KR960004315A - 약물학적 효능을 갖는 1-페닐-3-디메틸아미노프로판 화합물 - Google Patents
약물학적 효능을 갖는 1-페닐-3-디메틸아미노프로판 화합물 Download PDFInfo
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Abstract
본 발명은 1-페닐-3-디메틸아미노프로판 화합물, 이의 제조방법 및 약제학적 활성 성분으로서 이들 물질의 용도에 관한 것이다.
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Claims (10)
- 생리학적으로 혼화성인 산의 염 또는 염기의 형태인 부분 입체이성체 또는 에난티오머로서의 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판 화합물.상기 식에서, X는 OH,F,Cl,H 또는 OCOR6그룹(여기서, R6은 C1-3알킬이다)이고, R1은 C1-4-알킬 그룹을 나타내고, R3은 H 또는 직쇄 C1-4-알킬 그룹을 나타내거나 R2와 R3는 함께 C1-4사이클로알킬 라디칼을 형성하며, R5가 H일 경우, R4는 메타-O-Z(여기서, Z는 H, C1-3-알킬이다), PO(OC1-4-알킬)2, CO(C1-5-알킬), CONH-C6H4-(CC1-3-알킬) 또는 CO-C6H4-R7(여기서, R7은 오르토-OCOC1-3-알킬 또는 메타- 또는 파라-CH2N(R8)2이고, R8은 C1-4-알킬 또는 4-모르폴리노이다)이거나 R4가 메타-S-C1-3-알킬 또는 메타-Cl, 메타-F 또는 메타-CR9R10R11(여기서, R9R10및 R11은 H 또는 F이다), 오르토-OH, 오르토-O-C2-3-알킬 파라-F 또는 파라 CR9R10R11이거나, R5가 파라 위치에서 -Cl,-F,-OH 또는 -O-C1-3-알킬인 경우, R4는 메타-위치에서 -Cl,-F,-OH 또는 -O-C1-3-알킬이거나, R4와 R5는 함께 3,4-OCH=CH- 또는 3,4-OCH=CHO- 이다.
- 제1항에 있어서, X는 OH,F,Cl,H이고, R1은 C1-4-알킬 그룹이며, R2가 H 또는 CH3이고, R3가 H 또는 CH3이며, R5가 H일 경우 R4는 메타-OC1-3-알킬, 메타-OH, 메타-S-C1-3-알킬 또는 메타-F, 메타-Cl, 메타-CH3, 메타-CF2H, 메타-CF3또는 파라-CF3이거나, R5가 파라-Cl 또는 파라-F일 경우, R4가 메타-Cl 또는 메타-F이거나, R4와 R9가 함께 3,4-OCH=CH-인 일반식(Ⅰ)의 화합물.
- 제1항 또는 제2항에 있어서, 배열(Ia)의 부분입체이성체 형태로 존재하며 R2와 R3라디칼이 상이한 일반식(Ⅰ)의 화합물임을 특징으로 하는 화합물.
- 일반식(Ⅱ)의 β-디메틸아미노케톤을 일반식(Ⅲ)의 유기 금속 화합물과 반응시켜 X가 OH의 일반식(Ⅰ)의 화합물을 형성함을 특징으로 하여 제1항 내지 제3항중 어느 한 항에 따른 X가 OH의 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판 화합물을 제조하는 방법.상기식에서, z는 MgCl,MgBr,MgI 또는 Li이다.
- X가 Cl인 일반식(Ⅰ)의 화합물을 아연 보로하이드라이드, 아연 시아노보로하이드라이드 및/또는 주석 시아노보로하이드라이드와 반응시킴을 특징으로 하여 제1항 내지 제3항중 어느 한 항에 따른 X가 H인 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판 화합물을 제조하는 방법.
- X가 Cl인 일반식(Ⅰ)의 화합물을 용매에서 디메틸아미노설푸르 트리플루오라이드와 반응시킴을 특징으로 하여 제1항 내지 제3항중 어느 한 항에 따른 X가 F인 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판 화합물을 제조하는 방법.
- X가 Cl인 일반식(Ⅰ)의 화합물을 티오닐 클로라이드와 반응시킴을 특징으로 하여 제1항 내지 제3항중 어느 한 항에 따른 X가 Cl인 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판 화합물을 제조하는 방법.
- X가 Cl인 일반식(Ⅰ)의 화합물을 산 클로라이드 Cl-COOR6과 반응시킴을 특징으로 하여 제1항 내지 제3항중 어느 한 항에 따른 X가 OCOR6그룹(여기서, R6은 C1-3-알킬이다)인 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판 화합물을 제조하는 방법.
- 약제학적 활성 성분으로서의 제1항 내지 제3항중 어느 한 항에 따른 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판을 함유하는 진통제.
- 활성 성분으로서 제1항 내지 제3항중 어느 한 항에 따른 하나 이상의 일반식(Ⅰ)의 1-페닐-3-디메틸아미노프로판을 함유하는 진통제.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4426245.0 | 1994-07-23 | ||
DE4426245A DE4426245A1 (de) | 1994-07-23 | 1994-07-23 | 1-Phenyl-3-dimethylamino-propanverbindungen mit pharmakologischer Wirkung |
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KR960004315A true KR960004315A (ko) | 1996-02-23 |
KR100364465B1 KR100364465B1 (ko) | 2003-02-05 |
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KR1019950021738A KR100364465B1 (ko) | 1994-07-23 | 1995-07-22 | 1-페닐-3-디메틸아미노프로판화합물,이의제조방법및이를포함하는진통제 |
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EP (1) | EP0693475B1 (ko) |
JP (2) | JP4034366B2 (ko) |
KR (1) | KR100364465B1 (ko) |
CN (1) | CN1077566C (ko) |
AT (1) | ATE163176T1 (ko) |
AU (1) | AU685644B2 (ko) |
BR (1) | BR9502390A (ko) |
CA (1) | CA2154424C (ko) |
CO (1) | CO4410179A1 (ko) |
CZ (1) | CZ286441B6 (ko) |
DE (3) | DE4426245A1 (ko) |
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ES (1) | ES2115298T3 (ko) |
FI (1) | FI114704B (ko) |
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LT (1) | LTPA2011007I1 (ko) |
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NZ (1) | NZ272623A (ko) |
PE (1) | PE34896A1 (ko) |
PL (1) | PL181169B1 (ko) |
RU (1) | RU2150465C1 (ko) |
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KR20210056548A (ko) * | 2019-11-11 | 2021-05-20 | 한국생산기술연구원 | 탄탈륨-구리 합금의 제조방법 및 이로부터 제조된 탄탈륨-구리 합금 |
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