise stated, (i) a specific parasitic infection or parasite invasion, (ii) a specific parasitic infection Or reduce, ameliorate, or eliminate one or more symptoms due to parasite invasion, or (iii) prevent the onset of one or more symptoms due to certain parasitic infections or parasite intrusions described herein, or Refers to the amount of the compound of the invention that is delayed.

  As used herein, “treatment” or “treating” refers to reversing, mitigating, or inhibiting a parasitic infection, parasite invasion, or condition, unless otherwise noted. As used herein, these terms also include preventing the onset of a disorder or condition, or symptoms associated with the disorder or condition, depending on the condition of the animal. It also includes reducing the severity of the disorder or condition or associated symptoms prior to the pain due to the infection or invasion. Thus, treatment can also refer to the administration of a compound of the present invention to an animal that is not suffering from a parasitic infection or parasite invasion at the time of administration. Treatment includes the prevention of parasitic infection or parasite invasion or associated symptom recurrence, as well as “suppression” (eg, killing, repelling, destroying, disabling, deterring, eliminating, mitigating, minimizing, and eradicating). ) Is also included.

  By administering an effective amount of the composition of the present invention to an animal, the parasite can be controlled therapeutically, suppressively, prophylactically and protectively. The composition of the present invention can provide systemic or non-systemic suppression of parasites and can be used for all or part of the developmental stage of parasites.

  In the composition of the present invention, the active compound I and the active compound II can be mixed and used as they are, but generally a suitable solid carrier and / or liquid carrier and the like according to a commonly used pharmaceutical formulation and the like. Accordingly, it can be mixed with an auxiliary agent or the like in an appropriate ratio and dissolved, suspended, mixed, impregnated, adsorbed or adhered, and prepared in an appropriate dosage form depending on the purpose of use.

  As the solid carrier or liquid carrier used in the present invention, a carrier usually used for veterinary drugs may be used. Examples of the liquid carrier include methyl alcohol, ethyl alcohol, isopropyl alcohol, tertiary butyl alcohol, and benzyl alcohol. Alcohols, propylene carbonate, N-methyl-2-pyrrolidone, water and the like. Surfactants, antioxidants, emulsifiers, and the like can be used as adjuvants, such as polyoxyethylene alkylaryl ether, polyoxyethylene sorbitan monolaurate, alkylallyl sorbitan monolaurate, alkylbenzene sulfonate, alkylnaphthalene. Surfactant such as sulfonic acid, lignin sulfonate higher alcohol sulfate ester, glycol monoalkyl ether, glycols, sorbitan monooleate, sorbitan monolaurate, caprylic acid monoglyceride, capric acid monoglyceride, isostearic acid monoglyceride, propylene monocaprylate Examples thereof include emulsifiers such as glycol, and antioxidants such as BHA and BHT.

  When the composition of the present invention is administered to an animal, when it is administered to a host animal systemically, that is, orally, parenterally, subcutaneously, intramuscularly or intravenously, its excellent parasite-controlling effect is sufficiently exerted. Parasites are killed by contact or prevented from breeding, or those in the juvenile stage are prevented from growing and die before growth.

  Accordingly, one of the preferred objects of the present invention is also a method for simultaneously controlling nematodes, ticks and ticks on the body and on the surface of livestock, highly productive animals and pets. A combination of active ingredients according to or an animal medicinal preparation comprising this combination is administered to the host animal in an effective amount against the parasite, orally, parenterally or by implantation.

  Of importance to the present invention is that endoparasites, ectoparasites and other parasites can allow a sufficient amount of the active ingredient contained in the composition of the present invention to be collected with the blood of the host animal, resulting in adult parasites. Is to administer the composition or formulation of the present invention so that eggs laid and / or larvae hatched therefrom cannot grow.

  Formulation of the composition of the present invention containing the active ingredient is accomplished by oral administration using the combination or formulation of the present invention. In this case, in the means to be prescribed, such as powder, tablet, granule, pill, powder, fine granule, powder, syrup, capsule, emulsion, foam, enteric solvent, suspension, paste, microcapsule form, etc. The formulation does not necessarily have to be given directly to the animal and can be mixed with its food. All compositions administered orally may contain other additives in addition to conventional formulation excipients. These additives, such as suitable fragrances and flavoring agents, facilitate voluntary consumption by the host animal. Oral use is one of the preferred administration methods of the present invention because of its convenient utility. Examples of other system applications are parenteral use, eg by subcutaneous or intravenous injection, topical application, or long-term formulations (depots) in the form of implants, or injection of microcapsules (so-called “microspheres”) It is.

