KR900018043A - 항알레르기제 및 소염제로서 유용한 티아졸리디논, 이미다졸리디논 및 옥사졸리디논의 선택된 신규 아릴메틸레닐 유도체 - Google Patents

항알레르기제 및 소염제로서 유용한 티아졸리디논, 이미다졸리디논 및 옥사졸리디논의 선택된 신규 아릴메틸레닐 유도체 Download PDF

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KR900018043A
KR900018043A KR1019890007006A KR890007006A KR900018043A KR 900018043 A KR900018043 A KR 900018043A KR 1019890007006 A KR1019890007006 A KR 1019890007006A KR 890007006 A KR890007006 A KR 890007006A KR 900018043 A KR900018043 A KR 900018043A
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methylene
thioxo
thiazolidinone
hydroxy
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앤틴 세텐코 위아체슬러
토마스 코너 데이비드
죠셉 소렌슨 로드릭
챨스 우낭스트 폴
러셀 스테블러 스티븐
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크리스틴 에이.트러트웨인
워너-램버트 캄파니
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Abstract

내용 없음

Description

항알레르기제 및 소염제로서 유용한 티아졸리디논, 이미다졸리디논 및 옥사졸리디논의 선택된 신규 아릴메틸레닐 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (75)

  1. 하기 일반식(Ⅰ)의 화합물 및 제약상 허용되는 이들의 염 및 제약상 허용되는 담체로 되는 체약 조성물.
    식중, Ar은 (ⅰ)페닐기, (ⅱ)저급 알킬, 저급 알콕시, 히드록시, 할로겐, 트리플루오로메틸, NO2, 메르캅토 또는 저급 알킬티오 NR10R11기(여기에서, R10및 R11은 독립적으로 수소 또는 저급 알킬기임)중에서 선택되는 1내지 3개의 기로 치환된 페닐기, (ⅲ)나프틸기, (ⅳ)벤조푸라닐기, (ⅴ)벤조티오페닐기, (ⅵ)티에닐기, (ⅶ)인돌릴기, (ⅷ)푸라닐기, (ⅸ)피리딜기이고, Y 및 Y1은산소 원자 또는 황원자이며, X는 황 원자, 산소 원자, NH 또는 NCH3기이고, X1은 NCH3기이되, 단 Ar은 3,5-디(이소프로필)-4-히드록시페닐기가 아니고, 또한 X1=NH, X=S, Y=S이면, Ar은 3,5-디(t-부틸기)-4-히드록시페닐기가 아니다.
  2. 제1항에 있어서, 화합물이 하기 일반식(Ⅱ)의 구조를 갖는 조성물.
    식중, X 및 Y는 상기 정의한 바와 같고, R1, R2, R3, R4, 및 R5중 1내지 3개의 기는 저급 알킬, 저급 알콕시, OH, 할로겐, CF3, NR10R11기(여기서, R10및 R11은 상기 정의한 바와 같음), NO2메르캅토, 또는 저급 알킬티오기 중에서 선택된다.
  3. 제2항에 있어서, 화합물이 하기 일반식(Ⅲ)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  4. 제2항에 있어서, 화합물이 다음 일반식(Ⅳ)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  5. 제2항에 있어서, 화합물이 다음 일반식(Ⅴ)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  6. 제2항에 있어서, 화합물이 다음 일반식(Ⅵ)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  7. 제2항에 있어서, 화합물이 다음 일반식(Ⅶ)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  8. 제2항에 있어서, 화합물이 다음 일반식(Ⅷ)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  9. 제2항에 있어서, 화합물이 다음 일반식(ⅧA)의 구조를 갖는 조성물.
    식중, R1, R2, R3, R4, 및 R5는 상기 정의한 바와 같다.
  10. 제3항에 있어서, 5-[(2,5-디메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  11. 제3항에 있어서, 5-[(2,4,5-트리메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  12. 제3항에 있어서, 5-[(2,4,5-트리메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논의 모노소듐염인 조성물.
  13. 제3항에 있어서, 5-[(2,4,5-트리메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  14. 제3항에 있어서, 5-[(3,4-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  15. 제3항에 있어서, 5-[(3,4,5-트리메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논의 모노소듐염인 조성물.
  16. 제3항에 있어서, 5-[(3,4-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  17. 제3항에 있어서, 5-[(3,4-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논의 모노소듐염인 조성물.
