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KR920703568A - Substituted Semicarbazone Arthropod Remover - Google Patents

Substituted Semicarbazone Arthropod Remover

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Publication number
KR920703568A
KR920703568A KR1019920701112A KR920701112A KR920703568A KR 920703568 A KR920703568 A KR 920703568A KR 1019920701112 A KR1019920701112 A KR 1019920701112A KR 920701112 A KR920701112 A KR 920701112A KR 920703568 A KR920703568 A KR 920703568A
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optionally substituted
alkyl
phenyl
compound
independently selected
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Korean (ko)
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포 웰 다우브 존
필립 람 죠지
센 마린 브래드포드
Original Assignee
미리암 디. 멕코나히
이. 아이. 듀퐁 드 네모아 앤드 캄파니
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Priority claimed from PCT/US1989/005597 external-priority patent/WO1990007495A1/en
Application filed by 미리암 디. 멕코나히, 이. 아이. 듀퐁 드 네모아 앤드 캄파니 filed Critical 미리암 디. 멕코나히
Publication of KR920703568A publication Critical patent/KR920703568A/en
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Abstract

내용 없음No content

Description

치환된 세미카바존 절지동물제거제Substituted Semicarbazone Arthropod Remover

[도면의 간단한 설명][Brief Description of Drawings]

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (23)

일반식(I)의 화합물.Compound of general formula (I). 상기식에서, Q는Where Q is 이고, A는 (CH2)t, O, S(O)q, NR7, OCH2또는 S(O)qCH2(여기서, 각각의 탄소는 1 내지 2개의 할로겐, C1-C6알킬, C3-C6알킬, C3-C6사이클로알킬, C3-C6할로사이클로알킬, C4-C7알킬사이크로알킬, C2-C4알콕시카보닐 또는 독립적으로 W로부터 선택된 치환체 1 내지 3개로 임의 치환된 페닐로 부터 선택된 치환체 1 내지 2개로 개별적으로 치환될 수 있다)이고; R1및 R2는 독립적으로 R8, 할로겐, CN, NO2, N3, SCN, OR8, SR8, SOR8, SO2R8, NR8R9, C(O)R8, CO2R8, C(O)NR8R9, OC(O)R8, OCO2R8, OC(O)NR8R9, NR9C(O)R8, NR9C(O)NR8R9, OSO2R8또는 NR9SO2R8이거나, m이 2인 경우, R1은 각각 1 내지 4개의 할로겐 원자 또는 1 내지 2개의 메틸 그룹으로 임의로 치환된 OCH2O, OCH2CH2OORCH2CH2O로서 임의로 함께 5 또는 6원 융합 환을 형성하거나, n이 2인 경우, R2는 각각 1 내지 4개의 할로겐 원자 또는 1 내지 2개의 메틸 그룹으로 치환될 수 있는 OCH2O, OCH2CH2O 또는 CH2CH2O 로서 임의로 함께 5 또는 6원 융합 환을 형성하고, R2는 R1, R3및 R4가 H이고 A가 CH2인 경우, CH3가 아니고; R3은 H, C1-C6알킬, C1-C6할로알킬, C4-C6알킬사이클로알킬, C2-C6알케닐, C2-C6할로알케닐, C2-C6알키닐, C2-C6할로알키닐, C2-C6알콕시 알킬, C2-C6시아노알킬, C3-C8알콕시카보닐알킬, OR8, S(O)qR8, NR8R9, CN, CO2R8, C(O)R8, C(O)NR8R9, C(S)NR8R9, C(S)R8, C(S)SR8, (R10)p로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 벤질이거나, R3은 1 내지 2개의 할로겐 또는 1 내지 2개의 CH3로 임의 치환된 C3-C6사이클로 알킬이고; R4는 H, C1-C6알킬, C1-C6할로알킬, C2-C6알케닐, C2-C6할로알케닐, C2-C6알키닐, C2-C6할로알키닐, C2-C6알콕시알킬, C2-C6시아노알킬, (R10)p로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 