| US 7,612,105 B2 | ||
| 3-arylphenyl sulfide derivative and insecticide and miticide | ||
| Keiji Toriyabe, Aomori (Japan); Nobuo Takefuji, Shizuoka (Japan); Minoru Itou, Shizuoka (Japan); Tetsuya Hirade, Shizuoka (Japan); Kiyotoshi Nishiyama, Shizuoka (Japan); Mitsuharu Asahida, Iwate (Japan); Yasunobu Maeda, Chiba (Japan); Nobuhide Wada, Shizuoka (Japan); Toyokazu Fujisawa, Nagano (Japan); Hiroyuki Yano, Shizuoka (Japan); Masaaki Komatsu, Shizuoka (Japan); and Osamu Tada, Shizuoka (Japan) | ||
| Assigned to Kumiai Chemical Industry Co., Ltd., Tokyo (Japan); and Ihara Chemical Industry Co., Ltd., Tokyo (Japan) | ||
| Filed on Apr. 05, 2005, as Appl. No. 11/98,440. | ||
| Application 11/098440 is a division of application No. 10/981722, filed on Nov. 05, 2004, granted, now 7,037,930. | ||
| Application 10/981722 is a division of application No. 10/121833, filed on Apr. 15, 2002, granted, now 6,858,639. | ||
| Application 10/121833 is a division of application No. 09/673633, granted, now 6,509,354, previously published as PCT/JP99/02212, filed on Apr. 26, 1999. | ||
| Claims priority of application No. 10-132768 (JP), filed on Apr. 27, 1998; application No. 10-283539 (JP), filed on Sep. 18, 1998; and application No. 10-309580 (JP), filed on Oct. 30, 1998. | ||
| Prior Publication US 2005/0171097 A1, Aug. 04, 2005 | ||
| Int. Cl. A01N 43/653 (2006.01); C07D 249/08 (2006.01) | ||
| U.S. Cl. 514—383 [504/272; 546/184] | 32 Claims |
1. A compound represented by formula (I):
 a C2-C6 alkyl group which may be mono- or poly-substituted by halogen atoms or cyano groups,
a C2-C6 alkenyl group which maybe mono- or poly-substituted by halogen atoms or cyano groups,
a C2-C6 alkynyl group which may be mono- or poly-substituted by halogen atoms or cyano groups,
a C3-C6 cycloalkyl group which may be mono- or poly-substituted by halogen atoms or cyano groups or
a C4-C9 cycloalkylalkyl group, which may be mono- or poly-substituted by halogen atoms or cyano groups, and
n is an integer of from 0 to 2; Ar is a group represented by formula (Ar-1):
 wherein Q1, Q2, Q3, Q4 and Q5 are, respectively, a nitrogen atom or C-A1, a nitrogen atom or C-A2, a nitrogen atom or C-A3, a nitrogen atom or C-A4, and a nitrogen atom or C-A5, with the proviso that one of Q1-Q5 is a nitrogen atom, and
A1, A5, and B0 are selected from the group consisting of a hydrogen atom, a halogen atom, an amino group, a cyano group, a nitro group, a
C1-C6 alkyl group, a C1-C4 haloalkyl group, a C1-C6 alkylthio group, which may be mono- or poly-substituted by halogen atoms, or a C1-C6 alkoxy group; and
A2, A3, A4, B1, B2 and B3 are selected from the group consisting of
a hydrogen atom, a halogen atom, a cyano group, a nitro group,
a C1-C6 alkyl group, which may be mono- or poly-substituted by halogen atoms, hydroxyl groups, cyano groups, C2-C7 alkoxycarbonyl groups or C1-C6 alkoxy groups,
a C2-C6 alkenyl group, which may be mono- or poly-substituted by halogen atoms or cyano groups,
a C2-C6 alkynyl group, which may be mono- or poly-substituted by halogen atoms or cyano groups,
a C1-C6 alkoxy group, which may be mono- or poly-substituted by halogen atoms, cyano groups, C2-C5 alkoxycarbonyl groups or C1-C3 alkoxy groups,
a C1-C6 alkylthio group, which may be mono- or poly-substituted by halogen atoms or C1-C3 alkoxy groups,
a C1-C6 alkylsulfinyl group, which may be mono- or poly-substituted by halogen atoms or C1-C3 alkoxy groups,
a C1-C6 alkylsulfonyl group which may be mono- or poly-substituted by halogen atoms or C1-C3 alkoxy groups,
a C1-C7 acyl group, a C2-C5 haloalkylcarbonyl group, a carboxyl group, and a C2-C7 alkoxycarbonyl group or
NR1R2, wherein R1 and R2 are independently a hydrogen atom,
a C1-C6 alkyl group which may be mono- or poly-substituted by halogen atoms, cyano groups, hydroxyl groups, C1-C6 alkoxy groups or C1-C6 alkylthio groups,
a C2-C6 alkenyl group, which may be mono- or poly-substituted by halogen atoms or cyano groups,
a C2-C6 alkynyl group, which may be mono- or poly-substituted by halogen atoms or cyano groups,
a C1-C7 acyl group, or
a C2-C7 alkoxycarbonyl group,
or may form a 5 to 6-membered ring together with the nitrogen atom attached thereto.
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