TH61792A - 3- Substitutis pyrazol with insect and flea limiting activity. - Google Patents

Abstract

DC60 (27/12/45) A compound with formula I (chemical formula) (I) in which various variables The indices have the following meanings: R1H, halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkylthio, alkoxyalkyl, alkylthioalkyl, or selectable with a substituted phenyl; R2H, halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, or selectable with a substituted phenyl; AH, OH, CN, NO2, halogen, SCN, alkoxy, haloalkoxy, alkenyloxy, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, aminothiocarbonyl, hydroxycarbonyl, alkoxycarbonyl, or aminocarbonyl; BH, OH, NH2, CN, NO2, halogen, selectable substituted alkyl. Selectable, Selectively Substituted Alkoxy, Selectively Substituted Alkenyl, Alkenyloxy, Alkyl Thio, Haloalkyl Thio, Alkoxythiocarbonyl Thio, Alkoxycarbonyl Alkoxy, Alkoxycarbonyl Alkyl Thio, Alkylsulfinyl, Alkylsulfonyl, Aminothiocarbonyl, NR3R4, N=CHOR5, or N=CHNR5; R3, R4 H, Alkyl, Alkoxycarbonyl Alkyl, [(Alkoxycarbonyl [Nil](Alkenil)]Alkyl, Alkoxycarbonyl, Alkenil, Alkyl Carbonyl, Cycloalkyl Carbonyl, Alkylaminocarbonyl, Diaminocarbonyl, Alkoxycarbonyl, Alkoxyaminosulfonyl, or Di(alkoxy)aminosulfonyl; R5 Alkyl, Haloalkyl, or Phenylalkyl; Q H, NO2, Halogen, Haloalkyl, Alkylamino, Dialkylamino, Alkoxy, Haloalkoxy, or Alkenyloxy; X H, Halogen, Haloalkyl, Alkoxy, or Haloalkoxy; Y H, Halogen, Haloalkyl, Alkoxy, or Haloalkoxy; Z H Halogen, Haloalkyl, Alkoxy, or Haloalkoxy; M N or CR6; R6H, NO2, halogen or haloalkyl; n 0, 1, 2, 3, or 4, provided that, when R1 is hydrogen, n is not equal to zero, is a process for preparing compounds with the formula I, mixtures containing them, and their use for insect and pest control, including ticks and fleas, and for protecting plants from pests, as well as their use for the treatment, control, prevention, and protection of warm-blooded animals and humans from infestations and infections by spiders and arthropods that are internally and externally parasitic. Compounds with formula I (chemical formula) (I) where the variables and indices have the following meanings: R1 H, halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkylthio, alkoxyalkyl, alkylthioalkyl, or alternatively selectable with a substituted phenyl; R2 H, halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, or alternatively selectable with a substituted phenyl; A H,OH,CN,NO2, halogen, SCN, alkoxy, haloalkoxy, alkynyloxy, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, aminothiocarbonyl, hydroxycarbonyl, alkoxycarbonyl, or aminocarbonyl; B H,OH,NH2,CN,NO2, halogen, selectively substituted alkyl, alkoxy Selectively substituted, selectively substituted alkyl, alkynyloxy, alkyl thio, haloalkyl thio, alkoxythiocarbonyl thio, alkoxycarbonyl alkoxy, alkoxycarbonyl alkyl thio, alkylsulfinyl, alkylsulfonyl, aminothiocarbonyl, NR3R4,N=CHOR5, or N=CHNR5; R3,R4H, alkyl, alkoxycarbonyl alkyl, [(alkoxycarbonyl)(alkenyl)]alkyl, alkoxycarbonyl alkenyl, alkyl carbonyl, cycloalkyl carbonyl, alkylaminocarbonyl, diaminocarbonyl, alkoxycarbonyl, alkoxyaminosulfonyl, or di(alkoxy)aminosulfonyl; R5 is an alkyl, haloalkyl, or phenylalkyl compound; QH, NO2, halogen, haloalkyl, alkylamino, dialkylamino, alkoxy, haloalkoxy, or alkenyloxy; XH, halogen, haloalkyl, alkoxy, or haloalkoxy; YH, halogen, haloalkyl, alkoxy, or haloalkoxy; ZH, halogen, haloalkyl, alkoxy, or haloalkoxy; MN or CR6; R6H, NO2, halogen, or haloalkyl compound; n 0, 1, 2, 3, or 4, provided that, when R1 is hydrogen, n is not equal to zero, the methods for preparing compounds with the formula I, mixtures containing them, and their use for the control of insects and pests such as ticks and fleas. And for protecting plants from pests, as well as for therapeutic use, control, prevention, and protection of warm-blooded animals and humans from infestations and infections from spiders and arthropods that are internally and externally parasitic.

