TH44978A - Triazine derivatives for killing pests - Google Patents

Abstract

DC60 (19/07/43) Compounds with the formula (chemical formula) (I), where R1 is an unsubstituted or substituted aryl or heteroaryl, an aryl substitute, and a selectable heteroaryl ring from a group containing e.g., OH, halogens, CN, NO2, C1-C6 alkyls, C3-C8 cycloalkyls, C1-C6 alkyl-C3-C8 cycloalkyls, C3-C8 cycloalkyl-C1-C8 alkyls, C1-C6 haloalkyls, C3-C8 halocycloalkyls, C1-C6 alkoxy and phenyl; phenoxy; phenylthio; phenylamino; and phenyl-(C1-C8 alkyl)-amino; a substitute of phenoxy, phenylthio; phenylamino; Selective phenyl-(C1-C6 alkyl)-amino groups are obtained from groups composed of halogens, CN, NO2, C1-C6 alkyls, C3-C8 cycloalkyls, C1-C6 haloalkyls, C3-C8 halocycloalkyls, C1-C6 alkoxys, C3-C8 cycloalkyls, C1-C6 alkylthios, C3-C8 cycloalkylthios, C1-C6 haloalkylthios, and C3-C8 halocycloalkylthios; R2 is e.g., H, OH, halogen, CN, NO2, C1-C6 alkyls, or C1-C6 alkoxys; A is e.g., single bond, C1-C12 alkylenes, O, or O(C1-C12 alkylenes). R4 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkoxy, N(R5)2 or C1-C6 alkoxy-C2-C6 alkyl; R5 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C8 haloalkyl, or aryl-C1-C6 alkyl; X1 is R10; X2 and X3 are each independent and are H or R10; R10 is, for example, halogen, CN, NO2, C1-C6 alkyl, or C3-C8 cycloalkyl; and n is 0, 1, or 2, and the addition compounds are physiologically tolerable and agrochemically acceptable, and suitable E/Z isomers, mixtures of E/Z isomers and/or tutomers in each case in their independent form. Or in salt form, compounds in free form or in chemically acceptable salt form, agro-agricultural compounds exhibit pest-killing properties. These compounds are also particularly suitable for pest control in agriculture and stored products and in domestic animal care. Compounds with the formula (chemical formula) (I), where R1 is the unsubstituted or substituted aryl or heteroaryl, the substitute of the aryl and the selectable heteroaryl ring from the group containing e.g., OH, halogen, CN, NO2, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 alkyl-C3-C8 cycloalkyl, C3-C8 cycloalkyl-C1-C8 alkyl, C1-C6 haloalkyl, C3-C8 halocycloalkyl, C1-C6 alkoxy and phenyl; phenoxy; phenylthio; phenylamino; And phenyl-(C1-C8 alkyl)-amino; representatives of phenoxy, phenylthio; phenylamino; the phenyl-(C1-C6 alkyl)-amino group selected from groups comprising halogens, CN, NO2, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C3-C8 halocycloalkyl, C1-C6 alkoxy, C3-C8 cycloalkyl, C1-C6 alkoxy, C3-C8 alkylthio, C3-C8 cycloalkylthio, C1-C6 haloalkylthio and C3-C8 halocycloalkylthio; R2 is, for example, H, OH, halogen, CN, NO2, C1-C6 alkyl or C1-C6 alkoxy; A is, for example, a single bond, C1-C12 alkyl, O, or O(C1-C12 alkyl); R4 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkoxy, N(R5)2, or C1-C6 alkoxy-C2-C6 alkyl; R5 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C8 haloalkyl, or aryl-C1-C6 alkyl; X1 is R10; X2 and X3 are each independent and are H or R10; R10 is, for example, a halogen, CN, NO2, C1-C6 alkyl, or C3-C8 cycloalkyl; and n is 0, 1, or 2, and the compounds of addition are physiologically tolerable and acceptable. Chemically and agriculturally acceptable, and suitable E/Z isomers, mixtures of E/Z isomers and/or taumers, in each case in free or salt form. Compounds in free or salt form that are chemically and agriculturally acceptable exhibit pest-killing properties. These substances are also particularly suitable for pest control in agriculture and stored products, and also in pet care at home.