벤질이고; R5및 R6은 독립적으로 H, C1-C22알킬, C2-C22알콕시알킬, C2-C22알킬카보닐, C2-C22알콕시카보닐, C2-C22할로알킬카보닐, C2-C22할로알콕시카보닐, SR11, CHO, C1-C4알킬설포닐, W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 페닐설포닐, W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 C7-C15페녹시카보닐, W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 C7-C15페닐카보닐, C(O)CO2C1-C4알킬 또는 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 C8-C12벤질옥시카보닐이거나, R5및 R6은 독립적으로 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 벤질이고; R7은 H, C1-C4알킬, W로 임의 치환된 페닐, SR8, SOR8, SO2R8, C(O)R8, CO2R8, C(O)NR8R9, C(S)NR8R9, C(S)R8, C(S)OR8, P(O)(OR8)2, P(S)(OR8)2, P(O)(R8)OR8또는 P(O)(R8)SR8이고, 단 R7이 COR8, C(O)NR8R9또는 C(S)NR8R9이 아닌 경우, R8은 H가 아니며; R8은 H, C1-C6알킬, C1-C6할로알킬, C4-C7사이클로알킬알킬, C4-C7할로사이클로알킬알킬, C2-C6알케닐, C2-C8할로알케닐, C2-C6알키닐, C2-C6할로알키닐, C2-C6알콕시알킬, C2-C6알킬티오알킬, C1-C6니트로알킬, C2-C6시아노알킬, C3-C8알콕시카보닐알킬, C3-C8사이클로알킬, C3-C6할로사이클로알킬, W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 벤질이고; R9는 H, C1-C4알킬, C2-C4알케닐 또는 C2-C4알키닐이거나, R8및 R9는 임의로 함께 (CH2)4, (CH2)5또는 (CH2CH2OCH2CH2)를 형성하고; R10은 R8, 할로겐, CN, NO2, N3, SCN, OR8, SR8, SOR8, SO2, R8, NR8R9, COR8, CO2R8, CONR8R9, SO2NR8R9, OC(O)R8, OCO2R8, OC(O)NR8R9, NR9C(O)R8, NR9C(O)NR8R9, OSO2R8또는 NR9SO2R8이거나, p가 2인 경우, R10은 각각 독립적으로 1 내지 4개의 할로겐 원자 또는 1 내지 2개의 메틸 그룹으로 임의 치환된 OCH2O, OCH2CH2O 또는 CH2CH2O로서 임의로 함께 5 또는 6원 융합 환을 형성하며; R11은 C1-C22알킬, C1-C22할로알킬 또는 W로부터 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 페닐이거나, R11은 NR12C(O)R13, NR12S(O)aR13, C(O)R13, NR12R16, SR14이고;And A is (CH 2 ) t, O, S (O) q, NR 7 , OCH 2 or S (O) qCH 2 , wherein each carbon is from 1 to 2 halogens, C 1 -C 6 alkyl, C 3 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 4 -C 7 alkylcycloalkyl, C 2 -C 4 alkoxycarbonyl or substituents independently selected from W May be individually substituted with 1 to 2 substituents selected from phenyl optionally substituted with 3 to 3); R 1 and R 2 are independently R 8 , halogen, CN, NO 2 , N 3 , SCN, OR 8 , SR 8 , SOR 8 , SO 2 R 8 , NR 8 R 9 , C (O) R 8 , CO 2 R 8 , C (O) NR 8 R 9 , OC (O) R 8 , OCO 2 R 8 , OC (O) NR 8 R 9 , NR 9 C (O) R 8 , NR 9 C (O) NR 8 R 9 , OSO 2 R 8 or NR 9 SO 2 R 8, or when m is 2, R 1 is each substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups, OCH 2 O, OCH 2 CH 2 OORCH 2 CH 2 O optionally together form a 5 or 6 membered fused ring, or when n is 2, R 2 is each OCH 2 which may be substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups O, OCH 2 CH 2 O or CH 2 CH 2 O optionally together form a 5 or 6 membered fused ring, and