KR890009874A - 3-아미노벤조일페닐우레아 - Google Patents

3-아미노벤조일페닐우레아 Download PDF

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KR890009874A
KR890009874A KR1019880016375A KR880016375A KR890009874A KR 890009874 A KR890009874 A KR 890009874A KR 1019880016375 A KR1019880016375 A KR 1019880016375A KR 880016375 A KR880016375 A KR 880016375A KR 890009874 A KR890009874 A KR 890009874A
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compound
chloro
hydrogen
independently
halogen
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마이엔피쉬 페터
케레트 제안-클로이데
프라이 브루노
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에른스트 알테르
시바-가이기 아게
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
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    • C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals

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Abstract

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Description

3-아미노벤조일페닐우레아
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (36)

  1. 하기 일반식(Ⅰ)의 화합물
    상기식에서 R1,R2,R3,R7,R8R9는 각각 독립해서 H 또는 할로겐이고; R4는 H, R10CO-또는 R11NHCO-이며 이때 R10은 비치환되거나 또는 할로겐, C1-C4알콕시, C1-C4아실옥시 및 -COOG(G는 H, 알킬리금속 양이온 또는 알킬리토금속 양이온임)로 구성된 군으로 부터 선정된 동일하거나 상이한 1 내지 3개의 치환체에 의하여 치환된 C1-C4알틸기이고, 또 R11은 비치환되거나 또는 할로치환된 C1-C4알킬 또는 페닐기이고; R5및 R6은 서로 독립해서 H, 할로겐, 알킬 또는 할로알킬이며,또 X는 O,S(O)n 또는 NH이고, 이때 n은 0,1 또는 2이다.
  2. 제1항에 있어서, R4가 수소이고 R5및 R6가 서로 독립해서 수소, 할로겐, C1-C4알킬 또는 C1-C4할로알킬이고 또 R1,R2,R3,R7,R8,R9및 X는 제1항에 정의된 바와 같은 화합물.
  3. 제1항에 있어서 R4가 R10CO- 또는 R11NHCO-이고 또 R1,R2,R3및R5내지 R11및 X는 제1항에 정의된 바와 같은 화합물.
  4. 제1항에 있서, R4가 수소이고 X가 산소이며, 또 R1,R2,R3및 R4내지R11이 제1항에 정의된 바와 같은 화합물.
  5. 제1항에 있서, R4가 수소이고 X가 S(O)n이며, 또 R1,R2,R3,R4내지 및 R11및 n이 제1항에 정의된 바와 같은 화합물.
  6. 제1항에 있서, R4가 수소이고 X가 NH이며, 또 R1,R2,R3,R5내지 R11이 제1항에 정의된 바와 같은 화합물.
  7. 제1항에 있어서, R1및 R2가 서로 독립해서 플루오르 또는 염소이고, R3이 수소, 플루오르 또는 염소이며,R4가 수소, R10CO-또는 R11NHCO-(이때 R10은 비치환되거나 또는 -COOG에 의하여 치환된 C1-C4알킬임)이며, R5및 R6이 서로 독립해서 수소, 할로겐, C1-C2알킬 또는 C1-C2할로알킬이며, 또 R7,R8및 R9가 서로 독립해서 수소, 플루오르, 브롬 또는 염소이고 또 R11, G 및 X는 제1항에 정의된 바와 같은 화합물.
  8. 제7항에 있어서, R1및 R2가 플루오르인 화합물.
  9. 제7항에 있어서, R3및 R4가 수소인 화합물.
  10. 제7항에 있어서, R1및 R2가 플루오르이고 또 R3내지 R9및 X가 제1항에 정의된 바와 같은 화합물.
  11. 제1항에 있어서, R1및 R2가 플루오르, R3및 R4가 수소, R5가 수소 메틸, CF3, 플루오르, 염소 또는 브롭이고, R6가 수소 또는 C1-C2할로알킬이며, R7,R8및 R9가 서로 독립해서 수소, 플루오르 또는 염소이고 또 X가 제1항에서 정의된 바와 같은 화합물.
