KR900018064A - 피라닐 시아노구아니딘 유도체 - Google Patents

피라닐 시아노구아니딘 유도체 Download PDF

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KR900018064A
KR900018064A KR1019900007840A KR900007840A KR900018064A KR 900018064 A KR900018064 A KR 900018064A KR 1019900007840 A KR1019900007840 A KR 1019900007840A KR 900007840 A KR900007840 A KR 900007840A KR 900018064 A KR900018064 A KR 900018064A
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benzopyran
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애트월 카르네일
제임스 그로버 게리
김 경순
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니콜라스 피. 말라테스티닉
이이. 아르. 스퀴브 앤드 산즈 인크.
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Abstract

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Description

피라닐 시아노구아니딘 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (36)

  1. 하기 일바식을 갖는 피라닐 시아노구아니딘 유도체 화합물.
    식 중, a,b 및 c는 모두 탄소원자이거나, 또는 a,b 및 c중의 하나는 질소 원자 또는 -NO- 이고, 나머지는 탄소 원자들이고,
    R2는 수소, 히드록시 또는이고, R3및 R4는 각각 독립적으로 수소, 알킬 또는 아릴알킬이거나, 또는 R3및 R4는 이들에 결합된 탄소 원자와 함께 5 내지 7원 카르보시클릭 고리를 형성하고, R5는 H, 알킬, 할로알킬, 알케닐, 알키닐, 시클로알킬, 아릴알킬, 시클로알킬알킬, -CN, NO2,-COR, -COOR, -CONHR,-CONR3,-CF3, S-알킬, -SO알킬,-SO2알킬,(O-알킬)2 , 할로겐, 아미노, 치환아미노, O-알킬, OCF3, OCH2CF3, OCO알킬, -OCONR 알킬, -NRCO알킬 및 NRCOO알킬, NRCONR2(상기 기들 중에서, R은 수소, 알킬, 아릴, 아릴알킬, 시클로알킬, 또는 (시클로알킬)알킬기임)중에서 선택되고, R6는 H, 알킬, OH, O-알킬, 아미노, 치환 아미노, CN, 및 NO2중에서 선택되고, R7과 R8은 각각 독립적으로 수소, 알킬, 알케닐, 아릴, 헤테로시클로, (헤테로시클로)알킬, 아릴알킬, 시클로알킬 및 (시클로알킬)알킬, 치환 알킬기(여기서, 치환체는 알콕시, 알킬티오, 및 치환 아미노를 포함함)중에서 선택되거나, 또는 R7및 R8은 이들에 결합된 질소원자와 함게 1-피롤리디닐, 1-피페리디닐, 1-아제피닐, 4-모르폴리닐, 4-티아모르필리닐, 1-피페라지닐, 4-알킬-1-피페라지닐 또는 4-아릴알킬-1-페페라지닐기를 형성할 수 있고, 여기서, 이와 같이 형성된 기들은 각각 알킬, 알콕시, 알킬티오, 할로겐 또는 트리플루오로메틸기로 치환될 수 있으며, R9와 R10은 수소, 알킬, 알케닐, 아릴, 알릴알킬, 시클로알킬 또는 시클로 알킬알킬 중에서 선택되고, n은 1,2 또는 3이다.
  2. 1항에 있어서 다음과 같이 정의되는 화합물, 즉 a는 질소 원자 또는 -CR5이고, b 및 c는 각각 -CH-이고,
    R2는 히드록시 또는 -OCO알킬이고, R3및 R4각각은 알킬이고, R5는 전자를 끄는 기이고, R6는 수소, 알킬, O-알킬, 아미노이고, R7은 수소, 알킬, 아릴 또는 아릴알킬이고, R8은 수소이고, R9는 수소 또는 알킬이고, R10은 수소이고, n은 1 또는 2이다.
  3. 1항에 있어서 다음과 같이 정의되는 화합물, 즉, a는 질소 원자 또는 -CR5이고, b 및 c는 각각 -CH- 이고, R2는 트란스히드록시이고, R3및 R4는 각각 메틸이고, R5는 -CN 또는 -NO2이고, R6는 수소이고, R7은 수소, 메틸, 에틸, 페틸 또는 페닐메틸이고, R8는 수소이고, R9는 수소이고, R10은 수소이고, n은 1이다.
  4. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-(1,1-디메틸프로필)구아니딘인 화합물.
  5. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-에틸구아니딘인 화합물.
  6. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-페닐구아니딘인 화합물.
  7. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-에틸구아니딘인 화합물.
  8. 제1항에 있어서, 화합물이 (트란스)-3,4-디히드로-3-히드록시-2,2-디메틸-4-[2-(시아노이미노-1-피롤리디닐]-2H-1-벤조피란-6-카르보니트릴인 화합물.
  9. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(3,4-디히드로-3-히드록시-2,2-디메틸-2H-피라노[3,2-c]피리딘-4-일)-페닐구아니딘인 화합물.
  10. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드로시-2,2-디메틸-2H-1-벤조피란-4-일)-1-피롤리딘-카르복스이미다미드인 화합물.
  11. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드로시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-에틸-N-메틸구아니딘인 화합물.
  12. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-[2(디메틸아미노)에틸]구아니딘인 화합물.
