Pesticidal arylpyrrolidines

Patent metadata

Field	Value
Publication number	US-9375000-B2
Application number	US-201113818291-A
Country	US
Kind code	B2
Filing date	Sep 13, 2011
Priority date	Sep 15, 2010
Publication date	Jun 28, 2016
Grant date	Jun 28, 2016

Abstract

Arylpyrrolidines of Formula (I): wherein each substituent is as defined in the specification, and use thereof as pesticides and animal parasite-controlling agents.

First claim

The invention claimed is:

1. An arylpyrrolidine compound of Formula (I)

wherein
R 1 is CF 3 ;
R 2 is hydroxy;
n is 1;
A is C—X 3 ;
X 1 , X 2 , X 3 and X 4 each independently are hydrogen, fluoro, chloro, bromo, iodo or C 1-4 haloalkyl;
B 1 is C—H or C—F;
B 2 is C—H, C—F, C—Cl, C—Br, C—I, C—CH 3 , C—CH 2 CH 3 , C—CF 2 H, C—CF 3 , C—OCF 2 H or C—OCF 3 ;
B 3 is C—H;
B 4 is C—H or C—F;
G is a chemical moiety (ε)

wherein
R 3 is hydrogen, C 1-4 alkyl, C 1-4 haloalkyl, C 3-4 alkenyl, C 1-6 alkyl-carbonyl, C 1-6 alkoxy-carbonyl or C 1-12 haloalkoxy-carbonyl;
R 5 and R 6 each independently are hydrogen, cyano, C 1-4 alkyl, C 1-4 haloalkyl or cyclopropyl;
R 7 is C 1-6 alkyl, C 1-6 cyanoalkyl, C 1-6 haloalkyl, C 3-6 cycloalkyl that is optionally substituted with 1 to 5 fluorine, chlorine, or C 1-4 haloalkyl, C 3-6 cycloalkyl-C 1-4 alkyl that is optionally substituted with 1 to 5 fluorine or chlorine, C 3-6 halocycloalkyl-C 1-6 alkyl, C 2-6 alkenyl, C 2-6 haloalkenyl, C 1-4 alkoxy, C 1-4 haloalkoxy, C 1-4 alkoxy-C 1-4 alkyl, C 1-4 alkoxy-C 1-4 haloalkyl, C 1-4 alkyl-S—C 1-4 alkyl that is optionally substituted with fluorine or chlorine, C 1-4 alkyl-S(O)—C 1-4 alkyl that is optionally substituted with fluorine or chlorine, C 1-4 alkyl-S(O) 2 -C 1-4 alkyl that is optionally substituted with fluorine or chlorine, phenyl, phenyl-C 1-6 alkyl, methylamino that is optionally substituted with 1 to 3 fluorine or chlorine, dimethylamino that is optionally substituted with 1 to 5 fluorine or chlorine, ethylamino that is optionally substituted with 1 to 5 fluorine or chlorine, cyclopropylamino that is optionally substituted with 1 to 4 fluorine or chlorine, or prop-2-yn-1-ylamino that is optionally substituted with 1 to 3 fluorine or chlorine;
W is oxygen or sulfur; and
m is 1.

2. A method of controlling insects, arachnids, helminths, nematodes and/or molluscs, which are encountered in agriculture, in horticulture, in animal husbandry, in forests, in gardens and leisure facilities, in protection of stored products and of materials, and/or in the hygiene sector, the method comprising applying a compound according to claim 1 to said insects, arachnids, helminths, nematodes and/or molluscs or their surroundings, their habitats, or places to be protected.

3. Seeds treated with a compound according to claim 1 .

4. The compound according to claim 1 , wherein
X 1 , X 2 , X 3 and X 4 each independently are hydrogen, fluoro, chloro, bromo or trifluoromethyl;
R 3 is hydrogen;
R 5 and R 6 each independently are hydrogen, trifluoromethyl or methyl; and
R 7 is C 1-6 alkyl, C 1-6 cyanoalkyl, C 1-6 haloalkyl, C 3-6 cycloalkyl that is optionally substituted with 1 to 5 fluorine, chlorine, or C 1-4 haloalkyl, C 1-4 alkoxy, C 1-4 haloalkoxy, C 1-4 alkoxy-C 1-4 alkyl, C 1-4 alkoxy-C 1-4 haloalkyl, C 1-4 alkyl-S—C 1-4 alkyl that is optionally substituted with fluorine or chlorine, C 1-4 alkyl-S(O)—C 1-4 alkyl that is optionally substituted with fluorine or chlorine, C 1-4 alkyl-S(O) 2 -C 1-4 alkyl that is optionally substituted with fluorine or chlorine, methylamino that is optionally substituted with 1 to 3 fluorine or chlorine, dimethylamino that is optionally substituted with 1 to 5 fluorine or chlorine, ethylamino that is optionally substituted with 1 to 5 fluorine or chlorine, cyclopropylamino that is optionally substituted with 1 to 4 fluorine or chlorine, or prop-2-yn-1-ylamino that is optionally substituted with 1 to 3 fluorine or chlorine.

5. The compound according to claim 1 , having the structure

6. The compound according to claim 1 , having the structure

7. The compound according to claim 1 , having the structure

8. The compound according to claim 1 , having the structure

9. The compound according to claim 1 , having the structure

10. The compound according to claim 1 , having the structure

11. The compound according to claim 1 , having the structure

12. The compound according to claim 1 , having the structure

13. The compound according to claim 1 , having the structure

Assignees

• Mihara Jun
• Hatazawa Mamoru
• Yamazaki Daiei
• Kishikawa Hidetoshi
• Domon Kei
• Watanabe Hidekazu
• Sasaki Norio
• Murata Tetsuya
• Araki Koichi
• Shimojo Eiichi
• Ichihara Teruyuki
• Ishikawa Tadashi
• Shibuya Katsuhiko
• Görgens Ulrich
• Bruechner Peter
• Fischer Reiner
• Jansen Johannes-Rudolf
• Kapferer Tobias
• Maechling Simon
• Maue Michael
• Voerste Arnd
• Bayer Ip Gmbh

Inventors

• Mihara Jun
• Hatazawa Mamoru
• Yamazaki Daiei
• Kishikawa Hidetoshi
• Domon Kei
• Watanabe Hidekazu
• Sasaki Norio
• Murata Tetsuya
• Araki Koichi
• Shimojo Eiichi
• Ichihara Teruyuki
• Ishikawa Tadashi
• Shibuya Katsuhiko
• Görgens Ulrich
• Bruechner Peter
• Fischer Reiner
• Jansen Johannes-Rudolf
• Kapferer Tobias
• Maechling Simon
• Maue Michael
• Voerste Arnd

Classifications

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title

• C07D401/04

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

• C07D403/04

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

• C07D409/12

  linked by a chain containing hetero atoms as chain links · CPC title

• A01N43/36 Primary

  five-membered rings · CPC title