  12. 제11항에 있어서, X가 산소인 화합물.
  13. 제11항에 있어서, X가 황인 화합물.
  14. 제11항에 있어서, X가 NH인 화합물.
  15. 제1항에 있어서, R1및 R2가 플루오르, R3및 R5가 플루오르 또는 염소, R6이 CF3,R7이 염소, R8및 R9가 수소이고 또 X가 산소인 화합물.
  16. 제1항에 있어서, R1및 R2가 플루오르, R3및 R4가 수소, R5가 플루오르 또는 염소, R6이 CF3,R7이 염소, R8및 R9가 수소이고 또 X가 황인 화합물.
  17. 제1항에 있어서, R1및 R2가 플루오르, R3및 R4가 수소, R5가 플루오르 또는 염소, R6이 CF3,R7이 염소, R8및 R5-가 수소이고 또 X가 NH인 화합물.
  18. 제16항에 있어서, R3이 할로겐, R7이 플루오르, R8및 R9가 서로 독립해서 플루오르 또는 염소이며, 또 R1,R2및 R4,R5,R6및 X가 제16항에 정의된 바와 같은 화합물.
  19. 제1항에 있어서, N-[3-(3-클로FH-5-트리플루오로메틸피리딜-2-옥시)-4-플루오로페닐]-N'-[2.6-디플루오르-3-DK미노벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸리피딜-2-옥시)-4-클로로페닐]-N'-[2,6-디클로로-3-아미노벤조일]-우레아, N-[3-(3-바모일아미노)벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸리피딜-2-옥시)-4-클로로페리플루오로메틸리피딜-2-옥시)-4-클로로페닐]-N'-[2,6-디플루오로-3-아미노벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸리피딜-2-옥시)-4-클로로페닐]-N'-[2,6-디플루오로-3-N-메틸카르바모일아미노)벤조일]-우레아, N-[3-(3-클로로-5-트리프루오로메틸리피딜-2-옥시)-4-클로로페닐]-N'-[2.6-디플루오로-3-(N-에세틸카르바모일아미노)벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸리피딜2-옥시)-4-클로로페닐]-N'-[2,6-디클로로-3-아미노벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸리피딜-2-옥시)-4-클로로페닐]-N'-[2.6-디클로로-3-(N-카르복시프로피오닐아미노)벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸리피딜-2-아미노)-4-클로로페닐]-N'-[2,6-디플루오로-3-이미노벤조일]-우레아 및 N-[3-(3-클로로-5-트리플루오로메틸리피딜-2-티오)-4-클로로페닐]-N'-[2,6-디플루오로-3-아미노벤조일]-우레아 화합물.
  20. 제1항에 있어서, N-[3-(3-클로로-5-트리플루오로메틸피리딜-2-옥시)-4-클로로페닐]-N'-[2,6-디클로로-3-아미노벤조일]-우레아 화합물.
  21. 제1항에 있어서, N-[3-(3-클로로-5-트리플루오로메틸피리딜-2-옥시)-4-클로로페닐]-N'-[2,6-디플루오로-3-아미노벤조일]-우레아 화합물.
  22. 제1항에 있어서, N-[3-(3-클로로-5-트리플루오로메틸피리딜-2-티오)-4-클로로페닐]-N'-[2,6-디플루오로-3-아미노벤조일]-우레아 화합물.
  23. 하기 일반식(Ⅱ)의 화합물.
    상기식에서, R1,R2,R3,R7,R8,및 R9가 서로 독립해서 H 또는 할로겐이고; R5및 R6가 서로 독립해서 H, 할로겐, 알킬 또는 할로알킬이며 또 X가 O,S(O)n 또는 NH이고 n은 0,1 또는 2임.
  24. 제23항에 있어서, N-[3-(3-클로로-5-트리플루오로메틸피리딜-2-옥시)-4-클로로페닐]-N'-[2,6-디플루오로-3-니트로벤조일]-우레아, N-[3-(3-클로로-5-트리플루오로메틸피리딜-2-옥시)-4-플루오로페닐]-N'-[2,6-디플루오로-3-니트로벤조일]-우레아 및 N-[3(3-클로로-5-트리플루오로메틸피리딜-2-옥시)-4-클로로페닐]-N'[2.6-디클로로-3-니트로벤조일]-우레아 화합물.
  25. 하기 일반식(Ⅲ)의 화합물.
    상기식에서 R5및 R6가 서로 독립해서 수소, 할로겐, 알킬 또는 할로알킬이고; R7,R8및 R9가 서로 독립해서 수소 또는 할로겐이며, 또 X가 O,S(O)n 또는 NH이고 n은 0,1 또는 2임.