Claims (10)

1. A compound having the formula (chemical formula) (I), where R1 is an unsubstituted or one to five substituted aryl or heteroaryl, where R1 is the representative of the aryl and the heteroaryl ring. Selectable ryls from groups containing OH, halogen, CN, NO2, C1-C6 alkyl, C3-C8 cycloalkyl, C3-C8 cycloalkenyl that may be selected as substitutes, C1-C6 alkyl-C3-C8 cycloalkyl, C3-C8 cycloalkyl-C1-C6 alkyl, C1-C6 haloalkyl, C3-C8 halocycloalkyl, C1-C6 alkoxy, C3-C8 cycloalkoxy, C1-C6 haloalkoxy, C3-C8 halocycloalkoxy, C1-C6 alkylthio, C3-C8 cycloalkylthio, C1-C6 haloalkylthio, C3-C8 halocycloalkylthio, C1-C6 alkylsulfinyl. C3-C8 cycloalkylsulfonil, C1-C6 haloalkylsulfonil, C3-C8 halocycloalkylsulfonil, C1-C6 alkylsulfonil, C3-C8 cycloalkylsulfonil, C1-C6 haloalkylsulfonil, C3-C8 halocycloalkylsulfonil, C2-C8 selectively substitutable alkynils, C2-C8 selectively substitutable alkinils, C1-C6 alkyl carbonyls, C1-C6 alkyl-C(=NOR6), -P(=O)(OC1-C6 alkyl)2, R7, unsubstituted or one to five substituted phenyls, unsubstituted or one to five substituted heteroaryls; Where the representatives of the aforementioned phenyl and heteroaryl radicals are selectively substituted from groups containing OH, halogen, CN, NO2, C1-C6 alkyls, C2-C8 selectively substituted alkenyls, C2-C8 selectively substituted alkinyls, C3-C8 cycloalkyls, C3-C8 selectively substituted cycloalkenyls, C1-C6 haloalkyls, C3-C8 halocycloalkyls, C1-C6 alkoxys, C3-C8 cycloalkoxys, C1-C6 haloalkoxys, C3-C8 halocycloalkoxys, C1-C6 alkylthios, C3-C8 cycloalkylthios, C1-C6 haloalkylthios, C3-C8 halocycloalkylthios, C1-C6 Alkyl sulfonils, C3-C8 cycloalkyl sulfonils, C1-C6 haloalkyl sulfonils, C3-C8 halocycloalkyl sulfonils, C1-C6 alkylsulfonils, C3-C8 cycloalkylsulfonils, C1-C6 haloalkylsulfonils, C3-C8 halocycloalkylsulfonils, C2-C8 alkinils, unsubstituted or substituted, C2-C8 alkinils, unsubstituted or substituted, C1-C6 alkylcarbonyls, -CH(=NOR6), -C(C1-C6 alkyl)(=NOR6), C1-C6 alkyl-C(=NOR6),-CHO,-C(=O)-C1-C6 alkyl and R7; Phenoxy group, either unsubstituted or substituted one to five times; phenylthio, either unsubstituted or substituted one to five times; phenylamino, either unsubstituted or substituted one to five times; and phenyl-(C1-C6 alkyl)-amino, either unsubstituted or substituted one to five times; representatives of the phenoxy group, phenylthio, phenylamino and phenyl-(C1-C6). Selectable alkyl-amino acids are available from groups comprising halogens, CN, NO2, C1-C6 alkyls, C3-C8 cycloalkyls, C3-C8 haloalkyls, C3-C8 halocycloalkyls, C1-C6 alkoxy, C1-C6 haloalkoxy, C3-C8 cycloalkoxy, C1-C6 alkyl-thio, C1-C6 alkylsulfenyl, C1-C6 haloalkylsulfenyl, C1-C6 alkylsulfonyl, C1-C6 haloalkyl-sulfonyl, C3-C8 cycloalkylthio, C1-C6 haloalkylthio, and C3-C8 halocycloalkylthio. R2 represents H, OH, halogen, CN, NO2, C1-C6 alkyls that may be selectively substituted, C1-C6 al-koxy, C1-C6 alkoxy-C1-C6 alkyl, C1-C6 alkylthio, C1-C6 alkylthio-C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C3-C8 halocycloalkyl, -NH-C1-C6 alkyl, SH or CH2-NO2; A is