R 2 is CH 3 when R 1 , R 3 and R 4 are H and A is CH 2 Not; R 3 is H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 4 -C 6 alkylcycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 2 -C 6 alkoxy alkyl, C 2 -C 6 cyanoalkyl, C 3 -C 8 alkoxycarbonylalkyl, OR 8 , S (O) qR 8 , NR 8 R 9 , CN, CO 2 R 8 , C (O) R 8 , C (O) NR 8 R 9 , C (S) NR 8 R 9 , C (S) R 8 , C (S) SR 8 , (R 10), or optionally substituted benzyl from phenyl, or W is optionally substituted in p by one to three substituents independently selected, R 3 is optionally substituted C with 1 to 2 halogens or 1 to 2 CH 3 3 -C 6 cyclo alkyl; R 4 is H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 Haloalkynyl, C 2 -C 6 alkoxyalkyl, C 2 -C 6 cyanoalkyl, phenyl optionally substituted with (R 10 ) p or benzyl optionally substituted with 1 to 3 substituents independently selected from W; R 5 and R 6 are independently H, C 1 -C 22 alkyl, C 2 -C 22 alkoxyalkyl, C 2 -C 22 alkylcarbonyl, C 2 -C 22 alkoxycarbonyl, C 2 -C 22 haloalkyl Carbonyl, C 2 -C 22 haloalkoxycarbonyl, SR 11 , CHO, C 1 -C 4 alkylsulfonyl, phenylsulfonyl optionally substituted with 1 to 3 substituents independently selected from W, independently selected from W C 7 -C 15 phenoxycarbonyl optionally substituted with 1 to 3 substituents, C 7 -C 15 phenylcarbonyl optionally substituted with 1 to 3 substituents independently selected from W, C (O) CO 2 C 1 C 8 -C 12 benzyloxycarbonyl optionally substituted with one to three substituents independently selected from -C 4 alkyl or W, or R 5 and R 6 are independently selected from one to three substituents independently selected from W Benzyl optionally substituted with 1 to 3 substituents independently selected from substituted phenyl or W; R 7 is H, C 1 -C 4 alkyl, phenyl optionally substituted with W, SR 8 , SOR 8 , SO 2 R 8 , C (O) R 8 , CO 2 R 8 , C (O) NR 8 R 9 , C (S) NR 8 R 9 , C (S) R 8 , C (S) OR 8 , P (O) (OR 8 ) 2 , P (S) (OR 8 ) 2 , P (O) (R 8 ) If OR 8 or P (O) (R 8 ) SR 8 , and R 7 is not COR 8 , C (O) NR 8 R 9 or C (S) NR 8 R 9 , then R 8 is H Not; R 8 is H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 4 -C 7 cycloalkylalkyl, C 4 -C 7 halocycloalkylalkyl, C 2 -C 6 alkenyl, C 2- C 8 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 2 -C 6 alkoxyalkyl, C 2 -C 6 alkylthioalkyl, C 1 -C 6 nitroalkyl, C 2 -C 6 cyanoalkyl, C 3 -C 8 alkoxycarbonylalkyl, C 3 -C 8 cycloalkyl, C 3 -C 6 halocycloalkyl, phenyl optionally substituted with 1 to 3 substituents independently selected from W or Benzyl optionally substituted with 1 to 3 