  26. 제25항에 있어서, S-[3-클로로-5-트리플루오로메틸-2-피리딜]-5-아미노티오페닐, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-5-아미노아닐린, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-2-클로로-5-아미노아닐린, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-2-플루오로-5-아미노아닐린, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-2-메틸-5-아미노아닐린, N-[5-트리플루오로메틱-2-피리딜]-5-아미노아닐린, N-[5-트리플루오로메틸-2-피리딜]-2-클로로-5-아미노아닐린 및 N-[5-트리플루오로메틸-2-피리딜]-2-메틸-5-아미노아닐린 화합물.
  27. 하기 일반식(Ⅳ)의 화합물.
    상기식에서 R1,R2및 R3은 서로 독립해서 수소 또는 할로겐임.
  28. 하기 일반식(Ⅵ)의 화합물.
    상기식에서 R1,R2및 R3은 서로 독립해서 수소 또는 할로겐임.
  29. 제28항에 있어서, 2,6-디클로로-3-니트로벤조산 아미드 및 2,6-디플루오로-3-니트로벤조산 아미드 화합물.
  30. 하기 일반식(XI)의 화합물:
    상기식에서 R5및 R6가 서로 독립해서 수소, 할로겐, 알킬 또는 할로알킬이고; R7,R8및 R9가 서로 독립해서 수소 또는 할로겐이며 또 X가 산소, S(O)n 또는 NH이며 n은 0,1 또는 2임.
  31. 제30항에 있어서, N-[5-트리플루오로메틸-2-피리딜]-5-니트로아닐린, N-[5-트리플루오로메틸-2-피리딜]-2-클로로-5-니트로아닐린, N-[5-트리플루오로메틸-2-피리딜]-2-플루오로-5-니트로아닐린, N-[5-트리플루오로메틸-2-피리딜]-2-메틸-5-니트로아닐린, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-5-니트로아닐린, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-2-클로로-5-니트로아닐린, N-[3-클로로-5-트리플루오로메틸-2-피리딜]-2-플루오로-5-니트로아닐린, 및 N-[3-클로로-5-트리플루오로메틸-2-피리딜]-2-메틸-5-니트로아닐린 화합물.
  32. (a) i) 적합한 촉매 존재하 및 H2의 정상 압력에서, 하기 일반식(Ⅱ)의 화합물을 수소화시키거나 또는 ⅱ) 일반식(Ⅱ)의 화합물을 화학적으로 환원시키는 것에 의하여 R4가 H인 일반식(Ⅰ)의 화합물을 제조하거나, 또는 (b) R4가 H이고, R1,R2,R3,R5내지 R9내지 및 X가 하기에 정의된 바와 같은 일반식(Ⅰ)의 화합물을 산, 산 할라이드, 산 무수물 또는 이소시아네이트와 반응시키는 것에 의하여 R4가 R10CO- 또는 R11NHCO-인 일반식(Ⅰ)의 화합물을 제조하는 것을 포함하는 하기 일반식(Ⅰ)의 화합물의 제조방법.
    상기식에서, R1,R2,R3,R7,R8및 R9는 각각 도립해서 H 또는 할로겐이고; R4는 H, R10CO- 또는 R11NHCO-이며, 이때 R10은 비치환되거나 또는 할로겐, C1-C4알콕시, C1』C4아실옥시 및- COOG(G는 H, 알칼리금속 양이온 또는 알칼리토금속 양이온임)로 구성된 군으로 부터 선정된 동일하거나 상이한 1 내지 3개의 치환체에 의하여 치환된 C1-C4알킬기이고, 또 R11은 비치환되거나 또는 할로치환된 C1』C4 알킬 또는 페닐기이고; R5및 R6은 서로 독립해서 H, 할로겐, 알킬 또는 할로알킬이며; 또 X는 O, S(O)n 또는 NH이고, 이때 n은 0.1 또는 2이다.
  33. 1개 이상의 약제학적으로 허용되는 보조제 또는 부형제와 함께
    활성성분으로 제1항에 따른 화합물을 함유하는, 생산성 가축 및 가축에 존재하는 외부 기생충 및 내부 기생충 또는 곤충 해충 방제를 방제하기 위한 조성물.
  34. 적어도 1개의 제1항에 따른 일반식(Ⅰ)의 화합물의 살기생충 또는 살충적으로 유호량을 기생충, 곤충 해충 또는 이들의 서식지에 도포하는 것을 포함하는 생산성 가축 및 가축을 침해하는 기생충 또는 곤충해충을 방제하기 위한 방법.
  35. 적어도 1개의 제1항에 따른 일반식(Ⅰ)의 화합물의 살기생충 또는 살충적으로 유효량을 기생충 또는 곤충 해충으로 감염된 생산성 가축 또는 가축에 도입하는 것을 포함하는 생산성 가축 및 침해하는 기생충 또는 곤충 해충을 방제하기 위한 방법.
  36. 생산성 가축 또는 가축에 존재하는 기생충을 방제하기 위한 제1항에 따른 일반식(Ⅰ)의 화합물.
    ※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019880016375A 1987-12-07 1988-12-07 3-아미노벤조일페닐우레아 KR890009874A (ko)