  When the animal parasite control composition of the present invention is administered to an animal as a skin external preparation, the composition of the present invention can be used, for example, as a dip, spray, shampoo, liquid, ointment, oil-in-water or water-in-oil And can be administered by spot-on treatment, pour-on treatment, dipping, spraying, bathing, washing, attrition, and spraying. The spot-on treatment is usually a method in which a liquid preparation is dropped or applied to one or several places on the skin of the host animal's head or back of the shoulder ribs. The pour-on treatment is usually the back of the host animal body. It is a method of pouring a liquid preparation along a line.

  The spot-on process and the pour-on process are preferably used for the control of animal ectoparasites for thermostats bred as domestic animals and pets. The preparation used in the treatment method can exert its efficacy by local administration of a drug solution.

  In the case of parenteral administration of the composition of the present invention, injections, drops, suppositories, emulsions, suspensions, drops, ointments, creams, solutions, lotions, sprays, aerosols, poultices, tapes It can also be administered as an agent.

  As the administration method, spot-on treatment was performed to remove ectoparasites by dripping the dripping agent on the skin of the back of the shoulder of the subject animal, and the liquid drug was treated along the back line of the subject animal. In addition to local treatment methods such as pour-on treatment to control ectoparasite pests by diffusion of the drug on the body surface, treatment methods for carrying the drug on the collar, etc., and releasing the drug, liquid or ointment directly on the body surface Examples thereof include a treatment method of applying an agent, a method of treating an aerosol agent by spraying, a method of injecting an injection intramuscularly, subcutaneously, an anus administration using a suppository, and the like.

  The composition according to the invention is suitably applied at a dose of 0.01 to 800 mg / kg body weight, preferably 0.1 to 200 mg, in particular 0.5 to 50 mg / kg body weight, based on the host animal. Is the sum of

  A good dose of the composition of the present invention that can be regularly administered to a host animal is 2.5-5 mg / kg body weight, especially for cats, and 0.5-15 mg / kg body weight for dogs. In sheep it is 0.5-30 mg / kg body weight and in cows it is 1-30 mg / kg body weight. It is appropriate to administer at regular intervals, eg every few days, every week, every month.

Next, the usefulness of the present invention will be specifically described in the following tests. However, the present invention is not limited to these.
Test Example 1: Efficacy test against cricket mite mites Compound (1) (active compound I) described in Tables 2 to 4 and compound (active compound II) described in Tables 6 to 28 were respectively used. Dissolved in acetone to prepare chemical solutions each having a concentration of 1000 ppm. After 1920 μl of the chemical solution was applied to the back, bottom and side surfaces of a 90 mm diameter Petri dish, acetone was volatilized to produce a thin film of the compound on the inner wall of the Petri dish. The inner wall of the used Petri dish is 192 cm ² , and the treatment drug amount is 10 μg / cm ² .

  Ten first nymphs (mixed males and females) of cricket mite (Kennel tick, Rhipicephalus sanguineus) were released into the treated Petri dishes, covered, and housed in a thermostatic chamber at 25 ° C. Four days after the release, the number of dead insects of the black mite was investigated, and the control value was determined from the following formula.

Control value (%) = (number of dead insects / number of test insects) x 100
In addition, in order to analyze the synergistic effect from the control value for each chemical concentration, the theoretical value (theoretical value) expected at the time of the mixing process is calculated using the Colby method (Colby SR 1976, Weeds 15, 20-22). did. The calculation method is as follows.