substituents independently selected from W; R 9 is H, C 1 -C 4 alkyl, C 2 -C 4 alkenyl or C 2 -C 4 alkynyl, or R 8 and R 9 are optionally taken together (CH 2 ) 4 , (CH 2 ) 5 or ( CH 2 CH 2 OCH 2 CH 2 ); R 10 is R 8 , halogen, CN, NO 2 , N 3 , SCN, OR 8 , SR 8 , SOR 8 , SO 2 , R 8 , NR 8 R 9 , COR 8 , CO 2 R 8 , CONR 8 R 9 , SO 2 NR 8 R 9 , OC (O) R 8 , OCO 2 R 8 , OC (O) NR 8 R 9 , NR 9 C (O) R 8 , NR 9 C (O) NR 8 R 9 , OSO When 2 R 8 or NR 9 SO 2 R 8, or p is 2, each R 10 is independently OCH 2 O, OCH 2 CH 2 O optionally substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups Or CH 2 CH 2 O optionally together form a 5 or 6 membered fused ring; R 11 is C 1 -C 22 alkyl, C 1 -C 22 haloalkyl or phenyl optionally substituted with 1 to 3 substituents independently selected from W, or R 11 is NR 12 C (O) R 13 , NR 12 S (O) a R 13 , C (O) R 13 , NR 12 R 16 , SR 14 ; R12및 R16은 독립적으로 C1-C6알킬, C1-C6할로알킬, C3-C6사이클로알킬, C4-C7사이클로알킬알킬, C2-C6시아노알킬, C2-C6알콕시알킬, C3-C8알콕시카보닐알킬, C4-C8디알킬아미노카보닐알킬, W로부티 선택된 1 내지 2개의 치환체로 임의 치환된 페닐, W로부터 선택된 1 내지 2개의 치환체로 임의 치환된 벤질 및 W로부터 선택된 1 내지 2개의 치환체로 임의 치환된 펜에틸로부터 선택되거나 R12및 R16은 각각 1 내지 2개의 CH3로 임의 치환된 (CH2)4, (CH2)5또는 (CH2)2, O(CH2)2를 임의로 함께 형성하고; R13은 F, C1-C20알킬, C1-C6할로알킬, C2-C6디알킬아미노, 피페리데닐, 피롤리데닐, 모르폴리닐 또는 W로부터 선택된 1 내지 3개의 치환체로 치환된 페닐이거나, R13은 C1-C20알콕시 C1-C6할로알콕시, 또는 시아노, 니트로, C1-C4알콕시, C4-C8알콕시알콕시, C1-C2알킬티오, C2-C3알콕시카보닐, C3-C5디알킬아미노카보닐 또는 W로부터 선택된 1 내지 3개의 치환체로 임의 치환된 페닐로 치환된 C1-C4알콕시이거나, R13은 W로부터 선택된 1 내지 3개의 치환체로 임의 치환된 페녹시이고; R14및 R15는 독립적으로 C1-C4알킬, C2-C4할로알킬 또는 W로부터 선택된 1 내지 3개의 치환체로 임의 치환된 페닐이거나, R14및 R15는 임의로 함께 (CH2)2, (CH2)3또는 CH2(CH3)2CH2를 형성하고; W는 할로겐, CN, NO2, C1-C2알킬, C1-C2할로알킬, C1-C2알콕시, C1-C2할로알콕시, C1-C2알킬티오, C1-C2할로알킬티오, C1-C2알킬설포닐 또는 C1-C2할로알킬설포닐이고; m은 1내지 5이고; n은 1 내지 4이고; t는 0 내지 3이고; q는 0 내지 2이고; p는 1 내지 3이고; a는 0 내지 2이고; V는 산소 또는 황이고; X는 산소 또는 황이고; Y는 산소 또는 황이고; Z는 산소 또는 황이다.R 12 and R 16 are independently C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 4 -C 7 cycloalkylalkyl, C 2 -C 6 cyanoalkyl, C 2 -C 6 alkoxyalkyl, C 3 -C 8 alkoxycarbonylalkyl, C 4 -C 8 dialkylaminocarbonylalkyl, Wrobuty phenyl optionally substituted with 1 to 2 substituents selected, 1 to 2 selected from W Benzyl optionally substituted with 1 substituent and phenethyl optionally substituted with 1 to 2 substituents selected from W, or R 12 and R 16 are each optionally substituted with 1 to 2 CH 3 (CH 2 ) 4 , (CH 2 ) optionally form 5 or (CH 2 ) 2 , O (CH 2 ) 2 together; R 13 is 1 to 3 substituents selected from F, C 1 -C 20 alkyl, C 1 -C 6 haloalkyl, C 2 -C 6 dialkylamino, piperidenyl, pyrrolidenyl, morpholinyl