IP Library › Granted Patent US 10,701,940
Granted Patent B2
US 10,701,940 · App. 15/805,710 · Granted Jul 7, 2020

Molecules having certain pesticidal utilities, and intermediates, compositions, and processes related thereto

Inventors: Natalie C. Giampietro (Carmel, IN); David A. Demeter (Fishers, IN); Lindsey G. (Fischer) Horty (Indianapolis, IN); Gary D. Crouse (Noblesville, IN); Thomas C. Sparks (Greenfield, IN)
Assignee: DOW AGROSCIENCES LLC
A01N47/36A01N47/46A01N47/48C07D417/12
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Quick Facts
Patent No.
US 10,701,940
App. No.
15/805,710
Granted
Jul 7, 2020
Kind
B2
Abstract

This disclosure relates to the field of molecules having pesticidal utility against pests in phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such molecules and intermediates used in such processes, compositions containing such molecules, and processes of using such molecules against such pests. These molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses molecules having the following formula (“Formula One” and “Formula Two”).

Claims (260)

1. A molecule having the following formula

wherein:

(A) Ar 1 is selected from

(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or

(2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,

wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)-NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,

wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O)—(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O)—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(B) Het is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur, or oxygen, and where Ar 1 and Ar 2 are not ortho to each other (but may be mew or para, such as, for a five-membered ring they are 1,3 and for a 6-membered ring they are either 1,3 or 1,4) and where said heterocyclic ring may also be substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , oxo, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl-C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,

wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(C) Ar 2 is selected from

(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or

(2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,

wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyk (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,

wherein each alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(D) L is linker selected from

(1) a saturated or unsaturated, substituted or unsubstituted, linear (C 1 -C 4 )hydrocarbyl linker, and

(2) a saturated or unsaturated, substituted or unsubstituted, cyclic (C 3 -C 8 )hydrocarbyl group linker,

wherein each of said linkers connects Ar 2 to —NH— and

wherein said substituted linear (C 1 -C 4 )hydrocarbyl linker and substituted cyclic (C 3 -C 8 )hydrocarbyl linker has one or more substituents independently selected from R 8 , R 9 , R 10 , R 11 , and R 12 , wherein each R 8 , R 9 , R 10 , R 11 , and R 12 , is selected from F, Cl, Br, I, CN, oxo, (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )haloalkenyl, (C 2 -C 6 )alkynyl, (C 1 -C 6 )haloalkyl, (C 3 -C 6 )cycloalkyl, (C 3 -C 6 )cycloalkenyl, (C 3 -C 6 )halocycloalkyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, or phenyl;

(H) R 3 is selected from the group consisting of (C 3 -C 8 )cycloalkyl, phenyl, (C 1 -C 8 )alkylphenyl, (C 1 -C 8 )alkyl-O-phenyl, (C 2 -C 8 )alkenyl-O-phenyl, (Het-1), (C 1 -C 8 )alkyl-(Het-1), and (C 1 -C 8 )alkyl-O-(Het-1),

wherein each alkyl, cycloalkyl, alkenyl, phenyl, and (Het-1) may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 5 )cycloalkyl, C(O)O—(C 1 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, O—(C 1 -C 8 )alkyl, S—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, phenoxy, and (Het-1),

(J) R 5 , R 6 , and R 7 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, OH, SH, NO 2 , NR x R y , oxo, thioxo, (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(C 1 -C 8 alkyl), S(C 1 -C 8 haloalkyl), S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and (Het-1);

(K) R x and R y are each independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)H, C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl-C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and (C 1 -C 8 )alkylphenyl,

wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and alkylphenyl may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and (Het-1);

(L) (Het-1) is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur or oxygen,

wherein said heterocyclic ring may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , oxo, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,

wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(M) n is each individually 0, 1, or 2; and

N-oxides, agriculturally acceptable acid addition salts, salts, solvates, esters, crystal polymorphs, isotopes, and resolved stereoisomers thereof.