a single bond, C1-C12 alkylene, O, O(C1-C12 alkylene), S(O)n, S(O)n(C1-C12 alkylene), C2-C8 alkynilene, C2-C8 alkynilene; NR3 or NR3(C1-C12 alkylene). R3 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C2-C8 alkenyl, C2-C8 alkinyl, aryl-C1-C6 alkyl, (CH2)pC(O)R4 or C1-C6 alkoxy-C2-C6 alkyl; R4 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkoxy, N(R5)2 or C1-C6 alkoxy-C2-C6 alkyl; R5 is H, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, or aryl-C1-C6 alkyl; R6 is H, C1-C6 alkyl, C3-C8 cycloalkyl, or -C(=O)-R5; R7 is (chemical formula); R8 and R9 are each independent and are H or C1-C6 alkyl; X1 is R10; X2 and X3 are independent and are either H or R10; R10 is a halogen, CN, NO2, C1-C6 alkyl, C3-C8 cycloalkyl, C1-C6 haloalkyl, C3-C8 halocycloalkyl, C1-C6 alkoxy, C3-C8 cycloalkoxy, C1-C8 haloalkoxy, C3-C8 halocycloalkoxy, C1-C6 alkylthio, C3-C8 cycloalkylthio, C1-C8 haloalkylthio, or C3-C8 halocycloalkylthio; m is 1, 2, 3, or 4; n is 0, 1, or 2; and W is O or S; It is defined that the A-R1 radical and the substituted phenyl groups X1, X2, and X3 are not in relative proximity to each other in the triazine ring; further defined that X1 is not CH3, Cl, or F, where X2 and X3 are H, A is a single bond, R1 is phenyl, 2-fluorophenyl, p-fluorophenyl, or 3-chlorophenyl, and R2 is H, Cl, or NHC2-H5; with the exception of 3,6-di-(2-chlorophenyl)-5-hydroxy-1,2,4-triazine and with the exception of 3-(2-methylphenyl)-6-(4-methylphenyl)-5-trifluoromethyl-1,2,4-triazine; and relating to addition compounds that are physiologically resistant, pharmaceutically and agrochemically acceptable. And suitable for E/Z isomers, with mixtures of E/Z isomers and/or with turtomers, in each case in free form or in salt form. 2. The compound according to claim 1, having the formula (I) in its free form. 3. A compound according to claim 1 or 2 with the formula (I), where A is a single bond, C1-C4 alkylene, O, OCH2, C2-C4 alkyniline, C2-C4 alkinin, or NR3. 4. Any compound under Reservion 1 through 3 with the formula (I), where X1 is a halogen, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio or C1-C4 haloalkylthio. 5. A mixture for pest control, which contains at least one active ingredient with the formula (I) as described in Claim 1 and at least one auxiliary. 6. Use of a compound with the formula (I) as described in Claim 1 for pest control. 7. A method of pest control consisting of the application of a quantity that is effective in killing the pest of at least one compound with the formula (I) as described in claim 1 against the pest or its specific location. 8. Use of compounds with the formula (I) as described in claim 1 in methods of parasite control on plants and on warm-blooded animals. 9. The methods under claim 7 for the protection of plant reproductive substances, which include the treatment of such reproductive substances or the cultivation areas for such reproductive substances. 10. Plant spreaders treated with the compounds described in Claim 1 with the formulation (I) or with the mixtures described in Claim 5.