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EP0401168A3 (de) * 1989-06-02 1991-11-06 Ciba-Geigy Ag Neue Herbizide
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FR2686341B1 (fr) * 1992-01-22 1995-05-12 Poudres & Explosifs Ste Nale N-pyridylcarbonyl-n'-phenylurees, procedes pour leur preparation et leur utilisation comme pesticides.
AU4571493A (en) * 1992-07-29 1994-03-03 Ciba-Geigy Ag Method and composition for controlling cockroaches
JP2001500141A (ja) 1996-09-12 2001-01-09 ビーエーエスエフ アクチェンゲゼルシャフト 置換チオピリジン
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US6583157B2 (en) 1998-01-29 2003-06-24 Tularik Inc. Quinolinyl and benzothiazolyl modulators
ES2317688T3 (es) 1998-01-29 2009-04-16 Amgen Inc. Moduladores ppar-gamma.
US7041691B1 (en) * 1999-06-30 2006-05-09 Amgen Inc. Compounds for the modulation of PPARγ activity
US6653332B2 (en) 2000-05-03 2003-11-25 Tularik Inc. Combination therapeutic compositions and method of use
US20030171399A1 (en) * 2000-06-28 2003-09-11 Tularik Inc. Quinolinyl and benzothiazolyl modulators
US7223761B2 (en) 2003-10-03 2007-05-29 Amgen Inc. Salts and polymorphs of a potent antidiabetic compound
WO2005086904A2 (en) * 2004-03-08 2005-09-22 Amgen Inc. Therapeutic modulation of ppar (gamma) activity
EP2522341A1 (en) * 2011-05-13 2012-11-14 Tragex Pharma Pharmaceutical compositions comprising Neuropilin inhibitors, and their use for the prevention and/or treatment of angiogenic disorders and cancers
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