E = X + Y-XY / 100
X: Control value of the active compound I Y: Control value of the active compound II E: Theoretical value expected during the mixing treatment of the active compound I and the active compound II In the control value and the theoretical value calculated above, the control value is higher than the theoretical value. If the value is large, it can be analyzed as a synergistic effect, and if the theoretical value is larger than the control value, it can be analyzed as an antagonism, and if the control value is the same as the theoretical value, it can be analyzed as an additive effect (the same applies hereinafter).
[Table 29]
――――――――――――――――――――――――――――――――――
Compound No. Treatment dose (μg / cm ² ) Control value (%) Theoretical value ―――――――――――――――――――――――――――――――― -
1-01 10 100-
1-02 10 100-
2-01 10 100-
3-01 10 100-
3-02 10 100-
G02 10 100-
1-01 + G02 10 + 10 100 100
1-02 + G02 10 + 10 100 100
2-01 + G02 10 + 10 100 100
3-01 + G02 10 + 10 100 100
3-02 + G02 10 + 10 100 100
――――――――――――――――――――――――――――――――――
Test Example 2: Effect test on mite mite After coating, acetone was volatilized to produce active compound I and active compound II thin films on the inner wall. The area of the inner wall of the screw tube bottle is 24 cm ² , and the treatment drug amount is 10 μg / cm ² .

  In the treated screw tube bottle, three first nymphs (mixed males and females) of cricket mite (Kennel tick, Rhipicephalus sanguineus) were released, capped and housed in a thermostatic chamber at 25 ° C. Four days after the release, the number of tick bitter worms and the number of dead insects was investigated, and the control value was determined from the following formula.

