Pesticide

• US 10,299,475 B2
• Filed: 08/22/2014
• Issued: 05/28/2019
• Est. Priority Date: 08/23/2013
• Status: Active Grant

• Current Assignee: Ishihara Sangyo Kaisha Limited
• Original Assignee: Ishihara Sangyo Kaisha Limited
• Inventors: Higuchi, Koji, Boldbaatar, DamdinSuren, Tazawa, Yuta, Kanuma, Michiko
• Primary Examiner(s): Sznaidman, Marcos L
• Application Number:
  US14/911,642
• Publication Number:
  US 20160192651A1
• Time in Patent Office: 1,740 Days
• Field of Search: 514 63
• CPC Class Codes: A01N 37/22 the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
• CPC Class Codes: A01N 37/34 Nitriles
• CPC Class Codes: A01N 37/38 having at least one oxygen or sulfur atom attached to an aromatic ring system
• CPC Class Codes: A01N 43/08 with oxygen as the ring hetero atom
• CPC Class Codes: A01N 43/10 with sulfur as the ring hetero atom
• CPC Class Codes: A01N 43/16 with oxygen as the ring hetero atom
• CPC Class Codes: A01N 43/18 with sulfur as the ring hetero atom
• CPC Class Codes: A01N 43/20 three- or four-membered rings
• CPC Class Codes: A01N 43/30 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
• CPC Class Codes: A01N 43/36 five-membered rings
• CPC Class Codes: A01N 43/38 condensed with carbocyclic rings
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: A01N 47/20 N-Aryl derivatives thereof
• CPC Class Codes: A01N 55/00 Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing organo-phosphorus compounds A01N57/00
• CPC Class Codes: C07C 231/14 by formation of carboxamide groups together with reactions not involving the carboxamide groups
• CPC Class Codes: C07C 235/42 having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
• 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 235/84 with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C07C 235/88 having the nitrogen atom of at least one of the carboxamide groups further acylated
• CPC Class Codes: C07C 237/30 : having the nitrogen atom of the carboxamide group bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07C 243/38 : with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
• CPC Class Codes: C07C 255/29 : containing cyano groups and acylated amino groups bound to the carbon skeleton
• CPC Class Codes: C07C 255/54 : containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
• CPC Class Codes: C07C 2601/02 : with a three-membered ring
• CPC Class Codes: C07C 2601/04 : with a four-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 2601/18 : with a ring being at least seven-membered
• CPC Class Codes: C07C 2602/08 : the other ring being five-membered, e.g. indane
• CPC Class Codes: C07C 2603/74 : Adamantanes
• CPC Class Codes: C07C 271/28 : to a carbon atom of a non-condensed six-membered aromatic ring
• CPC Class Codes: C07C 317/22 : with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
• CPC Class Codes: C07C 323/18 : 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: C07C 323/42 : Y being a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C07D 207/09 : Radicals substituted by nitrogen atoms, not forming part of a nitro radical
• CPC Class Codes: C07D 207/50 : Nitrogen atoms
• CPC Class Codes: C07D 209/08 : with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
• CPC Class Codes: C07D 211/26 : with hydrocarbon radicals, substituted by nitrogen atoms
• CPC Class Codes: C07D 211/98 : Nitrogen atom
• CPC Class Codes: C07D 213/30 : Oxygen atoms
• CPC Class Codes: C07D 213/61 : Halogen atoms or nitro radicals
• CPC Class Codes: C07D 213/75 : Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 231/40 : Acylated on said nitrogen atom
• CPC Class Codes: C07D 305/08 : 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 atoms
• CPC Class Codes: C07D 307/14 : Radicals substituted by nitrogen atoms not forming part of a nitro radical
• CPC Class Codes: C07D 309/04 : with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
• CPC Class Codes: C07D 317/46 : condensed with one six-membered ring
• CPC Class Codes: C07D 317/64 : Oxygen atoms
• CPC Class Codes: C07D 333/28 : Halogen atoms
• CPC Class Codes: C07D 333/36 : Nitrogen atoms
• CPC Class Codes: C07D 335/02 : not condensed with other rings
• CPC Class Codes: C07D 453/02 : containing not further condensed quinuclidine ring systems
• CPC Class Codes: C07F 7/081 : comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
• CPC Class Codes: C07F 7/083 : Syntheses without formation of a Si-C bond

Abstract

To provide a compound highly active against pests, a pesticide using the compound, and a method for controlling pests by applying the compound.

A phenoxyalkylbenzamide compound represented by the formula (I) or its salt; a pesticide containing it as an active ingredient, and a controlling method, which comprises applying an effective amount of the compound:

wherein R¹, Y and R³ are a hydrogen atom or the like, and Ar is as follows:

wherein R⁴ and R⁷ are halogen or the like, R⁵ and R⁶ are a hydrogen atom or the like, m is from 0 to 5, and n is from 0 to 3.

Claims

1. A phenoxyalkylbenzamide compound represented by the formula (I-5) or its salt:

2. The compound or its salt according to claim 1, wherein R¹is a hydrogen atom, alkyl, alkenyl, alkynyl, haloalkyl, alkoxyalkyl, dialkylaminoalkyl, di alkylamino, alkylthioalkyl, cyanoalkyl, alkylcarbonylalkyl, Y or alkyl substituted by Y.

3. The compound or its salt according to claim 1, wherein R³ is a hydrogen atom, halogen, alkyl, amino, cyano or nitro.

4. The compound or its salt according to claim 1, wherein R⁴ is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylcarbonyl, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, amino, dialkylamino, cyano, nitro or phenoxy which may be substituted by R⁹.

5. A pesticidal composition containing the compound or its salt as defined in claim 1, as an active ingredient.

6. An insecticidal composition containing the compound or its salt as defined in claim 1, as an active ingredient.

7. A method for controlling pests, which comprises applying an effective amount of the compound or its salt as defined in claim 1 to the pests.

8. The compound or its salt according to claim 1, wherein R¹ is CH(CH₃)CH(CH₃)₂, R² is H, R³ is H, R⁸ is C(CH₃)₃ and p =0.

9. The compound or its salt according to claim 8, which is represented by the formula (I-5b):

10. The compound or its salt according to claim 1, wherein R¹ is

11. The compound or its salt according to claim 10, which is represented by the formula (I-5b):