KR840006974A - 아미노기함유 헤테로 고리유도체의 제조방법 - Google Patents

아미노기함유 헤테로 고리유도체의 제조방법 Download PDF

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KR840006974A
KR840006974A KR1019830006293A KR830006293A KR840006974A KR 840006974 A KR840006974 A KR 840006974A KR 1019830006293 A KR1019830006293 A KR 1019830006293A KR 830006293 A KR830006293 A KR 830006293A KR 840006974 A KR840006974 A KR 840006974A
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게라르 뫼네
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알버트 롤랑에스. 에이
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Abstract

내용 없음

Description

아미노기함유 헤테로 고리유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (14)

  1. 다음 일반식(I)의 화합물
    상기식에서, Z는 수소, 할로겐, 저급알킬기, 저급알콕시기, 트리플루오로메틸, 트리플루오로메톡시, 시아노그룹, 니트로그룹, 카복사미도그룹, 저급알케닐기, 저급알킬티오, 저급알킨디옥시, 저급시클로알케닐기 또는 저급 시클로알킬기이고, X는 산소, 황원자 또는 ＞N―R식의 아미노그룹으로 여기서 R1은 수소, 저급알킬기, 유기카복실린 또는 설포닌 산으로부터 유도된 아실잔사이고, 메틸렌그룹 또는 직접 결합이고 Y는 수소, 저급알킬기, 페닐기, 치환페닐기, 히드록시 또는 펜옥시기이고, Y′는 수소이며 또는 Y 및 Y′는 다같이 산소이거나 R이 영일 때 Y는 근접한 페닐고리와 함께 비시클린―호모―또는 헤테로고리, 포화 또는 불포화 구조를 형성하며 A는 NH그룹 또는 황원자이고 R3및 R4는 같거나 다르며 수소, 저급알킬기, 저급알케닐기, 아릴 저급알킬기, 헤테로아릴 저급알킬기, 아릴, 알코올옥시―카보닐그룹, 1내지 10탄소원자를 갖는 유기 카복실린 산으로부터에 아실잔사 또는 R3및 R4는 견합하여 질소원자와 함께 다같이 형성되어 하나 또는 두개의 여분의 헤테로원자를 임의로 포함하는 알킬렌쇄이며 R은 수소, 저급알킬기, 1 또는 2의 탄소원자를 갖는 알킬렌쇄에 의해 인접한 페닐환에 연결된 페닐기이고 n은 영, 또는 1이고, n1은 영, 1 또는 2이고, m은 영, 1 또는 2이고, p는 1, 2 또는 3이며 그리고 점선은 임의적인 탄소―탄소 결합을 나타낸다.
  2. 상기 1항에 있어, 광물 또는 유기산, 바람직하게 일반식(I)의 화합물과 치료상 혼화할 수 있는 산으로 된 그것의 산부가염.
  3. 상기 1항에 있어, 다음 일반식(I″)의 화합물.
    상기 식에서 X, Y, Y′, R3, R4및 p는 1항에서와 같고 n는 영이고 X는 산소, 황 또는 ＞NR1식의 아미노그룹으로 여기서 R1은 수소, 저급알킬기 메틸렌그룹 또 직접 결합니다.
  4. 상기 1항에 있어, 다음 일반식(I″)의 화합물.
    상기 식에서 치환체들은 1항에서와 같다.
  5. 상기 1항에 있어, 다음 일반식(I″′)의 화합물.
    상기 식에서 Z, X, Y, Y′, R3, R4, A, m, n 및 p는 상기 항에서와 같다.
  6. 상기 1항에 있어 다음 일반식(IA)의 화합물.
    상기 식에서 치환체는 상기 1항에서와 같다.
  7. 상기 1항에 있어 다음 일반식(IB)의 화합물.
    상기 식에서 치환체는 상기 1항에서와 같다.
  8. 상기 1항에 있어 다음 일반식(IC)의 화합물.
    상기 식에서 치환체는 상기 1항에서와 같다.
  9. 다음 일반식(II)의 에피할로히드린을 다음 일반식(III)의 방향성 유도체와 축합시켜 다음 일반식(IV)의 아릴 알킬화 유도체를 얻고 이것을 알킬리금속아지드에 의해 옥시란 고리를 개환하여 다음 일반식(V)의 상응하는 모노아지드를 얻고 A가 산소일 때 이것에 다음 일반식(VI)의 술포닌산의 작용 유도체를 작용시켜 3급 염기의 존재하에 다음 일반식(VII)의 아지도 에스테르를 얻고 이 에스테르를 극성용매의 존재하에 알칼리금속 아지드 또는 티오시안네이트와 반응시켜 다음 일반식(VII)의 아지도 유도체를 얻고 이것을 촉매의 존재하에 기수소화에 의해 환원시켜 다음 일반식(IX)의 아미노 에탄유도체를 얻고 이것을 불화시야노겐 및 다음 일반식
    의 S―메틸 이소티오우로니움 할리드로 구성되는 그룹으로부터 선택한 카르보 이민화 반응제와 축합시켜 R, X, Y, Y′, Zn, n, n 및 p는 상기한 바와 같고 A는 황 또는 이미노기이며 시아노 이민화제가 불화시아노겐일 때 R3및 R4는 양쪽 다 수소이거나 R3및 R4가 수소 및/또는 저급 알킬 저급 알케닐, 아릴저급알킬, 헤테로 저급알킬, 아릴, 알콕시 카보닐 또는 1내지 10탄소원자를 갖는 유기 카복실린 산으로부터 유도된 아실기이거나 카르보 이민화제가 S―메틸 이소티오 우로니움 할리드일 때 R3및 R4는 다같이 질소원자와 함께 알킬렌쇄를 형성하는 상기 1항의 일반식(I)의 화합물을 회수하고 그것에 광물 또는 유기산을 첨가하여 더욱 염화시키거나 키랄시약과 반응시켜 그것의 광학 활성 이성체로 분해시킴을 특징으로 하여 m이 영과 같은 상기 일반식(I)의 화합물을 제조하는 방법.
    상기 (II)식에서, A′는 산소 또는 황이고, Hal은 염소 또는 브롬이고, 상기 (IV)식에서 R2는 치환 또는 불치환 알킬기 또는 모도―또는 비시클린 방향성기이고, R5는 저급 알킬옥시 그룹 또는 할로겐원자이고, 상기 (VII)식에서 Q는 SH기 또는 아지도기이고 상기 (IX)식에서 Q′는 SH기 또는 아미노 그룹이며, 나머지는 상기와 같다.
  10. 상기 일반식(V)의 방향성 유도체를 알릴 할리드상에서 축합시켜 다음 일반식(X)의 알케닐화 화합물을 얻고 이것을 브롬으로 브롬화시켜 다음 일반식(XI)의 디브로모 유도체를 얻고 이것을 알칼리금속 아지드와 반응시켜 다음 일반식(VIII)의 디―아지도 유도체를 얻고 이것을 촉매의 존재하에 가수소화하여 다음 일반식(IX)의 디아미노 유도체로 전환시키고 이 유도체를 브롬화시아노겐과 같은 카르보 이민화제에 의해 고리화하여 다음 일반식(IA)의 이미다졸린 유도체를 얻을 특징으로 하여 상기 일반식(I)의 화합물을 제조하는 방법.
    상기 식에서 R, Z, X, Y, Y′, R3, R4, n, n1및 p는 상기한 바와 같다.
  11. a) 다음 일반식(XII)의 아틸옥시 알킬 알데히드를 스트렉커의 반응 조건하에서 알칼리 금속 시아니드와 반응시켜 다음 일반식(XIII)의 α―시아노 아민을 얻고
    b) 이것을 촉매의 존재하에 가수소화에 의해 환원시켜 일반식(IX)의 치환 디아미노 에탄으로 전환시키고
    c) 이 화합물을 시아노 이민화제와 축합시켜 일반식(IA)의 고리형 유도체를 얻게 됨을 특징으로 하여 일반식(I)의 화합물을 제조하는 방법.
    상기 식에서 p, R, Z, X, Y, Y′, R3, R4및 n, n는 상기와 같다.
  12. 활성성분으로 적어도 하나의 상기 1항의 일반식(I)의 화합물 또는 그것의 산부가염을 불활성 비―독성약제학적으로 수용 가능한 담체 또는 비히클과 결합 또는 혼합시킴을 특징으로 한 약제 조성물.
  13. 상기 12항에 있어, 담체 또는 비히클은 비경구, 경구, 직장, 설하, 피하 또는 비강 경구투여에 적당한 것으로 구성된 약제조성물.
  14. 상기 12 및 13항에 있어, 활성성분의 양은 단위 용량당 1내지 500mg사이의 범위인 상기의 약제 조성물.
    ※참고사항:최초출원 내용에 의하여 공개하는 것임.
KR1019830006293A 1982-12-28 1983-12-27 아미노기함유 헤테로 고리 유도체의 제조방법 KR910000044B1 (ko)