  18. 제3항에 있어서, 5-[(3,4-디메톡시-4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  19. 제3항에 있어서, 5-[(3,4,5-트리메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논의 디소듐염인 조성물.
  20. 제3항에 있어서, 5-[(3,4-디매탈-4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  21. 제3항에 있어서, 5-[(3,4-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논의 디소듐염인 조성물.
  22. 제3항에 있어서, 5-[(3-브로모-4-히드록시-5-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  23. 제3항에 있어서, 5-[(3,4-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논의 디소듐염인 조성물.
  24. 제3항에 있어서, 5-[(4-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  25. 제3항에 있어서, 5-[(3-히드록시-4-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  26. 제3항에 있어서, 5-[(3,4-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논인 조성물.
  27. 제3항에 있어서, 하기로 된 군중에서 선택되는 조성물. 5-[(2,3-디메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(2,4-디메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 2-티옥소-5-[(2,3,4-트리메톡시페닐)메틸렌]-4-티아졸리디논. 5-[(2,4-디메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논.5-[(3-플루오로-4-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3,4-디히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논.5-[(3-브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3,5-브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(2-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-멕시토페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-에톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-(메틸에톡시)메틸렌]-2-티옥소-4-티아졸리디논. 2-티옥소-5-[[3-(트리플루오로메틸)페닐)메틸렌]-4-티아졸리디논. 5-[(3-클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-브로모페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-니트로페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-브로모페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-페녹시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-니트로페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-메틸티오페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(4-히드록시-3-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논 및 그의 디소듐염, 5-[(4-메틸페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(1,1'-비페닐)-4-일메틸렌]-2-티옥소-4-티아졸리디논. 5-[(2,6-디클로로페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-클루오로페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(2-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-히드록시-4.5-디메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(2,6-디멕토시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(2-히드록시-5-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3-히드록시-5-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논. 5-[(3(1,1-디메틸에틸)-4-히트록시-5-메톡시페닐]메틸렌]-4-티아졸리디논. 5-[(3-디메틸아미노)메틸-4-히드록시-5-메톡시페닐]메틸렌]-2-티옥소-4-티아졸리디논. 및 5-[(2-히드록시-4,5-디메톡시페닐메틸렌]-2-티옥소-4-티아졸리디논.