Control value (%) = [(number of agony insects + number of dead insects) ÷ number of test insects] × 100
Moreover, in order to analyze a synergistic action from the control value with respect to each chemical solution concentration, a theoretical value (theoretical value) was calculated by the same method as in Test Example 1.
[Table 30]
――――――――――――――――――――――――――――――――――
Compound No. Treatment dose (μg / cm ² ) Control value (%) Theoretical value ―――――――――――――――――――――――――――――――― -
1-01 10 100-
1-02 10 100-
1-03 10 100-
1-04 10 100-
2-01 10 100-
2-02 10 100-
3-01 10 100-
3-02 10 100-
A10 10 100-
B04 10 100-
C03 10 0-
C04 10 100-
D01 10 100-
E02 10 100-
F06 10 100-
G01 10 100-
G02 10 100-
G04 10 100-
H02 10 100-
I01 10 0-
J01 10 100-
L01 10 100-
M03 10 100-
N01 10 100-
S01 10 0-
1-01 + A10 10 + 10 100 100
1-01 + B04 10 + 10 100 100
1-01 + C03 10 + 10 100 100
1-01 + C04 10 + 10 100 100
1-01 + D01 10 + 10 100 100
1-01 + E02 10 + 10 100 100
1-01 + F06 10 + 10 100 100
1-01 + G01 10 + 10 100 100
1-01 + G02 10 + 10 100 100
1-01 + G04 10 + 10 100 100
1-01 + H02 10 + 10 100 100
1-01 + I01 10 + 10 100 100
1-01 + J01 10 + 10 100 100
1-01 + L01 10 + 10 100 100
1-01 + M03 10 + 10 100 100
1-01 + N01 10 + 10 100 100
1-01 + S01 10 + 10 100 100
1-02 + A10 10 + 10 100 100
1-02 + B04 10 + 10 100 100
1-02 + C03 10 + 10 100 100
1-02 + C04 10 + 10 100 100
1-02 + D01 10 + 10 100 100
1-02 + E02 10 + 10 100 100
1-02 + F06 10 + 10 100 100
1-02 + G01 10 + 10 100 100
1-02 + G02 10 + 10 100 100
1-02 + G04 10 + 10 100 100
1-02 + H02 10 + 10 100 100
1-02 + I01 10 + 10 100 100
1-02 + J01 10 + 10 100 100
1-02 + L01 10 + 10 100 100
1-02 + M03 10 + 10 100 100
1-02 + N01 10 + 10 100 100
1-02 + S01 10 + 10 100 100
1-03 + A10 10 + 10 100 100
1-03 + B04 10 + 10 100 100
1-03 + C03 10 + 10 100 100
1-03 + C04 10 + 10 100 100
1-03 + D01 10 + 10 100 100
1-03 + E02 10 + 10 100 100
1-03 + F06 10 + 10 100 100
1-03 + G01 10 + 10 100 100
1-03 + G02 10 + 10 100 100
1-03 + G04 10 + 10 100 100
1-03 + H02 10 + 10 100 100
1-03 + I01 10 + 10 100 100
1-03 + J01 10 + 10 100 100
1-03 + L01 10 + 10 100 100
1-03 + M03 10 + 10 100 100
1-03 + N01 10 + 10 100 100
1-03 + S01 10 + 10 100 100
1-04 + A10 10 + 10 100 100
1-04 + B04 10 + 10 100 100
1-04 + C03 10 + 10 100 100
1-04 + C04 10 + 10 100 100
1-04 + D01 10 + 10 100 100
1-04 + E02 10 + 10 100 100
1-04 + F06 10 + 10 100 100
1-04 + G01 10 + 10 100 100
1-04 + G02 10 + 10 100 100
1-04 + G04 10 + 10 100 100
1-04 + H02 10 + 10 100 100
1-04 + I01 10 + 10 100 100
