QUINOLINE DERIVATIVES AND THEIR USE AS PESTICIDESThis invention relates to quinoline derivatives of formula (I) wherein R1, R2, R3 are each independently halogen, hydroxy, cyano, amino, nitro, C1- C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C4-alkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C4-alkoxy-C1-C4-alkoxy, C3-C7- cycloalkyl-C1-C4-alkoxy, C(OH)(CF3)2, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6- alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6- alkylsulfonyl, C1-C6-haloalkylsulfonyl, C(Ra)=O, C(Ra)=NORb, C(=O)ORx, or C(=O)NRxRy; Ra is hydrogen or C1-C4-alkyl; Rb is hydrogen, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-haloalkyl, or C2-C4- haloalkenyl; Rx, Ry are each independently hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy-C1- C4-alkyl, C1-C4-thioalkyl-C1-C4-alkyl, C1-C4-alkyl-S(=O)C1-C4-alkyl, C1-C4-alkyl- S(=O)2C1-C4-alkyl, C3-C6-cyloalkyl, C1-C4-alkyl-C3-C6-cycloalkyl, C3-C6-alkenyl, C3-C6- alkinyl; R4, R5, R6, R7 are each independently hydrogen, halogen, cyano, amino, nitro, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6- haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6- haloalkylsulfonyl, or C(=O)ORc; Rc is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, or C2-C6-alkinyl; m and n are each independently 1, 2, 3, 4, or 5; p is 0, 1, 2, 3, 4, or 5; and the N-oxides, enantiomers, diastereomers and salts thereof, processes and intermediates for the preparation of compounds (I), use of compounds (I) for combating insects, acarids, or nematodes and a method for treating, controlling, preventing or protecting animals against infestation or infection by parasites using compounds (I).Quinoline derivatives of formula I whereinR1, R2, R3 are each independently halogen, hydroxy, cyano, amino, nitro, Ci-Cβ- alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-Ci- C4-alkyl, d-Cβ-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, d-d-alkoxy- Ci-C4-alkoxy, C3-Cτ-cycloalkyl-Ci-C4-alkoxy, C(OH)(CF3)2, d-Cβ-haloalkyl, d-Ce-haloalkoxy, Ci-C6-alkylthio, Ci-C6-haloalkylthio, Ci-C6-alkylsulfinyl, Ci-Cβ-haloalkylsulfinyl, d-Cβ-alkylsulfonyl, d-Cβ-haloalkylsulfonyl, C(Ra)=O, C(Ra)=NORb, C(=O)ORX, or C(=O)NR*Ry;Ra is hydrogen or Ci-C4-alkyl;Rb is hydrogen, Ci-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, d-d- haloalkyl, or C2-C4-haloalkenyl;Rx, Ry are each independently hydrogen, Ci-C4-alkyl, Ci-C4-haloalkyl, Ci-C4-alkoxy-Ci-C4-alkyl, Ci-C4-thioalkyl-Ci-C4-alkyl, d-d-alkyl- S(=O)Ci-C4-alkyl, Ci-C4-alkyl-S(=O)2Ci-C4-alkyl, C3-C6-cyloalkyl,Ci-C4-alkyl-C3-C6-cycloalkyl, C3-C6-alkenyl, C3-C6-alkinyl;R4, R5, R6, R7 are each independently hydrogen, halogen, cyano, amino, nitro, hydroxy, d-Cβ-alkyl, d-Cβ-alkoxy, d-Cβ-haloalkyl, d-Cβ-haloalkoxy, d- Ce-alkylthio, Ci-C6-haloalkylthio, Ci-C6-alkylsulfinyl, Ci-C6-haloalkylsulfinyl, d-Ce-alkylsulfonyl, Ci-Ce-haloalkylsulfonyl, or C(=O)ORC;Rc is hydrogen, Ci-C6-alkyl, d-Cβ-alkenyl, or C2-C6-alkinyl;m and n are each independently 1 , 2, 3, 4, or 5;p is O, 1 , 2, 3, 4, or 5;and the N-oxides, enantiomers, diastereomers and salts thereof.