Claims (10)

1. Compounds with formula I (chemical formula) (I) where the variables and indices have the following meanings: R1 Hydrogen, Halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl C1-C6-alkylthio, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkylthio-C1-C4-alkyl, or phenyl unsubstituted or substituted by 1 to 3 Ra groups; Ra halogen, nitro, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkoxy or C1-C6-haloalkoxy; R2 hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, or phenyl unsubstituted or substituted by 1 to 3 Ra groups; A hydrogen, hydroxyl, Cyan, nitro, halogen, rodano, C1-C6-alkoxy, C1-C6-halo alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, C1-C6-halo alkylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfonyl, aminothiocarbonyl, hydroxycarbonyl, C1-C6-alkoxycarbonyl, aminocarbonyl; B hydrogen, hydroxy, amino, cyano, nitro, halogen, C1-C6-alkyl, unsubstituted or substituted by one to three groups selected from the halogen-containing and cyano-containing groups; C1-C6 alkoxy, unsubstituted or substituted by one to three groups selected from the halogen-containing groups. Cyanol, C2-C4-alkenil, and C1-C6-alxoxycarbonyl-C2-C4-alkenil; C2-C6-alkenil, either unsubstituted or substituted by one to three groups selected from the halogenated and cyanocovalent groups; C2-C6-alkenyloxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alxoxythiocarbonyl-C1-C4-alkoxy, C1-C6-alkoxycarbonyl-C1-C4-alkylthio, C1-C6-alkylsulfenyl, C1-C6-alkylsulfonyl, aminothiocarbonyl, NR3R4 N=CHOR5, or N=CHNR5; R3, R4 each independently being hydrogen, C1-C6-alkyl, C1-C6-alkoxycarbonyl-C1-C4-alkyl, [(C1-C5-alkoxycarbonyl)(C2-C4-alkenyl)] C1-C4-alkyl, C1-C6-alkoxycarbonyl-C2-C4-alkenyl, C1-C6-alkyl-carbonyl, C3-C7-cycloalkyl-carbonyl, C1-C6-alkyl-aminocarbonyl, di-(C1-C6-alkyl)aminocarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxy-aminosulfonyl, or di-(C1-C6-al (Alkoxy)aminosulfonyl; R5 C1-C6-alkyl, C1-C6-haloalkyl, or phenyl-C1-C4-alkyl; Q Hydrogen, nitro, halogen, C1-C4-haloalkyl, C1-C6-alkylamino, di-(C1-C6)-alkylamino, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy; X Hydrogen, halogen, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy; Y Hydrogen, halogen, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy; Z Hydrogen, halogen, C1-C6-haloalkyl, C1-C6-alkoxy, or C1-C6-haloalkoxy; M, N, or CR6; R6 hydrogen, nitro, halogen, or C1-C4-haloalkyl; n 0, 1, 2, 3, or 4, provided that, when R1 is hydrogen, n is not equal to zero. 2. Compounds with formula I according to claim 1, where R1 is C1-C6-alkyl. 3. Compounds with formula I according to claim 1 or 2, where R2 is a halogen. 4. A compound with formula I according to any of the claims 1 through 3 where A is hydrogen, cyano, nitro, or halogen. 5. A compound with formula I according to any of the claims 1 through 4, where B is hydrogen, halogen, C1-C6-alkoxy, or C1-C6-alkylthio. 6. Methods for controlling insects or mites, which involve contact with such insects or mites, or their food sources, habitats, or breeding grounds, with an effective dose of compound formula I as specified in any of Claims 1 through 5. 7. Methods for protecting plants from damage or harm caused by insects or mites, consisting of the use on such plants or areas where they grow or are stored in quantities effective to eliminate insects or mites of compound formulation I as specified in any one of Claims 1 through 5. 8. Methods for protecting wood, wood products, or wood structures from infestation and damage by wood-boring insects, consisting of the use of such wood, wood products, or wood structures in insect-effective quantities of a compound with formula I as specified in any one of Patents 1 through 5. 9. A mixture containing an agriculturally acceptable solid or liquid carrier and an effective amount of insecticide or mite-killing compound of formula I as specified in any one of Claims 1 through 5. 10. A procedure for the preparation of a compound of formula Ib, where A is cyano, B is amino, and the other variable and index are as specified for formula I in any of the claims 1 through 3, is characterized by the compound of formula II reacting with malononitrile in the presence of a base. (Chemical formula) (Chemical formula) (II) (Ib)