KR950017878A - 이 방향족 프로피닐 화합물, 그를 함유하는 약학적 및 화장품 조성물 및 그의 용도 - Google Patents

이 방향족 프로피닐 화합물, 그를 함유하는 약학적 및 화장품 조성물 및 그의 용도 Download PDF

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KR950017878A
KR950017878A KR1019940034484A KR19940034484A KR950017878A KR 950017878 A KR950017878 A KR 950017878A KR 1019940034484 A KR1019940034484 A KR 1019940034484A KR 19940034484 A KR19940034484 A KR 19940034484A KR 950017878 A KR950017878 A KR 950017878A
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hydroxy
propynyl
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tetrahydro
naphthyl
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베르나르동 쟝-미쉘
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브라함 슈루트
쎄. 이. 에르. 데. 갈데르마
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Abstract

본 발명은 하기 일반식(I)의 프로피닐 단위를 갖는 신규 이방향족 화합물 :
및 인체 또는 수의학적 약제(특히 피부, 류머티스, 호흡기, 심장혈과 및 안과 질화)에 사용하기 위한 약학적 조성물 또는 화장품 조성물에서의 그의 용도에 관한 것이다.

Description

이 방향족 프로피닐 화합물, 그를 함유하는 약학적 및 화장품 조성물 및 그의 용도
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (24)