1-04 + J01 10 + 10 100 100
1-04 + L01 10 + 10 100 100
1-04 + M03 10 + 10 100 100
1-04 + N01 10 + 10 100 100
1-04 + S01 10 + 10 100 100
2-01 + A10 10 + 10 100 100
2-01 + B04 10 + 10 100 100
2-01 + C03 10 + 10 100 100
2-01 + C04 10 + 10 100 100
2-01 + D01 10 + 10 100 100
2-01 + E02 10 + 10 100 100
2-01 + F06 10 + 10 100 100
2-01 + G01 10 + 10 100 100
2-01 + G02 10 + 10 100 100
2-01 + G04 10 + 10 100 100
2-01 + H02 10 + 10 100 100
2-01 + I01 10 + 10 100 100
2-01 + J01 10 + 10 100 100
2-01 + L01 10 + 10 100 100
2-01 + M03 10 + 10 100 100
2-01 + N01 10 + 10 100 100
2-01 + S01 10 + 10 100 100
2-02 + A10 10 + 10 100 100
2-02 + B04 10 + 10 100 100
2-02 + C03 10 + 10 100 100
2-02 + C04 10 + 10 100 100
2-02 + D01 10 + 10 100 100
2-02 + E02 10 + 10 100 100
2-02 + F06 10 + 10 100 100
2-02 + G01 10 + 10 100 100
2-02 + G02 10 + 10 100 100
2-02 + G04 10 + 10 100 100
2-02 + H02 10 + 10 100 100
2-02 + I01 10 + 10 100 100
2-02 + J01 10 + 10 100 100
2-02 + L01 10 + 10 100 100
2-02 + M03 10 + 10 100 100
2-02 + N01 10 + 10 100 100
2-02 + S01 10 + 10 100 100
3-01 + A10 10 + 10 100 100
3-01 + B04 10 + 10 100 100
3-01 + C03 10 + 10 100 100
3-01 + C04 10 + 10 100 100
3-01 + D01 10 + 10 100 100
3-01 + E02 10 + 10 100 100
3-01 + F06 10 + 10 100 100
3-01 + G01 10 + 10 100 100
3-01 + G02 10 + 10 100 100
3-01 + G04 10 + 10 100 100
3-01 + H02 10 + 10 100 100
3-01 + I01 10 + 10 100 100
3-01 + J01 10 + 10 100 100
3-01 + L01 10 + 10 100 100
3-01 + M03 10 + 10 100 100
3-01 + N01 10 + 10 100 100
3-01 + S01 10 + 10 100 100
3-02 + A10 10 + 10 100 100
3-02 + B04 10 + 10 100 100
3-02 + C03 10 + 10 100 100
3-02 + C04 10 + 10 100 100
3-02 + D01 10 + 10 100 100
3-02 + E02 10 + 10 100 100
3-02 + F06 10 + 10 100 100
3-02 + G01 10 + 10 100 100
3-02 + G02 10 + 10 100 100
3-02 + G04 10 + 10 100 100
3-02 + H02 10 + 10 100 100
3-02 + I01 10 + 10 100 100
3-02 + J01 10 + 10 100 100
3-02 + L01 10 + 10 100 100
3-02 + M03 10 + 10 100 100
3-02 + N01 10 + 10 100 100
3-02 + S01 10 + 10 100 100
――――――――――――――――――――――――――――――――――
Test Example 3: Effect test on cat fleas Three adult cat fleas (Cat flea, Ctenocephalides felis) adults (mixed male and female) were released into a screw tube treated in the same manner as in Test Example 2, covered, and covered at 25 ° C. Housed in a constant temperature room. Four days after the release, the number of bitter worms and the number of dead insects in the cat flea were examined, and the control value was determined from the same calculation formula as in Test Example 2.