or W Substituted phenyl, or R 13 is C 1 -C 20 alkoxy C 1 -C 6 haloalkoxy, or cyano, nitro, C 1 -C 4 alkoxy, C 4 -C 8 alkoxyalkoxy, C 1 -C 2 alkylthio Or C 1 -C 4 alkoxy substituted by C 2 -C 3 alkoxycarbonyl, C 3 -C 5 dialkylaminocarbonyl or phenyl optionally substituted with 1 to 3 substituents selected from W, or R 13 is from W Phenoxy optionally substituted with 1 to 3 substituents selected; R 14 and R 15 are independently phenyl optionally substituted with 1 to 3 substituents selected from C 1 -C 4 alkyl, C 2 -C 4 haloalkyl or W, or R 14 and R 15 are optionally taken together (CH 2 ) 2 , (CH 2 ) 3 or CH 2 (CH 3 ) 2 CH 2 ; W is halogen, CN, NO 2 , C 1 -C 2 alkyl, C 1 -C 2 haloalkyl, C 1 -C 2 alkoxy, C 1 -C 2 haloalkoxy, C 1 -C 2 alkylthio, C 1- C 2 haloalkylthio, C 1 -C 2 alkylsulfonyl or C 1 -C 2 haloalkylsulfonyl; m is 1 to 5; n is 1 to 4; t is 0 to 3; q is 0 to 2; p is 1 to 3; a is 0 to 2; V is oxygen or sulfur; X is oxygen or sulfur; Y is oxygen or sulfur; Z is oxygen or sulfur. 제1항에 있어서, R3또는 R4가 H이고 A가 산소인 경우, 나머지의 R3또는 R4는 페닐 또는 W로 임의 치환된 페닐이 아니고, t가 0인 경우, R3또는 R4는 페닐 또는 W로 임의 치환된 페닐이 아닌 화합물.The compound of claim 1, wherein when R 3 or R 4 is H and A is oxygen, the remaining R 3 or R 4 is not phenyl optionally substituted with phenyl or W, and when t is 0, R 3 or R 4 Is a phenyl or non-phenyl optionally substituted with W. 제1항에 있어서, R1, R2및 R10이 R8, 할로겐, CN, NO2, OR8, SR8, SOR8, SO2R8, NR8R9, CO2R8또는 SO2NR8R9이거나, m, n 또는 q가 2인 경우, R1, R2또는 R10은 각각 1 내지 4개의 할로겐 또는 1 내지 2개의 메틸 그룹으로 임의 치환된 OCH2O, OCH2CH2O 또는 CH2CH2O로서 5 또는 6원의 융합 환을 임의로 함께 형성하고; R8은 H, C1-C6알킬, C1-C6할로알킬, C3-C6사이클로알킬알킬, C3-C6할로사이클로알킬알겔, C2-C6알케닐, C2-C6할로알케닐, C2-C6알키닐, C3-C6사이클로알킬, W로부터 독립적으로 선택된 1 내지 2개의 치환체로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 2개의 치환체로 임의 치환된 벤질이고; R5및 R8은 독립적으로 H, C1-C3알킬, C2-C4알킬카보닐, C2-C4알콕시카보닐, CHO, SR11, W로부터 독립적으로 선택된 1 내지 2개의 치환체로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 2개의 치환체로 임의 치환된 벤질이고; R11은 C1-C3알킬, W로부터 독립적으로 선택된 1 내지 2개의 치환체로 임의 치환된 페닐, NR12C(O)R13, NR12S(O)aR13, C(O)R13, NR12R16;이고,The compound of claim 1 , wherein R 1 , R 2 and R 10 are R 8 , halogen, CN, NO 2 , OR 8 , SR 8 , SOR 8 , SO 2 R 8 , NR 8 R 9 , CO 2 R 8 or SO When 2 NR 8 R 9, or m, n or q is 2, R 1 , R 2 or R 10 are each OCH 2 O, OCH 2 CH optionally substituted with 1 to 4 halogens or 1 to 2 methyl groups; Optionally together form a 5 or 6 membered fused ring as 2 O or CH 2 CH 2 O; R 8 is H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkylalkyl, C 3 -C 6 halocycloalkylalgel, C 2 -C 6 alkenyl, C 