  28. 제1항에 있어서, 하기로 된 군 중에서 선택되는 조성물. 5-[(5-브로모-2-티에닐)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(5-브로모-2-티에닐)메틸렌]-2-티옥소-4-티아졸리디논의 모노소듐염, 5-[(6-메톡시-2-벤조푸라닐)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(5-메톡시-2-벤조푸라닐)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(벤조(b)티엔-2-일)메틸렌]-2-티옥소-4-티아졸리디논,5-[(5-메톡시-3-1-페닐-1H-일돌-2-일)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(5-메톡시-1-페닐-1H-일돌-2-일)메틸렌]-2-티옥소-4-티아졸리디논,1-메틸피페리딘 염, 5-[(4-피리딜)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(-2-티에닐)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(5-니트로-2-푸라닐)메틸렌]-2-티옥소-4-티아졸리디논 및 5-[(1-페닐-1H-인돌-2-일)메틸렌]-2-티옥소-4-티아졸리디논,
  29. 제4항에 있어서, 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2-티옥소-4-티아졸리딘디온인 조성물.
  30. 제4항에 있어서, 5-[(4-히드록시-3-메톡시페닐)메틸렌]-2,4-티아졸리딘디온인 조성물.
  31. 제4항에 있어서, 하기로 군 중에서 선택되는 조성물. 5-[(3,5-비스(1,1-디메틸에틸)-4-히드록시페닐)메틸렌]-2,4-티아졸리딘디온, 5-[(페닐)메틸렌]-2,4-티아졸리디온, 5-(m-메톡시벤질리덴)-2,4-티아졸리딘디온, 및 5-[(4-메톡시페닐)메틸렌]-2,4-티아졸리딘디온.
  32. 제5항에 있어서, 5-[(4-히드록시-3-메톡시페닐)메틸렌]-2,4-옥사졸리디논인 조성물.
  33. 제5항에 있어서, 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2,4-옥사졸리디논인 및 그의 디소듐염인 조성물.
  34. 제5항에 있어서, 하기로 된 군중에서 선택되는 조성물. 5-[(3-메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리디논인 및 그의 디소듐염. 5-[(4-메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리디논. 5-[(3,4-디메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리디논, 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리디논, 5-[(3-브로모-4-히드록실)메틸렌]-2-티옥소-4-옥사졸리디논, 2-티옥소-5-[(2,4,5-트리메톡시페닐)메틸렌]-4-옥사졸리디논, 및 2-티옥소-5-[(3-브로모-4-히드록시페닐)메틸렌]-4-옥사졸리디논.
  35. 제5항에 있어서, 2-티옥소-5-[(3,4,5-트리메톡시페닐)메틸렌]-4-옥사졸리디논인 조성물.
  36. 제6항에 있어서, 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2-티옥소-4-아미다졸리디논인 조성물.
  37. 제6항에 있어서, 하기로 된 군중에서 선택되는 조성물.5-[(3-디브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-이미다졸리디논, 5-[(3-브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-이미다졸리디논, 5-[[3-비스(1,1-디케틸에틸)-4-히드록시페닐)메틸렌]-2-티옥소-4-이미다졸리디논, 5-[2-메톡시페닐)메틸렌]-2-티옥소-4-이미다졸리디논, 5-[(3-메톡시페닐)메틸렌]-2-티오-5-바닐릴리덴-히단토인, 및 5-[(4-히드로톡시-3,5-디메톡시페닐)메틸렌]-2-티옥소-4-이미다졸리디논,
  38. 제7항에 있어서, 하기로 된 군중에서 선택되는 조성물. 5-[(4-(아세틸옥시)-3-메톡시페닐)메티렌]-2,4-이미다졸리딘디온, 5-[(4-히톡시-3-디메톡시페닐)메티렌]-2,4-이미다졸리딘디온, 5-[[3,5-비스(1,1-디메틸에틸)-4-히드록시페닐]-2,4-이미다졸리딘디온, 5-[(3-메톡시페닐)메틸렌]-1-메틸-2,4-이미다졸리딘디온, 5-[[4-히드록시-3-메톡시페닐)메티렌]-1-메틸-2,4-이미다졸리딘디온,5-[[4-히드록시-3,5-디메톡시페닐)메티렌]-1-메틸-2,4-이미다졸리딘디온, 5-[(3,5-디브로도-4-히드록시페닐)메티렌]-1-메틸-2,4-이미다졸리딘디온, 5-[(4-히드록시-3,5-비스(1-메틸에틸)페닐]메티렌]-1-메틸-2,4-이미다졸리딘디온.
  39. 제8항에 있어서, 하기로 된 군중중에서 선택되는 조성물. 5-[(2-메톡시페닐]메틸렌]-3-메틸-2,4-이미다졸리딘디온, 5-[(3-메톡시페닐]메틸렌]-3-메틸-2,4-이미다졸리딘디온, 5-[(4-메톡시페닐]메틸렌]-3-메틸-2,4-이미다졸리딘디온, 3-메틸-5-비닐릴리덴-히단토인 및 5-[(4-히드록시-3,5-디메톡시페닐]메틸렌]-3-메틸-2,4-이미다졸리딘디온.
  40. 제9항에 있어서, 하기로 된 군중에서 선택되는 조성물. 5-[[3,5-비스(1,1-디메틸에틸)-4-히드록시페닐]메틸렌]-2,4-옥사졸리디논, 5-[[4-히드록시-3,5-디메틸에틸)메틸렌]-2,4-옥사졸리디논, 및 5-[(4-히드록시-3,5-디메틸에틸)메틸렌]-2,4-옥사졸리디논.
  41. 항알레르기에 효과적인 양의 제1항에 의한 조성물을 단위 투여량 형태로 투여함을 특징으로 하는 인체의 알레르기 치료 방법.
  42. 소염에 효과적인 양의 제1항에 의한 조성물들을 단위 투여량 형태로 투여함을 특징으로 하는 소염제로서의 사용 방법.
  43. 5-[(3-플루오로-4-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  44. 5-[(3-브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  45. 5-[(3-디브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  46. 5-[(3-브로모-4-히드록시-5-메톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  47. 제42항의 화합물의 디소듐염.
  48. 5-[(3-플루오로페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  49. 5-[(4-히드록시-3-메톡시-5-tert. 부틸페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  50. 5-[2-히드록시-4,5-디멕톡시페닐)메틸렌]-2-티옥소-4-티아졸리디논.
  51. 5-[(3-디메틸아미노)메틸렌]-2-티옥소-4-티아졸리디논.
  52. 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2,4-티아졸리디논.
  53. 5-[(3-멕토시페닐)메틸렌]-2-티옥소-4-옥사졸리디논.
  54. 5-[(3,4-디메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리논.
  55. 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리디논.
  56. 5-[(4-히드록시-3,5-디메틸페닐)메틸렌]-2-티옥소-4-옥사졸리디논.
  57. 5-[(3-브로모-4-히드록시-5-메톡시페닐)메틸렌]-2-티옥소-4-옥사졸리디논.
  58. 2-티옥소-5-[(2,4,5-트리메톡시페닐)메틸렌]-4-옥사졸리디논.
  59. 5-[(3,5-디브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-아미다졸리디논.
  60. 5-[(3-브로모-4-히드록시페닐)메틸렌]-2-티옥소-4-이미다졸리디논.
  61. 5-[(3,5-디메톡시-4-히드록시페닐)메틸렌]-2-티옥소-4-이미다졸리디논.
  62. 5-[(3,5-디메톡시-4-히드록시페닐)메틸렌]-3-메틸-2,4-이미다졸리디온.
  63. 5-[(4-히드록시-3-메톡시페닐)메틸렌]-1-메틸-2,4-이미다졸리디온.
  64. 5-[(3,5-디메톡시-4-히드록시페닐)메틸렌]-1-메틸-2,4-이미다졸리디온.
  65. 5-[(3,5-디메톡시-4-히드록시페닐)메틸렌]-1-메틸-2,4-이미다졸리디온.
  66. 5-[(3,5-비스(1,1-디메틸에틸)-4-히드록시페닐)메틸렌]-2,4-티아졸리디인이온.
  67. 5-[(3,5-비스(1,1-디메틸에틸)-4-히드록시페닐)메틸렌]-2-티옥시-4-옥사졸리디논.
  68. 5-[(3,5-비스(1,1-디메틸에틸)-4-히드록시페닐)메틸렌]-2,4-옥사졸리디논.
  69. 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2.4-옥사졸리디딘온.
  70. 5-[(4-히드록시-3,5-디메톡시페닐)메틸렌]-2,4-옥사졸리디논.
  71. 하기로 된 군중중에서 선택되는 화합물. 5-[(6-메톡시-2-벤조푸라닐)메틸렌]-2-티옥소-4-티아졸리디논, 5-[(5-메톡시-2-벤조푸라닐)메틸렌]-2-티옥소-4-티아졸리디논,5-(벤조[b]티엔-2-일메틸렌-로다닌, 5-[(5-메톡시-3-(1-메틸에톡시)벤조[b]티엔-2-일]메틸렌]-2-티옥소-4-티아졸리디논 및 5-[(5-메톡시-1-페닐-1H-인돌-2-일)메틸렌]-2-티옥소-4-티아졸리디논,
  72. 5-[(3,5-비스(1,1-디메틸에틸)-4-히드록시페닐)메틸렌]-2,4-티아졸리디논, 콜린염.
  73. 5-[(3,5-비스(1,1-디메틸에틸)-4-히드록시페닐)메틸렌]-2-티옥소-4-옥사졸리디논, 콜린염.
  74. 의학적 치료제의 제조에 있어서, 제약상 허용되는 담체와 하기 일반식(Ⅰ)의 화합물 및 제약상 허용되는 이들의 염의 용도.
    식중, Ar은 (ⅰ)페닐기, (ⅱ)저급 알킬, 저급 알콕시, 히드록시, 할로겐, 트리플루오로메틸, NO2, 메르캅토 또는 저급 알킬티오 HR4R5기(여기에서, R4및 R5은 독립적으로 수소 또는 저급 알킬기임)중에서 선택되는 1내지 3개의 기로 치환된 페닐기, (ⅲ)니프틸기, (ⅳ)벤조푸라닐기, (ⅴ)벤조티오페닐기, (ⅵ)티에닐기, (ⅶ)인돌릴기, (ⅷ)푸라닐기, (ⅸ)피리딜기이고, Y 및 Y1은산소 원자 또는 황원자이며, X는 황 원자, 산소 원자, NH 또는 NCH3기이고,X1은 NH 또는 NCH3기이되, 단 Ar은 3,5-디(이소프로필)-4-히드록시페닐기가 아니고, 또한 X1=NH, X=S, Y=S이면, Ar은 3,5-디(t-부틸기)-4-히드록시페닐기가 아니다.
  75. 비스테로이드계 소염제, 말초성진통제, 시클로옥시게나제 억제제, 루토크리엔(leukotiene)길항질, 항히스타민제, 프로스타글란딘 길항질 또는 트롬복산 길항질과 같은 제2의 유효 성분이 추가로 함유된 제1항의 제약 조성물.
    ※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
KR1019890007006A 1988-05-25 1989-05-25 항알레르기제 및 소염제로서 유용한 티아졸리디논, 이미다졸리디논 및 옥사졸리디논의 아릴메틸레닐 유도체 Expired - Fee Related KR970002228B1 (ko)

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