Moreover, in order to analyze a synergistic effect from the control value with respect to each chemical | medical solution density | concentration, the theoretical value (theoretical value) was computed by the same method.
[Table 31]
――――――――――――――――――――――――――――――――――
Compound No. Treatment dose (μg / cm ² ) Control value (%) Theoretical value ―――――――――――――――――――――――――――――――― -
1-01 10 100-
1-02 10 100-
1-03 10 100-
1-04 10 100-
2-01 10 100-
2-02 10 100-
3-01 10 100-
3-02 10 100-
A10 10 100-
B04 10 100-
C03 10 0-
C04 10 0-
D01 10 100-
E02 10 100-
F06 10 100-
G01 10 100-
G02 10 100-
G04 10 100-
H02 10 0-
I01 10 67-
J01 10 100-
L01 10 0-
M03 10 0-
N01 10 67-
S01 10 0-
1-01 + A10 10 + 10 100 100
1-01 + B04 10 + 10 100 100
1-01 + C03 10 + 10 100 100
1-01 + C04 10 + 10 100 100
1-01 + D01 10 + 10 100 100
1-01 + E02 10 + 10 100 100
1-01 + F06 10 + 10 100 100
1-01 + G01 10 + 10 100 100
1-01 + G02 10 + 10 100 100
1-01 + G04 10 + 10 100 100
1-01 + H02 10 + 10 100 100
1-01 + I01 10 + 10 100 100
1-01 + J01 10 + 10 100 100
1-01 + L01 10 + 10 100 100
1-01 + M03 10 + 10 100 100
1-01 + N01 10 + 10 100 100
1-01 + S01 10 + 10 100 100
1-02 + A10 10 + 10 100 100
1-02 + B04 10 + 10 100 100
1-02 + C03 10 + 10 100 100
1-02 + C04 10 + 10 100 100
1-02 + D01 10 + 10 100 100
1-02 + E02 10 + 10 100 100
1-02 + F06 10 + 10 100 100
1-02 + G01 10 + 10 100 100
1-02 + G02 10 + 10 100 100
1-02 + G04 10 + 10 100 100
1-02 + H02 10 + 10 100 100
1-02 + I01 10 + 10 100 100
1-02 + J01 10 + 10 100 100
1-02 + L01 10 + 10 100 100
1-02 + M03 10 + 10 100 100
1-02 + N01 10 + 10 100 100
1-02 + S01 10 + 10 100 100
1-03 + A10 10 + 10 100 100
1-03 + B04 10 + 10 100 100
1-03 + C03 10 + 10 100 100
1-03 + C04 10 + 10 100 100
1-03 + D01 10 + 10 100 100
1-03 + E02 10 + 10 100 100
1-03 + F06 10 + 10 100 100
1-03 + G01 10 + 10 100 100
1-03 + G02 10 + 10 100 100
1-03 + G04 10 + 10 100 100
1-03 + H02 10 + 10 100 100
1-03 + I01 10 + 10 100 100
1-03 + J01 10 + 10 100 100
1-03 + L01 10 + 10 100 100
1-03 + M03 10 + 10 100 100
1-03 + N01 10 + 10 100 100
1-03 + S01 10 + 10 100 100
1-04 + A10 10 + 10 100 100
1-04 + B04 10 + 10 100 100
1-04 + C03 10 + 10 100 100
1-04 + C04 10 + 10 100 100
1-04 + D01 10 + 10 100 100
1-04 + E02 10 + 10 100 100
1-04 + F06 10 + 10 100 100
1-04 + G01 10 + 10 100 100
1-04 + G02 10 + 10 100 100
1-04 + G04 10 + 10 100 100
1-04 + H02 10 + 10 100 100
1-04 + I01 10 + 10 100 100
1-04 + J01 10 + 10 100 100
1-04 + L01 10 + 10 100 100
1-04 + M03 10 + 10 100 100
1-04 + N01 10 + 10 100 100
1-04 + S01 10 + 10 100 100
2-01 + A10 10 + 10 100 100
2-01 + B04 10 + 10 100 100
2-01 + C03 10 + 10 100 100
2-01 + C04 10 + 10 100 100
2-01 + D01 10 + 10 100 100
2-01 + E02 10 + 10 100 100
2-01 + F06 10 + 10 100 100
2-01 + G01 10 + 10 100 100
2-01 + G02 10 + 10 100 100
2-01 + G04 10 + 10 100 100
2-01 + H02 10 + 10 100 100
2-01 + I01 10 + 10 100 100
2-01 + J01 10 + 10 100 100
2-01 + L01 10 + 10 100 100
2-01 + M03 10 + 10 100 100
2-01 + N01 10 + 10 100 100
2-01 + S01 10 + 10 100 100
2-02 + A10 10 + 10 100 100
2-02 + B04 10 + 10 100 100
2-02 + C03 10 + 10 100 100
2-02 + C04 10 + 10 100 100
2-02 + D01 10 + 10 100 100
2-02 + E02 10 + 10 100 100
2-02 + F06 10 + 10 100 100
2-02 + G01 10 + 10 100 100
2-02 + G02 10 + 10 100 100
2-02 + G04 10 + 10 100 100
2-02 + H02 10 + 10 100 100
2-02 + I01 10 + 10 100 100
2-02 + J01 10 + 10 100 100
2-02 + L01 10 + 10 100 100
2-02 + M03 10 + 10 100 100
2-02 + N01 10 + 10 100 100
2-02 + S01 10 + 10 100 100
3-01 + A10 10 + 10 100 100
3-01 + B04 10 + 10 100 100
3-01 + C03 10 + 10 100 100
3-01 + C04 10 + 10 100 100
3-01 + D01 10 + 10 100 100
3-01 + E02 10 + 10 100 100
3-01 + F06 10 + 10 100 100
3-01 + G01 10 + 10 100 100
3-01 + G02 10 + 10 100 100
3-01 + G04 10 + 10 100 100
3-01 + H02 10 + 10 100 100
3-01 + I01 10 + 10 100 100
3-01 + J01 10 + 10 100 100
3-01 + L01 10 + 10 100 100
3-01 + M03 10 + 10 100 100
3-01 + N01 10 + 10 100 100
3-01 + S01 10 + 10 100 100
3-02 + A10 10 + 10 100 100
3-02 + B04 10 + 10 100 100
3-02 + C03 10 + 10 100 100
3-02 + C04 10 + 10 100 100
3-02 + D01 10 + 10 100 100
3-02 + E02 10 + 10 100 100
3-02 + F06 10 + 10 100 100
3-02 + G01 10 + 10 100 100
3-02 + G02 10 + 10 100 100
3-02 + G04 10 + 10 100 100
3-02 + H02 10 + 10 100 100
3-02 + I01 10 + 10 100 100
3-02 + J01 10 + 10 100 100
3-02 + L01 10 + 10 100 100
3-02 + M03 10 + 10 100 100
3-02 + N01 10 + 10 100 100
3-02 + S01 10 + 10 100 100
――――――――――――――――――――――――――――――――――