2- C 6 haloalkenyl, C 2 -C 6 alkynyl, C 3 -C 6 cycloalkyl, phenyl optionally substituted with 1 to 2 substituents independently selected from W or 1 to 2 substituents independently selected from W Substituted benzyl; R 5 and R 8 are independently 1 to 2 substituents independently selected from H, C 1 -C 3 alkyl, C 2 -C 4 alkylcarbonyl, C 2 -C 4 alkoxycarbonyl, CHO, SR 11 , W Phenyl optionally substituted with b or benzyl optionally substituted with 1 to 2 substituents independently selected from W; R 11 is C 1 -C 3 alkyl, phenyl optionally substituted with 1 to 2 substituents independently selected from W, NR 12 C (O) R 13 , NR 12 S (O) a R 13 , C (O) R 13 , NR 12 R 16 ; R12및 R16은 독립적으로 C1-C6알킬, C1-C6할로알킬, C5-C6사이클로알킬, C3-C8알콕시카보닐알킬, 페닐, 벤질 및 펜에틸 또는 W로부터 독립적으로 선택된 l 내지 2개의 치환체로 각각 임의 치환된 페닐, 벤질 및 펜에틸이거나 R12및 R16은 함께 (CH2)4, (CH2)5또는 (CH2)2O(CH2)2일 수 있고; R14및 R15는 독립적으로 C1-C3알킬 및 페닐로부터 선택되고; m은 l 내지 2이고; n은 1 내지 2이고; p는 1 내지 2이고; q는 0이고; V는 황이고 a는 2인 일반식(I)의 화합물.R 12 and R 16 are independently from C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 5 -C 6 cycloalkyl, C 3 -C 8 alkoxycarbonylalkyl, phenyl, benzyl and phenethyl or W Phenyl, benzyl and phenethyl, each optionally substituted with one to two substituents independently selected, or R 12 and R 16 together are (CH 2 ) 4 , (CH 2 ) 5 or (CH 2 ) 2 O (CH 2 ) 2 Can be; R 14 and R 15 are independently selected from C 1 -C 3 alkyl and phenyl; m is 1 to 2; n is 1 to 2; p is 1 to 2; q is 0; A compound of formula (I) wherein V is sulfur and a is 2. 제3항에 있어서, R3은 H, C1-C4알킬, C1-C4할로알킬, C2-C4알케닐, C2-C4알키닐, CN, (R10)p로 임의 치환된 페닐 또는 W로부터 독립적으로 선택된 1 내지 2개의 치환제로 임의 치환된 벤질이고; R4는 H, C1-C3알킬, C3-C4알케닐 또는 C3-C4알키닐이고; R5는 H, Me, CO2Me, CO2Et, SR11또는 W로부터 독립적으로 선택된 1 내지 2개의 치환체로 임의 치환된 페닐이고; R6은 H, Me, C(O)Me, CO2Me 또는 SR11이고; R11은 C1-C3알킬, NR12C(O)R13, NR12S(O)aR13, C(O)R13, 또는 Cl, NO2또는 CH3로 임의 치환된 페닐이고; R12는 C1-C4알킬, 또는 C1또는 CH3로 임의 치환된 페닐이고; R13은 C1-C13알킬, C1-C12알콕시, C1-C6할로알킬, 디메틸아미노, 또는 Cl 또는 CH3로 임의 치환된 페닐이거나, R13은 C2-C4알콕시 또는 1 내지 6개의 할로겐으로 치환된 C1-C4알콕시이고; A는 CH2, CH2CH2, O, S, OCH2, NR7또는 SCH2(여기서, 각각의 탄소는 C1-C3알킬 또는 W로 임의 치환된 페닐로 임의 치환된다)이고; R7은 H, C1-C4알킬, C2-C4알케닐, C2-C4알키닐, C2-C4알킬카보닐, C2-C4알콕시카보닐 또는 C1-C4알킬설포닐인 화합물.The compound of claim 3, wherein R 3 is H, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, CN, (R 10 ) p Benzyl optionally substituted with 1 to 2 substituents independently selected from optionally substituted phenyl or W; R 4 is H, C 1 -C 3 alkyl, C 3 -C 4 alkenyl or C 3 -C 4 alkynyl; R 5 is phenyl optionally substituted with 1 to 2 substituents