2. A molecule according to claim 1 , wherein:

(A) Ar 1 is substituted phenyl wherein said substituted phenyl has one or more substituents independently selected from (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )alkoxy and (C 1 -C 6 )haloalkoxy;

(B) Het is triazolyl;

(C) Ar 2 is phenyl, or substituted phenyl wherein said substituted phenyl has one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 6 )alkyl, and (C 1 -C 6 )haloalkyl;

(G) R 3 is phenyl, wherein said phenyl is optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, phenyl, (C 1 -C 6 )alkoxy, and (C 1 -C 6 )haloalkoxy;

(J) each R 5 , R 6 , and R 7 is selected from H, F, Cl, Br, I, CN, OH, SH, NO 2 , NR x R y , (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, S(C 1 -C 6 alkyl), S(C 1 -C 6 haloalkyl), phenyl, and oxo;

(K) R x and R y are independently selected from H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, and phenyl; and

(L) L is linker selected from

(1) a saturated or unsaturated, substituted or unsubstituted, linear (C 1 -C 4 )hydrocarbyl linker, and

(2) a saturated or unsaturated, substituted or unsubstituted, cyclic (C 3 -C 8 )hydrocarbyl group linker,

wherein each of said linkers connects Ar 2 to —NH— and

wherein said substituted linear (C 1 -C 4 )hydrocarbyl linker and substituted cyclic (C 3 -C 8 )hydrocarbyl linker has one or more substituents independently selected from R 8 , R 9 , R 10 , R 11 , and R 12 , wherein each R 8 , R 9 , R 10 , R 11 , and R 12 , is selected from F, Cl, Br, I, CN, oxo, (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )haloalkenyl, (C 2 -C 6 )alkynyl, (C 1 -C 6 )haloalkyl, (C 3 -C 6 )cycloalkyl, (C 3 -C 6 )cycloalkenyl, (C 3 -C 6 )halocycloalkyl, and phenyl.

3. A molecule according to claim 1 having a structure from compounds listed below:

P1

P2

P3

P4

P5

P6

P7

P8

P9

P10

P11

P12

P13

P14

P15

P16

P17

P18

P19

P20

P21

P22

P23

P24

P25

P26

P27

P28

P29

P30

P31

P32

P33

P34

P35

P36

P37

P38

P39

P40

P41

P42

P43

P44

P45

P46

P47

P48

P49

P50

P51

P52

P53

P54

P55

P56

P57

P58

P59

P60

P61

P62

P63

P64

P65

P66

P67

P68

P69

P70

P71

P72

P73

P74

P75

P76

P77

P78

P79

P80

P81

P82

P83

P84

P85

P86

P87

P88

P89

P90

P91

P92

P93

P94

P95

P96

P97

P98

P99

P100

P101

P102

P103

P104

P105

P106

P107

P108

P109

P110

P111

P112

P113

P114

P115

P116

P117

P118

P119

P120

P121

P122

P123

P124

P125

P126

P127

P128

P129

P130

P131

P132

P133

P134

P135

P136

P137

P138

P139

P140

P141

P142

P143

P144

P145

P146

P147

P148

P149

P150

P151

P152

P153

P154

P155

P156

P157

P158

P159

P160

P161

P162

P163

P164

P165

P166

P167

P168

P169

P170

P171

P172

P173

P174

P175

P176

P177

P178

P179

P180

P181

P182

P183

P184

P185

P186

P187

P188

P189

P190

P191

P192

P193

P194

P195

P196

P197

P198

P199

P200

P201

P202

P203

P204

P205

P206

P207

P208

P209

P210

P211

P212

P213

4. A molecule according to claim 1 wherein at least one H is 2 H or at least one C is 14 C.

5. A composition comprising a biologically effective amount of a molecule according to claim 1 and at least one other compound having insecticidal, herbicidal, acaricidal, nematicidal, or fungicidal activity.

6. A composition comprising a biologically effective amount of a molecule according to claim 1 and a seed.

7. A process of treating plants or seeds comprising applying a biologically effective amount of a molecule according to claim 1 to a genetically modified plant, or genetically-modified seed, which has been genetically modified to express one or more specialized traits.

8. A process of controlling endoparasites, ectoparasites, or both comprising: orally administering; or topically applying; a biologically effective amount of a molecule according to claim 1 , to a non-human animal.

Assignments (2)
CHANGE OF NAME Recorded Nov 8, 2021
From: DOW AGROSCIENCES LLC
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 058044/0184 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2017
From: GIAMPIETRO, NATALIE C.; DEMETER, DAVID A.; HORTY, LINDSEY G.; CROUSE, GARY D.; SPARKS, THOMAS C.
To: DOW AGROSCIENCES LLC
Reel/Frame 044430/0065 →
Continuity (4)
Provisional Application 62477577 · Mar 28, 2017
Provisional Application 62464427 · Feb 28, 2017
Provisional Application 62419622 · Nov 9, 2016
Related Publication 20180125072A1 · May 10, 2018