The composition of the present invention and the method of the present invention exhibit excellent control effects against various animal parasites, pathogens and sanitary pests.

Claims (8)

A parasite control, antibacterial or sanitary pest control composition comprising a synergistically effective amount of at least two active compounds comprising:
a) One or two active compounds I are of the formula (1):

A compound represented by the formula:
[Q represents a ring represented by any one of Q1, Q2 and Q4;

R ¹ represents C ₁ -C ₆ alkyl;
R ³ represents halo (C ₁ -C ₆ ) alkyl;
R ⁶ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ⁷ represents halo (C ₁ -C ₆ ) alkyl;
A ^1a represents C ₁ -C ₆ alkyl,
Y2 and Y3 represent each independently a hydrogen atom, a halogen atom or a halo _(C 1 _{~C 6)} alkyl,
n represents an integer of 0, 1 or 2. A fused heterocyclic compound represented by the formula:
b) One or more active compounds II are the following active ingredient groups B-1 to B-23:
Active ingredient group B-1: esfenvalerate, fenpropatoline, fenvalerate, alpha cypermethrin, bifenthrin, cypermethrin, deltamethrin, etofenprox, lambda cihalothrin, permethrin, tephritrin, zetacypermethrin,
Active ingredient group B-2: Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiamethoxam,
Active ingredient group B-3: Chromafenozide, phenoxycarb, lufenuron, methoprene, pyriproxyfen, triflumuron,
Active ingredient group B-4: Chlorpyrifos, Chlorpyrifosmethyl, Diazinon, Dichlorvos, Fenitrothion, Fentione, Malathion, Pirimiphosmethyl, Tetrachlorobinphos,
Active ingredient group B-5: etiprole, fipronil,
Active ingredient group B-6: propoxyl, carbaryl, bendiocarb, methoxadiazone, phenocarb, carbofuran,
Active ingredient group B-7: Afoxolanel, fluralanel, floxamethamide, saloranel Active ingredient group B-8: Avermectin, ivermectin, doramectin, eprinomectin, madeuramycin, milbemycin, milbemycin oxime, moxidectin, selamectin,
Active ingredient group B-9: Indoxacarb,
Active ingredient group B-10: Amitraz
Active ingredient group B-11: bistrifluron,
Active ingredient group B-12: Pirantel pamoate, oxantel pamoate, oxantel tartrate, morantel tartrate,
Active ingredient group B-13: fevantel, albendazole, fenbendazole,
Active ingredient group B-14: levamisole, tetramisol hydrochloride,
Active ingredient group B-15: mebendazole, albendazole, thiabendazole, triclabendazole, oxybendazole, mebendazole, flubendazole, cambendazole,
Active ingredient group B-16: piperazine citrate, piperazine phosphate, piperazine adipate,
Active ingredient group B-17: Niclosamide, closantel, oxyclozanide, rafoxanide,
Active ingredient group B-18: Praziquantel, epsiprantel,
Active ingredient group B-19: atovacon, bithionol, chlorthrone, metronidazole, carnidazole, chloroquine, diethylcarbamazine, dichlorophen, monepantel, clazil, coumaphos, diminazene, dithiazanin iodide, emodepside, glycalpyramide, imidocarb, mefloquine hydrochloride, Melarsomine dihydrochloride, methylidyne, dinitramide,
Active ingredient group B-20: Amoxicillin, ampicillin, cefapirin, cefazolin sodium, cefquinome, ceftiofur, penicillin,
Active ingredient group B-21: Chlortetracycline, Oxytetracycline,
Active ingredient group B-22: Danofloxacin, difloxacin, oxolinic acid,
Active ingredient group B-23: Enrofloxacin, Florfenicol, Lincomycin, Lomefloxacin, Marbofloxacin, Miloxacin, Milosamycin, Norfloxacin, Ofloxacin, Orbifloxacin, Balnemlin, Tianphenicol, Tiamulin fumarate, Phosphorus Tilmicosin acid, tylosin acetate isovalerate, tylosin phosphate, turathromycin, ketoconazole, miconazole nitrate, clavulanic acid,
The parasite control, antibacterial or sanitary pest control composition, which is a compound selected from: Q represents a ring represented by Q1,
Y2 is a hydrogen atom or a halo _(C 1 _{~C 6)} alkyl,
The composition according to claim 1, wherein n represents an integer of 2. Q represents a ring represented by Q2,
R ⁶ represents C ₁ -C ₆ alkyl,
Y2 and Y3 are each independently hydrogen atom or a halo _(C 1 _{~C 6)} alkyl,
The composition according to claim 1, wherein n represents an integer of 2. Q represents a ring represented by Q4;
Y2 is halo _(C 1 _{~C 6)} alkyl,
Y3 represents a hydrogen atom,
The composition according to claim 1, wherein n represents an integer of 2.   Claims comprising an active compound II selected from permethrin, imidacloprid, lufenuron, methoprene, chlorpyrifos, fipronil, carbofuran, afoxolanel, fluralanel, saloranel, ivermectin, indoxacarb, amitraz, pyrantel pamoate, fenbendazole, levamisole and praziquantel The parasite control, antibacterial, or sanitary pest control composition according to any one of claims 1 to 4.   A method for treating a parasitic infection in an animal, comprising: a) a condensed heterocyclic compound represented by the formula (1) according to claim 1 or a salt thereof or an N-oxide thereof; and b) a claim according to claim 1. A method comprising the step of administering to said animal a therapeutically effective amount of a composition comprising at least one parasite control agent, antibacterial agent or sanitary pest control agent selected from the active ingredient groups B-1 to B-23 described above .   The method according to claim 6, wherein the administration is carried out orally, transdermally, topically or by injection. The method according to claim 7, wherein the animal is a companion animal, livestock, poultry or fish.