Pesticidal compositions and related methods

Patent metadata

Field	Value
Publication number	US-9295260-B2
Application number	US-201414517590-A
Country	US
Kind code	B2
Filing date	Oct 17, 2014
Priority date	Oct 22, 2013
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

Abstract

A pesticidal composition comprises at least one compounds selected from a compound of formula, or any agriculturally acceptable salt thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , Q, Z, L, L a , and x 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 compound of formula I or any agriculturally acceptable salt thereof:

wherein:
(a) R 1 , R 2 , and R 4 are independently selected from hydrogen, 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 that may be substituted, may optionally be substituted with R 10 );
(b) R 3 is selected from hydrogen, 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 C1-C 20 heterocyclyl, OR 10 , C(═X 1 )R 10 , C(═X 1 )OR 10 , C(═X 1 )N(R 10 ) 2 , N(R 10 ) 2 , N(R 10 )C(═X 1 )R 10 , SR 10 , S(O) n OR 10 , or R 10 S(O) n R 10 ,
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 10 , S(O) n OR 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, (each of which that may be substituted, may optionally be substituted with R 10 );
(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 10 , C(═X 1 )R 10 , C(═X 1 )OR 10 , C(═X 1 )N(R 10 ) 2 , N(R 10 ) 2 , N(R 10 )C(═X 1 )R 10 , SR 10 ,S(O) n OR 10 , or R 10 S(O) n R 10 ,
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 10 , S(O) n OR 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, (each of which that may be substituted, may optionally be substituted with R 10 );
(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 hydrogen, 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, or 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 10 , S(O) n OR 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, R 10 aryl, (each of which that may be substituted, may optionally be substituted with R 10 );
(f) R8 is selected from 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 8 , when substituted, has one or more substituents selected from 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 haloalkyl, substituted or unsubstituted C 2 -C 6 haloalkenyl, substituted or unsubstituted C 1 -C 6 haloalkyloxy, substituted or unsubstituted C 2 -C 6 haloalkenyloxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 3 -C 10 halocycloalkyl, substituted or unsubstituted C 3 -C 10 halocycloalkenyl, oxo, OR 10 , S(O) n R 10 , substituted or unsubstituted C 6 -C 20 aryl, or substituted or unsubstituted C 1 -C 20 heterocyclyl, (each of which, when substituted, is substituted with R 10 );
(g) L is N(R 9 );
(h) L a is selected from R 9 , OR 9 , N(R 9 ) 2 , N(R 9 )(R 11 ), N(R 9 )(OR 11 ), N(R 9 )C(═X 1 )R 9 , N(R 9 )C(═X 1 )(R 11 ), C(R 9 ) 3 , C(R 9 )(R 11 )(R 12 ), or SR 9 ;
optionally L and L a are connected in a cyclic arrangement, which forms 3-8 membered heterocycles or carbocycles including L and L a ,
wherein the cyclic arrangement contains none or at least one of O, S, or N heteroatoms, and the cyclic arrangement is unsubstituted or substituted,
wherein, when substituted, the cyclic arrangement has one or more substituents selected from 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 2 -C 6 alkynyl, substituted or unsubstituted C 1 -C 6 haloalkyl, substituted or unsubstituted C 2 -C 6 haloalkenyl, substituted or unsubstituted C 1 -C 6 haloalkyloxy, substituted or unsubstituted C 2 -C 6 haloalkenyloxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 3 -C 10 halocycloalkyl, substituted or unsubstituted C 3 -C 10 halocycloalkenyl, N(R 9 )S(O) n R 11 , oxo, OR 9 , S(O) n R 11 , S(O)R 9 , substituted or unsubstituted C 6 -C 20 aryl, or substituted or unsubstituted C 1 -C 20 heterocyclyl (each of which, when substituted, is substituted with R 10 );
(i) R 9 , R 11 , R 12 , and R 13 are independently selected from hydrogen, 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 3 -C l0 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 of said R 9 , R 11 , and R 12 , when substituted, has one or more substituents selected from F, Cl, Br, I,

Assignees

• Dow Agrosciences Llc

Inventors

• Zhang Yu
• Kubota Asako
• Niyaz Noormohamed M
• Barton Thomas
• Trullinger Tony K
• Lowe Christian T
• Leplae Paul R
• Buysse Ann M
• Walsh Martin J
• Garizi Negar
• Hunter Ricky
• Knueppel Daniel

Classifications

• C05G3/60

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

• C07D401/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• A01N47/18

  containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring · CPC title

• A01N43/50

  1,3-Diazoles; Hydrogenated 1,3-diazoles · CPC title

• C07D401/14

  containing three or more hetero rings · CPC title