퀴놀린 유도체 및 이의 살충제로서의 용도본 발명은 화학식 (I)의 퀴놀린 유도체, 및 이의 N-산화물, 거울상 이성질체, 부분입체 이성질체 및 염, 화합물(I)의 제조를 위한 방법 및 중간체, 곤충류, 진드기류 또는 선충류의 방제를 위한 화합물(I)의 용도, 및 화합물(I)을 이용하여 기생충에 의한 침습 또는 감염으로부터 동물을 치료, 억제, 예방 또는 보호하는 방법에 관한 것이다. <화학식 I>  (식 중에서, R1, R2, R3는 각기 독립적으로 할로겐, 히드록시, 시아노, 아미노, 니트로, C1-C6-알킬, C2-C6-알케닐, C2-C6-알키닐, C3-C7-시클로알킬, C3-C7-시클로알킬-C1-C4-알킬, C1-C6-알콕시, C2-C6-알케닐옥시, C2-C6-알키닐옥시, C1-C4-알콕시-C1-C4-알콕시, C3-C7-시클로알킬-C1-C4-알콕시, C(OH)(CF3)2, C1-C6-할로알킬, C1-C6-할로알콕시, C1-C6-알킬티오, C1-C6-할로알킬티오, C1-C6-알킬술피닐, C1-C6-할로알킬술피닐, C1-C6-알킬술포닐, C1-C6-할로알킬술포닐, C(Ra)=O, C(Ra)=NORb, C(=O)ORx, 또는 C(=O)NRxRy이고; Ra는 수소 또는 C1-C4-알킬이며; Rb는 수소, C1-C4-알킬, C2-C4-알케닐, C2-C4-알키닐, C1-C4-할로알킬 또는 C2-C4-할로알케닐이고; Rx, Ry는 각기 독립적으로 수소, C1-C4-알킬, C1-C4-할로알킬, C1-C4-알콕시-C1-C4-알킬, C1-C4-티오알킬-C1-C4-알킬, C1-C4-알킬-S(=O)C1-C4-알킬, C1-C4-알킬-S(=O)2C1-C4-알킬, C3-C6-시클로알킬, C1-C4-알킬-C3-C6-시클로알킬, C3-C6-알케닐 또는 C3-C6-알키닐이며; R4, R5, R6, R7는 각기 독립적으로 수소, 할로겐, 시아노, 아미노, 니트로, 히드록시, C1-C6-알킬, C1-C6-알콕시, C1-C6-할로알킬, C1-C6-할로알콕시, C1-C6-알킬티오, C1-C6-할로알킬티오, C1-C6-알킬술피닐, C1-C6-할로알킬술피닐, C1-C6-알킬술포닐, C1-C6-할로알킬술포닐 또는 C(=O)ORc이고; Rc는 수소, C1-C6-알킬, C2-C6-알케닐 또는 C2-C6-알키닐이며; m 및 n는 각기 독립적으로 1, 2, 3, 4 또는 5이고; p는 0, 1, 2, 3, 4 또는 5임).화학식 I의 퀴놀린 유도체 및 이의 N-산화물, 거울상 이성질체, 부분입체 이성질체 및 염: <화학식 I>  (식 중에서, R1, R2, R3는 각기 독립적으로 할로겐, 히드록시, 시아노, 아미노, 니트로, C1-C6-알킬, C2-C6-알케닐, C2-C6-알키닐, C3-C7-시클로알킬, C3-C7-시클로알킬-C1-C4-알킬, C1-C6-알콕시, C2-C6-알케닐옥시, C2-C6-알키닐옥시, C1-C4-알콕시-C1-C4-알콕시, C3-C7-시클로알킬-C1-C4-알콕시, C(OH)(CF3)2, C1-C6-할로알킬, C1-C6-할로알콕시, C1-C6-알킬티오, C1-C6-할로알킬티오, C1-C6-알킬술피닐, C1-C6-할로알킬술피닐, C1-C6-알킬술포닐, C1-C6-할로알킬술포닐, C(Ra)=O, C(Ra)=NORb, C(=O)ORx 또는 C(=O)NRxRy이고; Ra는 수소 또는 C1-C4-알킬이며; Rb는 수소, C1-C4-알킬, C2-C4-알케닐, C2-C4-알키닐, C1-C4-할로알킬 또는 C2-C4-할로알케닐이고; Rx, Ry는 각기 독립적으로 수소, C1-C4-알킬, C1-C4-할로알킬, C1-C4-알콕시-C1-C4-알킬, C1-C4-티오알킬-C1-C4-알킬, C1-C4-알킬-S(=O)C1-C4-알킬, C1-C4-알킬-S(=O)2C1-C4-알킬, C3-C6-시클로알킬, C1-C4-알킬-C3-C6-시클로알킬, C3-C6-알케닐 또는 C3-C6-알키닐이며; R4, R5, R6, R7는 각기 독립적으로 수소, 할로겐, 시아노, 아미노, 니트로, 히드록시, C1-C6-알킬, C1-C6-알콕시, C1-C6-할로알킬, C1-C6-할로알콕시, C1-C6-알킬티오, C1-C6-할로알킬티오, C1-C6-알킬술피닐, C1-C6-할로알킬술피닐, C1-C6-알킬술포닐, C1-C6-할로알킬술포닐 또는 C(=O)ORc이고; Rc는 수소, C1-C6-알킬, C2-C6-알케닐 또는 C2-C6-알키닐이며; m 및 n는 각기 독립적으로 1, 2, 3, 4 또는 5이고; p는 0, 1, 2, 3, 4 또는 5임). 