independently selected from H, Me, CO 2 Me, CO 2 Et, SR 11 or W; R 6 is H, Me, C (O) Me, CO 2 Me or SR 11 ; R 11 is C 1 -C 3 alkyl, NR 12 C (O) R 13 , NR 12 S (O) a R 13 , C (O) R 13 , or phenyl optionally substituted with Cl, NO 2 or CH 3 ; R 12 is C 1 -C 4 alkyl, or phenyl optionally substituted with C 1 or CH 3 ; R 13 is C 1 -C 13 alkyl, C 1 -C 12 alkoxy, C 1 -C 6 haloalkyl, dimethylamino, or phenyl optionally substituted with Cl or CH 3 , or R 13 is C 2 -C 4 alkoxy or C 1 -C 4 alkoxy substituted with 1 to 6 halogens; A is CH 2 , CH 2 CH 2 , O, S, OCH 2 , NR 7 or SCH 2 , wherein each carbon is optionally substituted with C 1 -C 3 alkyl or phenyl optionally substituted with W; R 7 is H, C 1 -C 4 alkyl, C 2 -C 4 alkenyl, C 2 -C 4 alkynyl, C 2 -C 4 alkylcarbonyl, C 2 -C 4 alkoxycarbonyl or C 1 -C 4 alkylsulfonyl. 제4항에 있어서, R1및 R2가 독립적으로 F, Cl, Br, CN, NO2, OMe, CF3, OCF2H, OCF2CF2H, SMe, SO2Me 및 SCF2H로부터 선택되거나, m 또는 n이 2인 경우, R1또는 R2는 각각 임의로 CH2(CH3)2O 또는 CF2CF2O이고; R3은 C1-C4알킬, 알릴, 프로파르길, 또는 F, Cl, Br, CF3, OCF2H, OCF3, SCF2H, CN, NO2, CH3, OMe 또는 CO2Me로 임의 치환된 페닐이고; R4는 H 또는 CH3이고; R5는 H, CH3CO2CH3, CO2Et, 또는 F 또는 Cl로 임의 치환된 페닐이고, R6은 H, CH3, C(O)CH3또는 CO2CH3이고, A는 O, S, 또는 C1-C3알킬 또는 W로 임의 치환될 수 있는 페닐로 임의 치환된 CH2인 화합물.The compound of claim 4, wherein R 1 and R 2 are independently from F, Cl, Br, CN, NO 2 , OMe, CF 3 , OCF 2 H, OCF 2 CF 2 H, SMe, SO 2 Me and SCF 2 H Or when m or n is 2, R 1 or R 2 are each optionally CH 2 (CH 3 ) 2 O or CF 2 CF 2 O; R 3 is C 1 -C 4 alkyl, allyl, propargyl, or F, Cl, Br, CF 3 , OCF 2 H, OCF 3 , SCF 2 H, CN, NO 2 , CH 3 , OMe or CO 2 Me Phenyl optionally substituted with; R 4 is H or CH 3 ; R 5 is H, CH 3 CO 2 CH 3 , CO 2 Et, or phenyl optionally substituted with F or Cl, R 6 is H, CH 3 , C (O) CH 3 or CO 2 CH 3 , and A is A compound which is CH 2 optionally substituted with O, S, or phenyl optionally substituted with C 1 -C 3 alkyl or W. 제5항에 있어서, A가 CH2이고; R3은 임의 치환된 페닐 또는 C1-C4알킬인 화합물.The compound of claim 5, wherein A is CH 2 ; R 3 is optionally substituted phenyl or C 1 -C 4 alkyl. 제6항에 있어서, Q가 Q-1인 화합물The compound of claim 6, wherein Q is Q-1. 제1항에 있어서, Q가 Q-1인 화합물.The compound of claim 1, wherein Q is Q-1. 제1항에 있어서, Q가 Q-2인 화합물.The compound of claim 1, wherein Q is Q-2. 제1항에 있어서, Q가 Q-3인 화합물.The compound of claim 1, wherein Q is Q-3. 제1항에 있어서, Q가 Q-4인 화합물.The compound of claim 1, wherein Q is Q-4. 제1항에 있어서, Q가 Q-5인 화합물.The compound of claim 1, wherein Q is Q-5. 제1항에 있어서, Q가 Q-6인 화합물.The compound of claim 1, wherein Q is Q-6. 제1항에 있어서, Q가 Q-7인 화합물.The compound of claim 1, wherein Q is Q-7. 