  13. 제1항에 있어서, 화합물이 (트란스)-4[[(시아노이미노)(1-피롤리디닐)-메틸]아미노]-3,4-디히드록시-2,2-디메틸-2H-1-벤조피란-6-카르보니트릴인 화합물.
  14. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-메틸구아니딘인 화합물.
  15. 제1항에 있어서, 화합물이 (트란스)-4[(시아노이미노)[[4-(페닐메틸)-1-피페라지닐]메틸]아미노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-6-카르보니트릴인 화합물.
  16. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)구아니딘인 화합물.
  17. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-(메틸에틸)구아니딘인 화합물.
  18. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-디메틸구아니딘인 화합물.
  19. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-페닐메틸구아니딘인 화합물.
  20. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-[2-[(페틸메틸)메틸아미노]에틸]구아니딘인 화합물.
  21. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-(2-메록시에틸)구아니딘인 화합물.
  22. 제1항에있어서, 화합물이 (3S-트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-페닐구아니딘인 화합물.
  23. 제1항에있어서, 화합물이 (3S-트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-페닐구아니딘인 화합물.
  24. 제1항에 있어서, 화합물이 (트란스)-4-[2-(시아노이미노)테트라히드로-1-(2H)-피리미디닐]-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-6-카르보니트릴인 화합물.
  25. 제1항에 있어서, 하기 구조식을 갖는 화합물.
  26. 제1항에 정의한 바와 같은 화합물의 치료학적으로 유효한 양을 치료를 요하는 포유류 동물종에 투여함을 특징으로 하는 심근성 허혈증의 치료 방법.
  27. 제26항에 있어서, 상기 호합물에 있어서, R7이 아릴 및 아릴아킬중에서 선택되고, R8및 R9이 각각 수소인 방법.
  28. 제26항에 있어서, 상기 화합물이 하기 구조식을 갖는 방법.
  29. 제1항의 화합물의 치료학적으로 유효한 양을 치료를 요하는 포유류 동물종에 투여함을 특징으로 하는 고혈압 치료의 방법.
  30. 제29항에 있어서, 상기 화합물에서 R7이 수소 및 1 내지 3개의 탄소 원자를 갖는 알킬기 중에서 선택되거나, 또는 R7및 R8이 함께 피롤리딘 또는 피페리딘을 형성하고, R9및 R10이 각각 수소이고, n이 1 또는 2인 방법.
  31. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-(2-메톡시에틸)구아니딘인 화합물.
  32. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-(4-피리디메틸)구아니딘인 화합물.
  33. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-시아노-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-(3-피리디닐메틸)구아니딘인 화합물.
  34. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(6-에티닐-3,4-디히드로-3-히드록시-2,2-디메틸-2H-1-벤조피란-4-일)-N'-페닐구아니딘인 화합물.
  35. 제1항에 있어서, 화합물이 (트란스)-N″-시아노-N-(3,4-디히드로-6-(페닐에티닐)-2H-1-벤조피란-4-일)-N'-페닐구아니딘인 화합물.
  36. 하기 일반식을 갖는 피라닐 시아노구아니딘 유도체 화합물.
    식 중, a, b 및 c는 모두 탄소 원자이거나, 또는 a, b 및 c중 하나는 질소 원자 또는 -NO- 이고, 나머지는 탄소 원자들이고,
    R2는 수소, 히드록시,이고, R3및 R4는 각각 독립적으로 수소, 알킬 또는 아릴알킬이거나, 또는 R3및 R4는 이들에 결합된 탄소 원자와 함께 5 내지 7원 카르보시클릭 고리를 형성하고, R5는 H, 알킬, 할로알킬, 알케닐, 알키닐, 시클로알킬, 아릴알킬, 시클로알킬알킬, -CN, -NO2, -COOR, -CONHR, -CONR2, -CF3, S-알킬, -SO알킬, -SO2알킬, 할로겐, 아미노, 치환된 아미노 O-알킬, OCF3, OCH2CF3, OCO알킬, -OCONR 알킬, -NRCO알킬 및 NRCOO알킬, NRCONR2(여기서, 상기 기들 중에서, R은 수소, 알킬, 아릴, 아릴알킬, 시클로알킬, 또는 시클로알킬알킬기일 수 있음)중에서 선택되고, R6는 H, 알킬, OH, O-알킬, 아미노, 치환 아미노, CN, 및 NO2중에서 선택되고, R7과 R8은 각각 독립적으로 수소, 알킬, 알케닐, 아릴, 아릴알킬, 헤테로시클로, 시클로알킬 및 시클로알킬알킬중에서 선택되거나, 또는 R7및 R8은 이들에 결합된 질소원자와 함게 1-피롤리디닐, 1-피페리디닐, 1-아제피닐, 4-모르폴리닐, 4-티아모르필리닐, 1-피페라지닐, 4-알킬-1-피페라지닐 또는 4-아릴알킬-1-페페라지닐기를 형성할 수 있고, 여기서, 이와 같이 형성된 기들은 각각 알킬, 알콕시, 알킬티오, 할로겐 또는 트리플루오로메틸기로 치환될 수 있으며, R9와 R10은 수소, 알킬,알케닐, 아릴, 알릴알킬, 시클로알킬 또는 시클로알킬알킬기 중에서 선택되고; n은 1,2 또는 3이다.
    ※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
KR1019900007840A 1989-05-31 1990-05-30 피라닐 시아노구아니딘 유도체 KR950006155B1 (ko)

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