KR920006314A - 아릴알킬아민, 이의 제조방법 및 이를 함유하는 약제학적 조성물 - Google Patents

아릴알킬아민, 이의 제조방법 및 이를 함유하는 약제학적 조성물 Download PDF

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KR920006314A
KR920006314A KR1019910015523A KR910015523A KR920006314A KR 920006314 A KR920006314 A KR 920006314A KR 1019910015523 A KR1019910015523 A KR 1019910015523A KR 910015523 A KR910015523 A KR 910015523A KR 920006314 A KR920006314 A KR 920006314A
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에몽-알트 자비에르
굴라우익 삐에르
프로이에또 빈센조
반 브뢰크 디디에르
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알링 시. 세워드
사노피
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Abstract

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아릴알킬아민, 이의 제조방법 및 이를 함유하는 약제학적 조성물
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Claims (13)

  1. 하기 일반식(1)의 화합물 또는 그의 무기산 또는 유기산과의 염.
    상식에서, -Y는·Cy-N의기[식중, Cy는 수소, 할로겐원자, 히드록실 C1∼C4알콕시, C1∼C4알킬, 트리플루오메틸 중에서 선택된 동일하거나 상이한 치환체 중의 하나로 한번 이상 치환된 페닐 또는 비치환된 페닐, C3∼C7시클로알킬기, 피리미디닐기 또는 피리딜기이다]이거나,의기[식중, Ar은 수소, 할로겐원자, 히드록실, C1∼C4알콕시, 트리플루오로메틸, C1∼C4알킬 중에서 선택된 동일하거나 상이한 치환체 중의 하나로 한번 이상 치환된 페닐 또는 피치환된 페닐, 피리딜기, 티에닐기이고, X는 0또는 1이며, X는 히드록실, C1∼C4알킬렌이 C1∼C3인 아미노알킬렌, -N-(X1)2의 기(여기서, X1기는 각각 수소, C1∼C4알킬이다),AIK의 기(여기서, AIK는 C1∼C6알킬이다),의기(여기서, AIK1은 C1∼C3알킬렌이고, AIK1'는 C1∼C3알킬이다), C1∼C4아실, -S-X2의기(여기서, X2는 수소 또는 C1∼C4알킬기이다), 또는 X는 X가 결합된 탄소원자 및 헤테로고리내에서 인접한 탄소원자와 함께 이중결합을 형성하다]이고, -m은 2 또는 3이며, -Ar'는 수소, 할로겐 원자, 바람직하게는 염소 또는 불소원자, 트리플로우로메틸, C1∼C4알콕시, C1∼C4알킬 중에서 선택된 동일하거나 상이한 치환체중의 하나로 한번 이상 치환된 페닐 또는 비치환된 페닐, 티에닐, 벤조티에닐, 나프틸, 인돌릴, C1∼C3알킬로 N-치환된 인돌릴이고, -R은 수소, C1∼C6알킬이며, -T는중에서 선택된 기(식중, W는 산소 또는 황원자이다)이고, -Z는 수소이거나, T가의 기일 경우 M 또는 OM이거나, T가의 기일 경우 M(여기서, M은 C1∼C6알킬, 방향족 고리에 할로겐, 트리플루오로메틸, C1∼C4알킬, 히드록실, C1∼C4알콕시가 임의 치환되었으며 알킬이 C1∼C3기인 페닐알킬, 알킬이 C1∼C3기인 피리딜알킬, 니프틸고리계에 할로겐, 트리플루오로메틸, C1∼C4알킬, 히드록실, C1∼C4알콕시가 임의 치환되었으며, 알킬이 C1∼C3기인 나프틸알킬, 알킬이 C1∼C3기인 피리딜 티오알킬, 스티릴, 임의 치환된 일-, 이- 또는 삼원 방향족 또는 헤테로방향족기이다.]
  2. 제1항에 있어서, Ar'가 3,4-디클로로페닐기인 화합물 또는 그의 무기산 또는 유기산과의 염.
  3. 제1항 또는 제2항에 있어서, X가 히드록실, 아세틸옥시 또는 일반식(여기서, AIK는 C1∼C6알킬이다)인 화합물 또는 그의 무기산 또는 유기산과의 염.
  4. 제1항 내지 제3항중 어느 한 항에 있어서, R이 메틸인 화합물 또는 그의 무기산 또는 유기산과의 염.
  5. 제1항 내지 제4항중 어느 한 항에 있어서, T가 -C=0 기 인 화합물 또는 그의 무기산 또는 유기산과의 염.
  6. 제1항 내지 제5항중 어느 한 항에 있어서, T가 -C=0기이고 Z가 티에닐기인 화합물 또는 그의 무기산 또는 유기산과의 염.
  7. 제1항 내지 제5항중 어느 한 항에 있어서, T가 -C=0 기이고 Z가 염소와 같은 할로겐으로 이치환 될수 있는 페닐기인 화합물 또는 그의 무기산 또는 유기산과의 염.
  8. 제1항에 내지 제7항중 어느 한 항에 있어서, 라세미형 또는 거울상 이성질체형의 N-메틸-N-[4-(4-페닐-4-아세틸아미노피페리딜)-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 그의 무기산 또는 유기산과의 염.
  9. (-)-N-메틸-N-[4-(4-페닐-4-아세틸 아미노피페리딜-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 그의 무기산 또는 유기산과의 염.
  10. (+)-N-메틸-N-[4-(4-페닐-4-아세틸 아미노피페리딜-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 그의 무기산 또는 유기산과의 염.
  11. 하기한 바를 특징으로 하는 제1항 내지 제7항에 따른 화합물의 제조방법. -a)광학적으로 순수한 형태일 수 있는 하기 일반식(Ⅱ) 또는 (Ⅱ'")의 유리 아민을, T가 -CO-인 일반식(Ⅰ)의 화합물을 제조하는 경우 하기 일반식(Ⅲ)의 산의 관능 유도체로 처리하거나 또는 T가 -C(W)-NH-인 일반식(Ⅰ)의 화합물을 제조하는 경우 하기 일반식(Ⅲ')의 이소(티오)시아네이트로 처리하여 하기 일반식(Ⅳ)의 화합물을 형성하고,
    [상기식에서, m, Ar', R, Z 및 W는 제1항에서 정의한 바와같고, E는 예를들면, 테트라히드로-2-피라닐 옥시 또는의기(여기서, Y는 제1항에서 정의한 바와같고 X가 히드록실일때, 이 히드록실기는 보호될 수 있다)와 같은 O-보호기이다.]-b)E가 테트라히드로피라닉옥시기인 경우, 산을 작용시켜 테트라히드로피라닐 기를 제거하며, 이 탈보호는 일반식 (Ⅱ'")의 화합물을 수득하기 위하여 임의적으로 일반식(Ⅱ)의 화합물 상에서 직접 행한 후 일반식(Ⅱ)의 화합물 상에서 직접 행한후 일반식(Ⅲ) 또는 (Ⅲ')의 화합물로 처리하고, c)수득한 하기 일반식(Ⅴ)의 N-치환 알칸올아민을 메탄술포닐 클로라이드로 처리하며,
    d)수득한 하기 일반식(Ⅵ)의 메실레이트를 하기 일반식(Ⅶ)의 2급 아민으로 처리하고,
    (식중, Y는 제1항에서 정의한 바와같다) e) 적당하다면, X로 나타내는 히드록실을 탈보호시킨 후, 수득한 생성물을 그의 염으로 임의로 전환시킨다,
  12. 제1항 내지 제7항중 어느 한 항에 따른 일반식(Ⅰ)의 화합물을 유효성분으로서 함유하는 약제학적 조성물.
  13. 제12항에 있어서, 활성 성분을 하나 이상의 약제학적 부형제와 혼합한 복용단위인 약제학적 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
KR1019910015523A 1990-09-05 1991-09-05 아릴알킬아민, 이의 제조방법 및 이를 함유하는 약제학적 조성물 KR100194823B1 (ko)

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FR9107824A FR2678267B1 (fr) 1991-06-25 1991-06-25 Arylalkylamines, procede pour leur preparation et compositions pharmaceutiques les contenant.

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AU8354291A (en) 1992-03-12
PL167994B1 (pl) 1995-12-30
HK1005290A1 (en) 1998-12-31
RU2070196C1 (ru) 1996-12-10
UA27224C2 (uk) 2000-08-15
SG47703A1 (en) 1998-04-17
FI914174A (fi) 1992-03-06
EP0474561B1 (fr) 1998-12-09
CS272491A3 (en) 1992-03-18
FI98457C (fi) 1997-06-25
HU222351B1 (hu) 2003-06-28
EP0474561A1 (fr) 1992-03-11
FI914174A0 (fi) 1991-09-04
DE69130597D1 (de) 1999-01-21
NO913469L (no) 1992-03-06
IL99320A (en) 1995-07-31
CA2050639A1 (en) 1992-03-06
ES2127722T3 (es) 1999-05-01
PT98849A (pt) 1992-07-31
ATE174332T1 (de) 1998-12-15
CA2050639C (en) 1997-12-02
KR100194823B1 (ko) 1999-06-15
US5236921A (en) 1993-08-17
BR9103802A (pt) 1992-05-19
NO913469D0 (no) 1991-09-04
AU657272B2 (en) 1995-03-09
NO177226B (no) 1995-05-02
DE69130597T2 (de) 1999-05-20
IE913082A1 (en) 1992-03-11
DK0474561T3 (da) 1999-08-16
HUT59098A (en) 1992-04-28
NO177226C (no) 1995-08-09
JPH04261155A (ja) 1992-09-17
US5350852A (en) 1994-09-27
FI98457B (fi) 1997-03-14
PL291618A1 (en) 1992-08-24
NZ239661A (en) 1994-06-27
LV10606B (en) 1996-04-20
CZ285994B6 (cs) 1999-12-15
JP2620435B2 (ja) 1997-06-11
GR3029435T3 (en) 1999-05-28
MY142065A (en) 2010-08-30

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