Pesticidal compositions and related methods

Patent metadata

Field	Value
Publication number	US-9497966-B2
Application number	US-201414517401-A
Country	US
Kind code	B2
Filing date	Oct 17, 2014
Priority date	Oct 22, 2013
Publication date	Nov 22, 2016
Grant date	Nov 22, 2016

Abstract

A pesticidal composition comprises a 3-(1H-pyrazol)pyridine compound of formula I or any agriculturally acceptable salt thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 9 , R 10 , R 12 , x, n, and Q are as described herein. A method of controlling pests comprises applying the pesticidal composition near a population of pests.

First claim

We claim:

1. A pesticidal composition, comprising a 3-(1H-pyrazol)pyridine compound of formula I or any agriculturally acceptable salt thereof:

wherein:
(a) R 1 , R 2 , and R 4 are independently selected from H, F, Cl, Br, I, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 1 -C 6 haloalkyl,
wherein each said R 1 , R 2 , and R 4 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 3 -C 10 cycloalkyl, or C 3 -C 10 halocycloalkyl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(b) R 3 is selected from H, F, Cl, Br, I, CN, NO 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 6 haloalkyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, OR 11 , C(═X 1 )R 11 , C(═X 1 )OR 11 , C(═X 1 )N(R 11 ) 2 , N(R 11 ) 2 ; N(R 11 )C(═X 1 )R 11 , SR 11 , S(O) n OR 11 , or R 11 S(O) n R 11 ,
wherein each said R 3 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OR 11 , S(O) n OR 11 ; C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(c) R 5 is selected from H, F, Cl, Br, I, CN, NO 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, C 3 -C 10 cycloalkyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, OR 11 , C(═X 1 )R 11 , C(═X 1 )OR 11 , C(═X 1 )N(R 11 ) 2 , N(R 11 ) 2 , N(R 11 )C(═X 1 )R 11 , SR 11 , S(O) n OR 11 , or R 11 S(O) n R 11 ,
wherein each said R 5 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OR 11 , S(O) n OR 11 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(d) R 6 is H, F, Cl, Br, I, substituted or unsubstituted C 1 -C 6 alkyl, or C 1 -C 6 haloalkyl,
wherein each said R 6 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, or C 3 -C 10 halocycloalkenyl;
(e) R 7 is selected from H, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 2 -C 6 alkynyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, C 1 -C 6 alkyl, C 2 -C 6 alkynyl wherein the alkyl and alkynyl is independently substituted or unsubstituted, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, C 1 -C 6 alkyl C 6 -C 20 aryl wherein the alkyl and aryl is independently substituted or unsubstituted, C 1 -C 6 alkyl-(C 3 -C 10 cyclohaloalkyl) wherein the alkyl and cyclohaloalkyl is independently substituted or unsubstituted, C 1 -C 6 alkyl-(C 3 -C 10 cycloalkyl) wherein the alkyl and cycloalkyl is independently substituted or unsubstituted,
wherein each said R 7 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OR 11 , S(O) n OR 11 , C 6 -C 20 aryl, C 1 -C 20 heterocyclyl, or R 11 aryl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(f) R 9 is a bond or substituted or unsubstituted C 2 -C 12 alkenyl, substituted or unsubstituted C 1 -C 12 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl,
wherein each said R 9 , when substituted, has one or more substituents selected from F, Cl, Br, I, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 3 -C 10 cycloalkyl, C 3 -C 10 halocycloalkyl, OR 11 , S(O) n R 11 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(g) R 10 is selected from H, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 3 -C 10 halocycloalkyl substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 6 -C 20 aryl, or substituted or unsubstituted C 1 -C 20 heterocyclyl,
wherein each said R 10 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, oxo, OR 11 , S(O) n R 11 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(h) R 11 is H, CN, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 2 -C 6 alkenyloxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, substituted or unsubstituted S(O) n C 1 -C 6 alkyl, or substituted or unsubstituted N(C 1 -C 6 alkyl) 2 ,
wherein each said R 11 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OC 1 -C 6 alkyl, OC 1 -C 6 haloalkyl, S(O) n C 1 -C 6 alkyl, S(O) n OC 1 -C 6 alkyl, C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl;
(i) R 12 is H, substituted or unsubstituted C 1 -C 12 alkenyl, substituted or unsubstituted C 1 -C 12 alkyl, substituted or unsubstituted C 3 -C 10 cycloalkyl, C 6 -C 10 aryl, C 1 -C 20 heterocyclyl, R 9 C(═O)N(R 9 ) 2 , or R 9 C(═O)R 9 ,
wherein each said R 12 , when substituted, has one or more substituents selected from F, Cl, Br, I, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 3 -C 10 cycloalkyl, C 3 -C 10 halocycloalkyl, OR 11 , N(R 11 ) 2 S(O) n R 11 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is substituted, unsubstituted, or substituted with R 11 ;
(j) Q is O or S;
(k) n is 0, 1, or 2; and
(l) x is 0 or 1.

2. The composition of claim 1 , comprising one or more compounds selected from the 3-(1H-pyrazol)pyridine compounds of formula IA or IB

Assignees

• Dow Agrosciences Llc

Inventors

• Walsh Martin J
• Buysse Ann M
• Kubota Asako
• Niyaz Noormohamed M
• Zhang Yu
• Hunter Ricky
• Trullinger Tony K

Classifications

• C05G3/60

  Biocides or preservatives, e.g. disinfectants, pesticides or herbicides; Pest repellants or attractants · CPC title

• A01N25/30

  characterised by the surfactants · CPC title

• A01N43/56 Primary

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

• A01N43/78

  1,3-Thiazoles; Hydrogenated 1,3-thiazoles · CPC title

• C07D231/40

  Acylated on said nitrogen atom · CPC title