  1. 하기 일반식(I)에 상응함을 특징으로 하는 이방향족 프로피닐 화합울, 그의 염 및 그의 광학 및 기하 이성체 :
    [식중, Ar은 하기 일반식 (a)-(e)의 기로부터 선택된 기를 나타내고 :
    (식중, R5R6)R1은 (i) 수소원자, (ii)-CH3기, (iii)-CH2-R6기, (iv)-O-R6기, (v)-CO-R7기, (vi)-S(0)1R9기(상기에서 R6, R7, R9및 t는 하기 정의한 의미이다)이고 : X는 하기 일반식의 기이고 ;
    (식중, R10R11은 하기 정의한 의미이다) R2및 R3는 수소원자, 탄소수 1∼20의 직쇄 또는 알킬기,-OR6기 또는 -SR6기(R6는 하기 정의한 바와 같다)이며, R2및 R3는 함께, 인접 방향족 고리와, 메틸기로 임의로 치환되거나, 산소 또는 황원자가 임의로 삽입되거나, 메틸기로 임의로 치환되었으며 산소 또는 황원자가 임의로 삽입된 5-또는 6-원 고리를 형성할 수 있고 ; R4는 수소원자, 할로겐원자, 저급 알킬기 또는 -OR6기 (R6는 하기 정의한 바와 같다)이고 ; 상기에서 각 부호의 의미는 하기와 같다 ; -R5는 R4와 동일한 의미이며, R4및 R5는 동일하거나 상이하고:-R6는 수소원자, 저급 알킬기 또는 -CO-R9기 (R9는 하기 정의한 바와 같다)이고, 각각의 R6는 서로 동일하거나 상이하며;-R7은 (a)수소원자, (b)저급 알킬기, (c)하기 일반식의 기
    (식중, R' 및 R"는 하기 정의한 바와 같다), (d)
    -OR8(식중, R8은 하기 정의한 바와 같다)기이고;-R8은 수소원자, 탄소수 1∼20의 직쇄 또는 측쇄 알킬기, 알케닐기, 모노 또는 폴리히드록시알킬기, 임의로 치환된 아릴 또는 아랄킬기 또는 당 잔기 또는 아미노산 또는 펩티드 잔기이고;-R9는 저급 알킬기이고;-R10은 수소원자, 저급 알킬기 -OR6이고:-R11은 -OR6기이고;-R'R"온 동일하거나 상이하며, 수소원자, 저급 알킬기, 모노 또는 폴리히드록시알킬기, 임의로 치환된 아릴기 또는 아미노산 또는 킬티드 또는 당 잔기이거나, 또는 함께 헤테로고리 형성하고;-t는 0.1 또는 2의 정수이고:-상기 기 R10및 R11은 함께 식=0의 단일 옥소기를 형성할 수 있다]
  2. 제1항에 있어서, 알칼리 또는 알칼리 토금속의 염, 또는 아연 또는 유기 아민의 염의 형태임을 특징으로 하는 화합물.
  3. 제1항 또는 제2항에 있어서, 저급 알킬기가 메틸, 에틸, 이소프로필, 부틸, t-부틸 및 헥실기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  4. 제1항 또는 제2항에 있어서, 탄소수 1∼15의 직쇄 또는 측쇄 알킬기가 메틸, 에틸, 프로필, 2-에틸헥실, 옥틸, 도데실, 헥사데실 및 옥타데실기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  5. 제1항 또는 제2항에 있어서, 모노히드록시알킬기가 2-히드록시에틸, 2-히드록시프로필 또는 3-히드록시프로필기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  6. 제1항 또는 제2항에 있어서, 폴리히드록시알킬기가 2, 3-디히드록시프로필, 2, 3, 4-트리히드록시부릴 또는 2, 3, 4, 5-테트라히드록시펜틸기 또는 펜타에리트리톨 잔기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  7. 제1항 또는 제2항에 있어서, 아릴기가 1종이상의 할로겐원자, 히드록실기 또는 니트로 작용기에 의해 임의로 치환된 페닐기임을 특징으로 하는 화합물.
  8. 제1항 또는 제2항에 있어서, 아랄킬기가 1종이상의 할로겐원자, 히드록실기 또는 니트로 작용기에 의해 임의로 치환된 벤질기 또는 펜에틸기로부터 선택됨을 특징으로 하는 화합물.
  9. 제1항 또는 제2항에 있어서, 알케닐기가 탄소수 1∼5이며 불포화 에틸렌이 1이상인 기로 구성된 군으로부터 선택되며 특히 알릴기임을 특징으로 하는 화합물.
  10. 제1항 또는 제2항에 있어서, 당잔기가 글루코스, 갈락토스, 만노오스 또는 글루쿠론산 잔기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  11. 제1항 또는 제2항에 있어서, 아미노산 잔기가 리신, 글리신 또는 아스파르트산으로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  12. 제1항 또는 제2항에 있어서, 펩티드 잔기가 디펩티드 또는 트리펩티드.잔기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  13. 제1항 또는 제2항에 있어서, 헤테로고리기가, C1-C6알킬기 또는 모노-또는 폴리히드록시알킬기로 4위치가 임의로 치환된 피페리디노, 모르플리노, 피롤리디노 또는 피페라지노기로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  14. 제1항 또는 제2항에 있어서, 할로겐 원자가 불소, 염소 및 브롬으로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  15. 제1항에 있어서, -메틸4-[3-옥소-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트, -메틸4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -4-[3-옥소-3-(5, 6, 7, 8-테트라히드로 -5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -2-히드록시-4-[3-옥소-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -메틸2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트, -2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸) -1-프로피닐]벤조산, -2- 히드록시 -4- [3-옥소- (3- t-부틸 -4- 메톡시페 닐) -1-프로피닐]벤조산, -4-[1-옥소-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-2-프로피닐]벤조산, -4-[1-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸) -2-프로피닐]벤조산, -메틸2-히드록시 -4- [3-히드록시 -3- (4, 4-디메틸티오크로만-6- 일)-1-프로피닐]벤조에이트, -2-히드록시 -4- [3-옥소-3- (4, 4-디메틸티오크로만-6- 일) -1-프로피닐]벤조산, 4- [3-히드록시 -3- (3- t-부틸 -4- 메톡시페닐) -1-프로피 닐]벤조산, -메틸 N-메틸-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메2-나프털)-1-프로피닐]-2-피톨카르복실레이트, -N-메틸-4-[3-히드록시-3-(5, 6, 7, 8-테트라메틸-2-나프틸)-1-프로퍼피닐]-2-피를카르욕식산, -메틸4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸 -2-나프틸) -1-프로피닐] -2-피톨카르복실레이트, -메 릴2-히드륵시 -4- [3-히드로시-3- (4, 4-디메틸딕오크로만-7- 일) -1-프로피닐]벤조에이트, -4- [ 1-히드록시 -3- (4, 4-디메틴티오크로만-6- 일) -2-프로피닐]벤조산, -2-히드록시 -4- [3-히드록시 -3- (4, 4-디메틸티오크로만-6- 일) -1-프로피닐]벤조산, -2-히드록시 -4- [3-히드록시 -3- (4, 4-디 메틸티오크로만-7-일)-1-프로피닐]벤조산, -메틸 4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-데트라메틸-2-나프틸)-1-프로피닐]벤조에이트의 (+)-이성체, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산의 (-)-이성체, -메틸2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메럴-2-나트틸)-1-프로피닐]벤조에이트의 (+)-이성체, -2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5,5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산의 (-)-이성체, -메틸4-[3-히드록시-3-(5,6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트의(-)-이성체,-메틸2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트의(-)-이성체, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메 틸 -2-나프틸) -1-프로피닐]벤조산의 (+)- 이성체, -2-히드록시 -4- [3-히드록시 -3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산의(+)-이성체, -메틸2-히드록시-4-[3-히드록시-3-메틸-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트, -2-히드록시-4-[3-히드록시-3-메틸-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -2-메톡시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메털-2-나프틸)-1-프로피닐]벤조산, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트의(-)-이성체, -메틸4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-나프틸)-1-프로피닐]벤즈알데히드, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조 아세테이트, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조메탄온, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]톨루엔, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-펜타메틸-2-나프틸)-1-프로피닐]페닐 아세테이트, -4-[?-히드록시-3-(5, 6, 7, 8-테트라히드로-3, 5, 5, 7, 8-펜닥메틸-2-나프틸)-1-프로피닐]페놀-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐:페닐술피닐메탄, -4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]페닐술피닐메탄, N-에틸-4-[3-히드록시-3-(5, 6, 7, 8-데트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤즈아미드, -N, N'-더에릴-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤즈아미드, -4-[3-히드록시-3-(5, 6, 7, 8-데트팍히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산의 모르폴리드,-메틸5-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)∼1-프로피닐]-2-터오펜카르복실레이트, -메틸2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로 3, 5, 5, 8, 8-펜타메틸-2-나프틸)-1-프로피닐]벤조에이트, -2-히드록시-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-3, 5, 5, 8, 8-펜타메틸-2-나프틸)-1-프로피닐]벤조산, -메틸2-히드록시-4[3-히드록시-3-(3-메톡시-5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조에이트, -2-히드록시-4-[3-히드록시-3-(3-메톡시-5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -4[3-히드록시-3-(4, 4-디메틸티오크로만-6-일) -1-프로피닐]벤조산, -4- [3-히드록시 -3- (4, 4-디메틸티오크로만-7- 일) ) -1-프로피닐]벤조산, -메틸3-메틸-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트 라메틸-2-나프털)-1-프로피닐]벤조에이트, -3-메틸-4-[3-히드륵시-3-(5, 6, 7, a-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -2-를로로-4-[3-히드록시-3-(5, 6, 7, 8-테트라히드로-5, 5, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -2-아세록시-4-[3-아세록시-3-(7, 6, 7, 8-테트라히드로-5, 7, 8, 8-테트라메틸-2-나프틸)-1-프로피닐]벤조산, -메틸4- [3-히드록시 -3- (3- t-부틸 -4-프로필옥시페닐) -1-프로피닐]벤조에이트, -메틸4- [3-히드록시 -3- (3-t-부틸 -4- 헥실옥시페닐) -1-프로피닐]벤조에이트로 구성된 군으로부터 선택됨을 특징으로 하는 화합물.
  16. 제1항에 있어서, R5가 -OH기이고, R7이 OR8기이고, R11이 -OR6기이며, R6및 R,11은 제1항에 정의한 바와 같음을 특징으로 하는 화합물.
  17. 의약품은 제1항 내지 제16항중 어느 한 항에 따른 화합물.
  18. 제17항에 있어서, 피부 질환, 류머티스 질환, 호흡기 질환, 심장혈관 질환 및 안과 질환의 치료를 위한 의약품 제조용의 화합물.
  19. 피부 질환, 류머티스 질환, 호흡기 질환, 심장혈관 질환 및 안과 질환의 치료를 위한 의약품 제조용의, 제1항 내지 제16항에 정의된 1종 이상의 화합물.
  20. 제1항 내지 제16항중 어느 한 항에 정의된 1종이상의 화합물을 약학적으로 허용되는 담체내에 함유함을 특징으로 하는 약학적 조성물.
  21. 제20항에 있어서, 제1항 내지 제16항중 어느 한 항에 정의된 화합물(류)의 농도가, 전체 조성물에 대해 0.001%∼5%임을 특징으로 하는 조성물.
  22. 제1항 내지 제16항중 어느 한 항에 정의된 1종이상의 화합물을 화장품학적으로 허용되는 담체내에 함유함을 특징으로 하는 화장품 조성물.
  23. 제22항에 있어서, 제1항 내지 제16항중 어느 한항에 정의된 화합물(류)의 농도가, 전체 조성물에 대해 0.001%∼3%임을 특징으로 하는 조성물.
  24. 전신 또는 두발 보호용 제22항 또는 제23항중 어느 한항에 정의된 화장품 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019940034484A 1993-12-15 1994-12-15 이방향족 프로피닐 화합물, 그를 함유하는 약학적 및 화장품 조성물 및 그의 용도 KR100192021B1 (ko)

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AU7896194A (en) 1995-08-10
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IL111967A (en) 2000-06-01
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US5716624A (en) 1998-02-10
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EP0661258A1 (fr) 1995-07-05
EP0661258B1 (fr) 1998-04-08
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AU670217B2 (en) 1996-07-04
CA2137896A1 (fr) 1995-06-16
JPH08119895A (ja) 1996-05-14
RU94043772A (ru) 1996-12-10
FR2713635A1 (fr) 1995-06-16
JP2781146B2 (ja) 1998-07-30
FR2713635B1 (fr) 1996-01-05

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