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DK302185A (da) * 1984-07-05 1986-01-06 Rolland Sa A 2-amino-oxazoliner samt fremgangsmaade til deres fremstilling
US5616591A (en) * 1992-03-27 1997-04-01 E.R. Squibb & Sons, Inc. Indole- and benzimidazole-substituted quinoline derivatives
JP2008303145A (ja) * 2005-09-22 2008-12-18 Takeda Chem Ind Ltd Ｇｒｋ阻害剤からなる強心薬
AU2008270444A1 (en) * 2007-07-03 2009-01-08 F. Hoffmann-La Roche Ag 4-imidazolines and their use as antidepressants
WO2012007426A1 (en) 2010-07-13 2012-01-19 Basf Se Azoline substituted isoxazoline benzamide compounds for combating animal pests
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US2331995A (en) * 1942-04-17 1943-10-19 Goodrich Co B F Aldehyde-aminothiazoline reaction product
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US3147270A (en) * 1961-11-03 1964-09-01 Warner Lambert Pharmaceutical Substituted 2-imidazolines
DE1595923A1 (de) * 1965-02-20 1969-11-27 Merck Ag E 1-Aralkyl-4-(thiazolyl-2)-piperazine und Verfahren zu ihrer Herstellung
BE787683A (fr) * 1971-08-20 1973-02-19 Boehringer Sohn Ingelheim 2-phenylimino-imidazolidines, leurs sels d'addition avec des acides et procedes pour les fabriquer
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ES8800171A1 (es) 1987-10-16
ES8608493A1 (es) 1986-07-16
JPS59130874A (ja) 1984-07-27
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ES554070A0 (es) 1988-03-16
IN163582B (ko) 1988-10-15
KR910000044B1 (ko) 1991-01-19
AU574058B2 (en) 1988-06-30
PT77902B (fr) 1986-05-08
CA1220479A (fr) 1987-04-14
PH22575A (en) 1988-10-17
US4826861A (en) 1989-05-02
EP0117961A1 (fr) 1984-09-12
ES528450A0 (es) 1986-07-16
PT77902A (fr) 1984-01-01
ATE62231T1 (de) 1991-04-15
EP0117961B1 (fr) 1991-04-03
US4647557A (en) 1987-03-03
DK599483A (da) 1984-06-29
ES554071A0 (es) 1987-10-16
DK599483D0 (da) 1983-12-27
AU2304984A (en) 1984-08-09

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