KR940005550A - 시그마-수용체 리간드인 신규 시클로알킬알킬아민, 그의 제조 방법 및 치료용도 - Google Patents

시그마-수용체 리간드인 신규 시클로알킬알킬아민, 그의 제조 방법 및 치료용도 Download PDF

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KR940005550A
KR940005550A KR1019930014514A KR930014514A KR940005550A KR 940005550 A KR940005550 A KR 940005550A KR 1019930014514 A KR1019930014514 A KR 1019930014514A KR 930014514 A KR930014514 A KR 930014514A KR 940005550 A KR940005550 A KR 940005550A
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lower alkyl
cycloalkylalkylamines
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쥐넹 쟝-루이
삐에르 끌라베 알렝
자코벨리 앙리
조세프 로망 프랑스와
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엥스띠뛰 드 르쉐르쉐 주베이날
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Abstract

본 발명은 시그마-수용체 리간드이며, 위장 질환에도 유용하게 사용되는 하기 일반식(I)의 신규 시클로알킬알킬아민에 관한 것이다.
상기식에서, R1은 H또는 저급 알킬이고; X및 Y는 H,OH, 저급 알킬, 저급 알콕시, 할로겐 또는 니트릴이고; V1및 V2는 함께 산소 원자 는 히드록시이미노 라디칼에 결합된 이중 결합을 형성하거나, 또는 에틸렌디옥시 사슬로서 연결되고; A는 원자가 결합, 산소 원자, 메틸렌 또는 에틸렌기를 나타내고; m은 1 내지 5의 정수값을 갖는다.

Description

시그마-수용체 리간드인 신규 시클로알킬알킬아민, 그의 제조 방법 및 치료용도
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 시그마-수용체 리간드인 하기 일반식(I)의 시클로알킬알킬아민 및 그의 제약상 허용되는 산부가염.
    상기식에서, R1은 H또는 저급 알킬이고; X및 Y는 서로 동일하거나 상이한 것으로서, 상이하H,OH, 저급 알킬, 저급 알콕시, 할로겐 또는 니트릴이고; V1및 V2는 함께 산소 원자 는 히드록시이미노 라디칼에 결합된 이중 결합을 형성하거나, 또는 에틸렌디옥시 사슬로서 연결되고; A는 원자가 결합, 산소 원자, 메틸렌 또는 에틸렌기를 나타내고; m은 0,1또는 2이고;ndmsl 내지 5의 정수값을 나타낸다.
  2. 제1항에 있어서, V1및 V2가 함께 산소 원자에 결합된 이중 결합을 형성하는 것을 특징으로 하는 화합물.
  3. 제1 또는 2항에 있어서, A가 메틸렌기를 나타내는 것을 특징으로 하는 화합물.
  4. 제1내지 3항 중 어느 한 항에 있어서, R1이 CH3인 것을 특징으로 하는 화합물.
  5. 제1 내지 4항 중 어느 한 항에 있어서, m=1 또는 2이고, n=2 또는 3인 것을 특징으로 하는 화합물.
  6. 2-[2-[(N-시클로부틸메틸-N-메틸)아미노]에틸]-1-옥소-1,2,3,4-테트라히드로 나프탈렌 및 그의 염산염, 및 2-[2-[(N-시클로부에메틸-N-메틸)아미노]에틸]-1-옥소-1,2,3,4-테트라히드로 나프탈렌 및 그의 염산염인 일반식(I)의 시클로알킬알킬아민.
  7. 하기 일반식(Ⅷ)의 말론산 중간체를 산 매질 중에서 가열함으로써 고리화 및 탈카르복실화시키거나, 또는 하기 일반식(Ⅸ)의 산 중간체를 프리델-크라프트(Friedel-Craft) 아실화 방법에 의하여 고리화시키거나, 또는 하기 일반식(Ⅱ)의 아미노 알코올의 히드록시 관능기를 크롬으로부터 유도된 산화제로 산화시킴으로써 V1및 V2가 함께 산소 원자에 결합된 이중 결합을 형성하는, 하기 일반식(I,a)에 대응하는 시클로알킬알킬아민을 제조하고, 이미 제조된 일반식(I,a)의 시클로알킬알킬아민을 히드록실아민과 반응시켜서, V1및 V2가 히드록시이미노라디칼에 결합된 이중 결합을 형성하는, 하기 일반식(I,b)에 대응하는 시클로알킬알킬아민을 제조하고, 이미 제조된 일반식(I,a)의 시클로알킬알킬아민을 산 매질 중에서 에틸렌 글리콜과 함께 가열함으로써 반응시키거나 또는 하기 일반식(Ⅲ,a)의 아미드 중간체를 금속 또는 유기-금속 수소화물을 사용하여 환원시킴으로써, V1및 V2가 에틸렌디옥시 사슬로서 연결된 하기 일반식(I,c)에 대응하는 시클로알킬알킬아민을 제조하는 것으로 이루어진 것을 특징으로 하는 제1항에 따른 일반식(I)의 시클로알킬알킬아민의 제조 방법.
    상기 식에서, R은 수소, 저급 알킬 또는 저급 시클로알킬이고, R1, X, Y, A, m, 및 n은 제1항에서 정의한 바와 같다.
  8. 제1내지 6항중 어느 한 항에 따른 일반식(I)의 시클로알킬알킬아민 및 치료학적으로 허용되는 담체로 이루어진 것을 특징으로 하는, 포유류 또는 사람에 있어서 시그마 수용체에 의하여 조절되는 생리학적 기작의 혼란으로 유발된 주요장해를 치료하기 위한 의약품.
  9. 하기 일반식(Ⅱ)의 중간체
    상기식에서, R1은 H또는 저급 알킬이고; X및 Y는 서로 동일하거나 상이한 것으로서, H,OH, 저급 알킬, 저급 알콕시, 할로겐 또는 니트릴이고; A는 원자가 결합 , 산소 원자, 메틸렌 또는 에틸렌기를 나타내고; m은 0,1 또는 2이고; n은 1 내지 5의 정수값을 나타낸다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930014514A 1992-07-31 1993-07-29 시그마-수용체리간드인신규시클로알킬알킬아민,그의제조방법및치료용도 KR100314102B1 (ko)

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FR929209536A FR2694287B1 (fr) 1992-07-31 1992-07-31 Nouvelles cycloalkylalkylamines ligands aux récepteurs sigma, leur procédé de préparation et leur application en thérapeutique.
FR92-09536 1992-07-31

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US5504253A (en) * 1994-07-15 1996-04-02 Nps Pharmaceuticals, Inc. Amine preparation
US5648541A (en) * 1995-09-28 1997-07-15 Nps Pharmaceuticals, Inc. Chiral reductions of imines leading to the syntheses of optically active amines
FR2751645B1 (fr) * 1996-07-29 1998-12-24 Sanofi Sa Amines pour la fabrication de medicaments destines a empecher la proliferation de cellules tumorales
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DE69307210T2 (de) 1997-05-15
NO179512C (no) 1996-10-23
ZA935434B (en) 1994-02-22
ES2099395T3 (es) 1997-05-16
FR2694287B1 (fr) 1994-09-16
KR100314102B1 (ko) 2002-08-28
JPH06206851A (ja) 1994-07-26
DE69307210D1 (de) 1997-02-20
FR2694287A1 (fr) 1994-02-04
ZA935482B (en) 1994-02-28
NO179512B (no) 1996-07-15
NO932728L (no) 1994-02-01

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