제1항에 있어서, Q가 Q-8인 화합물.The compound of claim 1, wherein Q is Q-8. 제7항에 있어서, 2-[5-플루오르-2-(4-플루오로페닐)-2, 3-디하이드로-1H-인덴-1-일리덴]-N-[4-(트리플루오로메톡시)페닐]하이드라진 카복스아미드인 화합물.8. The compound of claim 7 wherein 2- [5-fluoro-2- (4-fluorophenyl) -2, 3-dihydro-1H-indene-1-ylidene] -N- [4- (trifluoromethoxy ) Phenyl] hydrazine carboxamide. 제5항에 있어서, 2-[6-클로로-2,3-디하이드로-2-메틸-2-(2-프로페닐)-3-벤조-푸라닐리덴]-N-[4-(트리플루오로메톡시)페닐]하이드라진 카복스아미드인 화합물.The compound of claim 5, wherein 2- [6-chloro-2,3-dihydro-2-methyl-2- (2-propenyl) -3-benzo-furanilidene] -N- [4- (trifluoro Methoxy) phenyl] hydrazine carboxamide. 제7항에 있어서, 2-(5-플루오로-2,3-디하이드로-2-메틸-1H-인덴-1-일리덴)-N-[4-(트리플루오로메틸)페닐]하이드라진 카복스아미드인 화합물.8. The 2- (5-fluoro-2,3-dihydro-2-methyl-1H-indene-1-ylidene) -N- [4- (trifluoromethyl) phenyl] hydrazine car of claim 7 Compound that is voxamide. 제7항에 있어서, 2-[5-클로로-2,3-디하이드로-2-(1-메틸에틸)-1H-인덴-1-일리덴]-N-[4-(트리플루오로메틸)페닐]하이드라진 카복스아미드인 화합물.8. A compound according to claim 7, wherein 2- [5-chloro-2,3-dihydro-2- (1-methylethyl) -1 H-indene-1-ylidene] -N- [4- (trifluoromethyl) Phenyl] hydrazine carboxamide. 제7항에 있어서, 2-(5-클로로-2,3-디하이드로-2-메틸-1H-인덴-1-일리덴)-N-[4-(트리플루오로메틸)페닐]하이드라진 카복스아미드인 화합물.8. A 2- (5-chloro-2,3-dihydro-2-methyl-1H-indene-1-ylidene) -N- [4- (trifluoromethyl) phenyl] hydrazine carbox according to claim 7 A compound that is an amide. 제7항에 있어서, 2-[5-플루오로-2-(4-플루오로페닐)-2, 3-디하이드로-1H-인덴-1-일리덴]-N-[4-(트리플루오로메틸)페닐]하이드라진 카복스아미드인 화합물.The compound of claim 7, wherein 2- [5-fluoro-2- (4-fluorophenyl) -2, 3-dihydro-1H-indene-1-ylidene] -N- [4- (trifluoro Methyl) phenyl] hydrazine carboxamide. 제1항에 따른 화합물의 절지동물 살충 유효량 및 이를 위한 담체를 포함하는, 절지동물 제거용 조성물.An arthropod removal composition comprising an arthropod insecticidal effective amount of a compound according to claim 1 and a carrier therefor. 제1항에 따른 화합물의 절지동물 살충 유효량을 절지동물에게 적용하거나 이의 서식지에 적용함을 포함하여 절지동물을 방제하는 방법.A method of controlling arthropods, including applying an arthropod insecticidal effective amount of a compound according to claim 1 to an arthropod or to its habitat. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920701112A 1989-11-13 1990-06-20 Substituted Semicarbazone Arthropod Remover Ceased KR920703568A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US43636189A 1989-11-13 1989-11-13
US07/436,361 1989-11-13
PCT/US1989/005597 WO1990007495A1 (en) 1988-12-27 1989-12-20 Substituted semicarbazone arthropodicides
EPPCT/US89/05597 1989-12-20
PCT/US1990/003347 WO1991007382A1 (en) 1988-12-27 1990-06-20 Substituted semicarbazone arthropodicides

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