Phenacylamin derivatives, production thereof and pest controllers containing the derivatives

• US 20030153464A1
• Filed: 08/05/2002
• Published: 08/14/2003
• Est. Priority Date: 02/16/2000
• Status: Active Grant

• Current Assignee: Ishihara Sangyo Kaisha Limited
• Original Assignee: Ishihara Sangyo Kaisha Limited
• Inventors: Izakura, Kenji, Morita, Masayuki, Nakamura, Yuji
• Granted Patent: US 7,439,366 B2
• Time in Patent Office: Days
• US Class Current: 504/257
• CPC Class Codes: A01N 37/20 containing the group , wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
• CPC Class Codes: A01N 37/40 having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
• CPC Class Codes: A01N 37/48 Nitro-carboxylic acids; Derivatives thereof
• CPC Class Codes: A01N 41/06 Sulfonic acid amides
• CPC Class Codes: A01N 41/10 Sulfones; Sulfoxides
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/56 1,2-Diazoles; Hydrogenated 1,2-diazoles
• CPC Class Codes: C07C 233/31 with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
• CPC Class Codes: C07C 233/61 having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
• CPC Class Codes: C07C 233/76 having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
• CPC Class Codes: C07C 233/92 with at least one carbon atom of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C07C 235/46 having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07C 235/60 having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07C 255/57 containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
• CPC Class Codes: C07C 2601/02 with a three-membered ring
• CPC Class Codes: C07C 2601/08 the ring being saturated
• CPC Class Codes: C07C 2601/14 The ring being saturated
• CPC Class Codes: C07C 317/32 with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
• CPC Class Codes: C07C 317/44 having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
• CPC Class Codes: C07C 323/42 Y being a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C07C 323/62 : having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
• CPC Class Codes: C07D 213/643 : 2-Phenoxypyridines; Derivatives thereof
• CPC Class Codes: C07D 213/82 : in position 3
• CPC Class Codes: C07D 231/14 : with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
• CPC Class Codes: C07D 231/16 : Halogen atoms or nitro radicals

Abstract

The present invention relates to a phenacylamine derivative of the formula (I) or a salt thereof:

wherein A is alkyl, cycloalkyl, phenyl which may be substituted by Y, pyridyl which may be substituted by Y, or pyrazolyl which may be substituted by Y, R₁ and R₂ are each alkyl, or R₁ and R₂ may together form a 3- to 6-membered saturated carbocycle, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl or COR₄, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, or pyridyloxy which may be substituted by Y, and n is an integer of from 0 to 5.

Claims

1. A phenacylamine derivative of the formula (I) or a salt thereof:

2. The phenacylamine derivative or a salt thereof according to claim 1, wherein X is halogen, alkyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, alkylthio, haloalkylthio, haloalkenylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, or pyridyloxy which may be substituted by Y.

3. The phenacylamine derivative or a salt thereof according to claim 1, wherein X is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenoxy which may be substituted by Y, or pyridyloxy which may be substituted by Y.

4. The phenacylamine derivative or a salt thereof according to claim 1, wherein A is phenyl which may be substituted by Y, R₁ and R₂ are each alkyl, R₃ is hydrogen, X is halogen, haloalkyl, haloalkoxy, haloalkylthio, haloalkylsulfinyl, haloalkylsulfonyl, phenoxy which may be substituted by Y, or pyridyloxy which may be substituted by Y, Y is halogen, alkyl, haloalkyl, haloalkoxy or haloalkylthio, and n is an integer of from 1 to 3.

6. A pesticide which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

7. An agricultural and horticultural pesticide which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

8. An insecticide, miticide or nematicide which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

9. A nematicide which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

10. An agent for controlling parasites on animals, which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

11. An agent for controlling parasites in the interior of animals, which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

12. An agent for controlling animal diseases caused by parasites, which contains the phenacylamine derivative or a salt thereof as defined in claim 1, as an active ingredient.

13. A method for controlling a pest, which comprises using an effective amount of the phenacylamine derivative or a salt thereof as defined in claim 1.

5. A process for producing a phenacylamine derivative of the formula (I) or a salt thereof: