KR920004366A - 6,7-디하이드로-3-페닐-1,2-벤즈이속사졸-4(5h)-온 및-올, 이들의 제조방법 및 약제로서 이들의 용도 - Google Patents

6,7-디하이드로-3-페닐-1,2-벤즈이속사졸-4(5h)-온 및-올, 이들의 제조방법 및 약제로서 이들의 용도 Download PDF

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KR920004366A
KR920004366A KR1019910014488A KR910014488A KR920004366A KR 920004366 A KR920004366 A KR 920004366A KR 1019910014488 A KR1019910014488 A KR 1019910014488A KR 910014488 A KR910014488 A KR 910014488A KR 920004366 A KR920004366 A KR 920004366A
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고든 웻틀로퍼 데이빗
마이클 슈츠크 그레고리
앨렌 네모토 피터
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제이 티. 쉐크, 쥬니어
훽스트-럿셀 파마슈티칼즈 인코포레이티드
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    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

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Abstract

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Description

6,7-디하이드로-3-페닐-1,2-벤즈이속사졸-4(5H)-온 및-올, 이들의 제조방법및 약제로서 이들의 용도
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 일반식(I)의 화합물 또는 이의 약제학적으로 허용되는 산부가염 및 해당되는 경우 이들의 기하 이성체 및 광학 이성체 및 라세미체 혼합물.
    상기식에서,X는또는 저급알킬이고;Y는 수소,할로겐,저급알킬,저급알콕시,트리플루오로메틸, 니트로 또는 아미노이며;R은 문제의 산소원자와 탄소원자간의 결합이 단일 결합일 때 H이며;점선은 산소 원자에 대한 이중결합 부분이며;R1은수소, 저급알킬 또는 아릴 저급알킬이며;R2및 R3는 독립적으로 수소, 저급알킬 또는 아릴 저급알킬이거나, R2와 R3가 질소원자와 함께 피페리디닐, 피롤리디닐, 모르폴리닐, 이미다졸-1-일 및 1-피페라지닐로 이루어진 그룹 중에서 선택된 임의로 치환된 헤테로사이클(여기에서, 치환체는 수소 또는 저급알킬이다);
    일반식(여기에서, R6는 저급알킬, 아릴, 아릴저급알킬, 2-피리미열,일반식의 2-피리디닐 또는 일반식의 4-피리디닐이다)의 4-치환된-1-피페라지닐;일반식(여기에서, R7은 수소, 저급알킬, 아릴, 아릴저급알킬, 일반식의 2-피리디닐, 일반식의 4-피리디닐, 일반식의 2-피리
    미디닐, 아릴카보닐,또는이고 R8은 수소 또는 -OH이다)의 4-치환된-1-피페리디닐을 형성하며;R4는 수소, 저급알콕시카보닐 또는 아릴옥시카보닐이며;Z는 염소, 브롬 또는 불소이며;m 및 n은 각각 1 내지 4의 정수이다.
  2. 제1항에 있어서, 일반식(Ia)의 화합물 또는 이의 약제학적으로 허용되는 산부가염 및 해당되는 경우 이들의 기하 이성체 및 광학 이성체 및 라세미체혼합물.
    상기식에서, X는(여기에서 Y는 수소 또는 할로겐이고 n은 1이다)이고,R1은 수소이며;R2및 R3는 독립적으로 저급알킬이거나, R2와 R3가 질소원자와 함께 피페리디닐, 피롤리디닐, 모르폴리닐, 이미다졸-1-일 및 1-피페라지닐로 이루어진 그룹중에서 선택된 임의로 치환된 헤테로사이클(여기에서, 치환체는 수소 또는 저급알킬이다)을 형성하거나;R2및 R3가 질소원자와 함께 일반식(여기에서, R6는 저급알킬, 아릴, 2-피리미딜, 2-피리디닐이거나 일반식의 그룹이다)의 4-치환된 1-피페라지닐을 형성하거나 R2및 R3가 질소원자와 함께 일반식
    (여기에서, R7은 아릴, 아릴카보닐이거나 일반식
    의 그룹이고 R8,은 수소 또는 OH이다)의 4-치환된 1-피페리디닐을 형성하며;R4는수소 또는 저급알콕시카보닐이며;Z는 수소 또는 염소이며;m은 1 내지 3의 정수이며 n은 1이다.
  3. 제2항에 있어서, Y가 불소이고 R2및 R3가 질소원자와 함께 4-치환된 1-피페라지닐 또는 4-치환된 1-피페리디닐이며 R4가 수소이며 m이 3인 화합물.
  4. 제1항에 있어서, 6,7-디하이드로-5-[3-(4-(4-플루오로페닐)-1-피페라지닐)-프로필]-3-페닐-1,2-벤즈이속사졸-4(5H)-온 또는 이의 약제학적으로 허용되는 산부가염인 화합물.
  5. 제1항에 있어서, 6,7-디하이드로-5-[3-(4-(4-플루오로벱조일)1-피페리디닐)-프로필]-3-(2-플루오로페닐)-1,2-벤즈이속사졸-4(5H)-온 또는 이의 약제학적으로 허용되는 산부가염인 화합물.
  6. 제1항에 있어서, 6,7-디하이드로-5-[3-(4-(4-플루오로벤질)-프로필]-3-(4-플루오로페닐)-1, 2-(벤즈이속사졸-4(5H)-온 또는 이의 약제학적으로 허용되는 산부가염인 화합물.
  7. 제1항에 있어서, 6,7-디하이드로-5-[3-(4-(4-플루오로벤조일)-1-피페리디닐)-프로필]-3-(3-플루오로페닐)-1,2-벤즈이속사졸-4(5H)-온 또는 이의 약제학적으로 허용되는 산부가염인 화합물.
  8. 제1항에 있어서, 6,7-디하이드로-5-[3-(4-(4-플루오로벤조일)-1-피페리디닐)-프로필]-3-페닐-1,2-벤즈이속사졸-4-(5H)-온 또는 이의 약제학적으로 허용되는 산부가염인 화합물.
  9. 활성 성분으로서 제1항에 따른 화합물 및 이에 대한 적합한 담체를 함유함을 특징으로 하는 약제학적 조성물.
  10. 정신병 억제 활성 및/또는 전통 활성이 있는 약제를 제조하기 위한 제1항에 따른 화합물의 용도.
  11. a)일반식
    (여기에서, X는 (Y)n이고 Y및 n은 제1항에서 정의한 바와 같다)의 화합물을 일반식(Ⅶ) (여기에서, R2및 R3는 제1항에서 정의한 바와 같다)아민과파라포름알데하이드의 존재하에서 반응시키거나, 일반식(Ⅶ)의 아민과 강 유기산의 존재하에서 반응시켜 일반식
    (여기에서, X, R2,및 R3는 전술한 바와 같고, R1및 R4는 각각 수소이며 m은 1이다)의 화합물을 형성시키거나,
    b)일반식
    (여기에서, X및 m은 전술한 바와 같고 R1은 수소 또는 저급알킬이며 R4및 수소, 저급알콕시 카보닐 또는 아릴옥시 카보닐이며 Hal은 Cl,F,Br또는 I이다)의 화합물을 일반식(Ⅶ)의 아민과 반응시켜 X,R1,R2,R3,R4및 m이 전술한 바와 같은 일반식(Ia)의 화합물을 형성시키고, c)R2및 R3가 독립적으로 수소,저급알킬 또는 아릴저급알킬인 일반식(Ia)의 화합물을 임의로피페리딘, 피롤리딘, 모르폴린, 1H-이미다졸, 1-피페라진, 4-치환된 1-피페라진 또는 4-치환된 1-피페리딘과 치환 반응시켜 R2및 R3가 질소원자와 함께 전술한 헤테로사이클을 형성하는 일반식(Ia)의 화합물을 형성시키며,
    d)일반식
    (여기에서, X,R1,R2,R3및 m은 전술한 바와 같고 R4는 수소이다)의 화합물을 임의로 환원시켜 일반식
    (여기에서, X,R1,R2,R3및 m은 전술한 바와 같다)의 화합물을 형성시킴을 특징으로 하여, 제1항에 따른 화합물을 제조하는 방법.
    ※ 참고사항 :최초출원 내용에 의하여 공개하는 것임.
KR1019910014488A 1990-08-23 1991-08-22 6.7-디하이드로-3-페닐-1,2-벤즈이속사졸-4(5h)-온 및-올, 이의 제조방법 및 이를 함유하는 약제학적 조성물 Expired - Fee Related KR0173685B1 (ko)

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US57148290A 1990-08-23 1990-08-23
US571,482 1990-08-23
US07/571,482 1990-08-23
US07/692,341 US5114936A (en) 1990-08-23 1991-04-26 6,7-dihydro-3-phenyl-1,2-benzisoxazol-4(5h)-ones and -ols, compositions and pharmaceutical use
US692341 1991-04-26
US692,341 1991-04-26

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DE69123315D1 (de) 1997-01-09
ES2095277T3 (es) 1997-02-16
DK0474012T3 (da) 1997-05-12
IL99264A0 (en) 1992-07-15
ATE145644T1 (de) 1996-12-15
EP0474012B1 (en) 1996-11-27
AU8261791A (en) 1991-11-07
AU634944B2 (en) 1993-03-04
YU142991A (sh) 1995-01-31
NO913292D0 (no) 1991-08-22
IL99264A (en) 1996-01-19
IE912976A1 (en) 1992-02-26
NZ239494A (en) 1994-08-26
GR3022697T3 (en) 1997-05-31
PT98747A (pt) 1992-07-31
HUT61533A (en) 1993-01-28
HU912756D0 (en) 1992-01-28
FI913957A0 (fi) 1991-08-21
US5114936A (en) 1992-05-19
FI913957A7 (fi) 1992-02-24
EP0474012A1 (en) 1992-03-11
KR0173685B1 (ko) 1999-02-01
IE76138B1 (en) 1997-10-08
HU215439B (hu) 1999-09-28
CA2049733A1 (en) 1992-02-24
DE69123315T2 (de) 1997-05-22
FI913957L (fi) 1992-02-24
PT98747B (pt) 1999-01-29
CS260191A3 (en) 1992-04-15
JPH04230673A (ja) 1992-08-19
NO913292L (no) 1992-02-24
CA2049733C (en) 2003-10-21
JP3018619B2 (ja) 2000-03-13

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