KR930002337A - 사이클로헥산 및 테트라하이드로피란 유도체 - Google Patents

사이클로헥산 및 테트라하이드로피란 유도체 Download PDF

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KR930002337A
KR930002337A KR1019920013214A KR920013214A KR930002337A KR 930002337 A KR930002337 A KR 930002337A KR 1019920013214 A KR1019920013214 A KR 1019920013214A KR 920013214 A KR920013214 A KR 920013214A KR 930002337 A KR930002337 A KR 930002337A
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methyl
methoxy
dimethyl
amino
pyran
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KR1019920013214A
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유꼬 아오끼
히로미찌 고따끼
가즈나오 마스부찌
토루 오꾸다
노부오 신마
다꾸오 쯔꾸다
이사오 우메다
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프리돌린 클라우스너, 롤란드 보러
에프. 호프만-라 롯슈 아크티엔게젤샤프트
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Publication of KR930002337A publication Critical patent/KR930002337A/ko

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Abstract

내용 없음.

Description

사이클로헥산 및 테트라하이드로피란 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 하기 일반식(I)의 화합물 뿐만 아니라, 그의 약학적으로 허용되는 염 및 일반식(I)화합물 또는 이들의 염의 수화물 또는 용매화물 :
    상기식에서, X는 -O-또는 -CH2-이고; R1은 -Y-알킬, -Y-아르알킬 또는 -Y-아릴[여기에서 Y는 -O-, -CONH-, -NHCO-, -(CH=CH)n-(이때 n은 0,1,2또는 3이다), -C≡C-, -CH2O-또는 -CH2S-를 나타낸다]이고; R2는 수소 또는 하이드록시이고; R3는 헴(heme)과 배위결합할 수 있는 그룹이고; R4및 R5는 각각 독립적으로, 수소, 저급 알킬, 알콕시 또는 알킬티오이거나 또는 R4및 R5는 인접한 탄소원자와 함께 5-또는6-원 아세탈 고리를 형성할 수 있고; R6는 수소, 저급 알킬, 알콕시 또는 알킬티오, 아미노, 저급 알킬아미노 또는 디-저급-알킬아미노이고; R7는 수소, 하이드록시; 하이드록시, 아실 또는 아릴 그룹으로 임의로 치될될 수 있는, 저급 알킬, 알콕시 또는 알킬티오; 또는 산소 또는 황 원자를 또한 함유할 수 있는 하나이상의 질소 원자를 함유하는 5또는 6원 헤테로사이클 고리이거나; 또는 R6및 R7은 인접한 탄소원자와 함께 5-또는 6원 아세탈 고리를 형성할 수 있거나; 또는 R2및 R4는 함께 결합하여 단일 결합을 형성할 수 있다.
  2. 제1항에 있어서, -Y-알킬 전기의 알킬은 탄소원자 1내지 15개를 갖는 직쇄 또는 측쇄 알킬 그룹이고; 일반식 -Y-아르알킬에서 Y와 아릴사이의 알킬렌은 탄소원자 1내지 5개를 갖는 알킬렌 그룹이고; 일반식 -Y-아릴과 -Y-아르알킬에서 아릴은 하나이상의 할로겐원자, 하이드록시, 저급 알킬, 할로-저급 알킬, 저급 알콕시, 아미노, 또는 디-저급 알킬아미노 그룹으로 치환될 수 있는, 페닐, 나프틸, 피리딜, 퀴놀릴 또는 퀴녹살리닐 그룹이고; 헴과 배위결합할 수 있는 그룹은 아미노 또는 탄소원자 1내지 3개를 갖는 아미노-저급 알킬이거나 또는 1H-이미다졸-1-일메틸, 1H-1,2,4-트리아졸-1-일메틸, 아미노-아세톡사, (아미노아세틸)아미노, ((저급-알킬아미노)아세틸)아미노, (디-저급-알킬아미노)아세틸)아미노, (아미노메틸)하이드록시-포스피노일록시, ((저급-알킬아미노)메틸)하이드록시포스피노일록시, 0-메틸-(아미노메틸)하이드록시포스피노일록시, 0-메틸-((저급-알킬아미노)메틸)하이드록시포스피노일록시, 3-아미노-2-옥소프로필, 3-아미노-2-하이드록시프로필, 3-(저급-알킬아미노)-2-옥소프로필, 3-(디-저급-알킬아미노)-2-옥소프로필, 3-(저급-알킬아미노)-2-하이드록시프로필, 3-(디-저급-알킬아미노)-2-하이드록시프로필 또는 1,3-옥사졸-5-일메틸인 화합물.
  3. 제1항에 있어서, 하기 화합물로 이루어진 그룹중에서 선택된 화합물을 뿐아니라, 그의 약학적으로 허용되는 염 및 이들의 수화물 또는 용매화물 : (2S, 3R, 5R)-5-메틸-2[(E)]-1-노네닐]테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-에톡시-5-메틸-2[(Z)]-1-노네닐]테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-5-메틸-2[(E)-1-노네닐]4-프로폭시테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-5-메틸-2[(Z)-1-노네닐]4-프로폭시테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-5-메틸-2-노닐-4-프로폭시테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-[(E)-1-노네닐]테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-[(E)-1-노네닐]테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-[(Z)-1-노네닐]테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-노닐테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-2-[(E)-1-데세닐]4-메톡시-5-메틸테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-(4,8-디메틸노일)-4-메톡시-5-메틸테트라-하이드로-2H-피란-3-일 글리시네이트, -2-(2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-[(1E,3E,5E)-1,3,5-노나-트리에틸]테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-[(1Z,3E,5E)-1,3,5-노나-트리에틸]테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5R)-5-부톡시-4-메톡시-2[(E)-1-노네닐]테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5R)-5-벤질록시-4-메톡시-2[(E)-1-노네닐]테트라-하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5R)-4-메톡시-5-메틸-2-노닐테트라하이드로-2H-피란-3-일 글리시네이트, (2S, 3R, 4S, 5R)-4-메톡시-5-메틸-2-[(Z)-1-노네닐]테트라하이드로-2H-피란-3-일 글리시네이트, 1-[[(2S,5R)-5,6-디하이드로-5-메틸-2-노닐-2H-피란-3-일]메틸]-1H-이미다졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-옥틸록시사이클로헥실]메틸-1H-이미다졸, (6S, 7S, 10S)-10-메틸-7-[(E)-1-노네닐]-1,4,8-트리옥사스피로-[4,5]데칸-6-일 글리시네이트, (2S, 3R, 4S, 5S)-4-메톡시-5-메틸-2-[(1E,3E)-1-노나디에닐]테트라하이드로-2H-피란-3-일 글리시네이트, 1-[[(2S,5R)-5,6-디하이드로-5-메틸-2-[(E)-1-노네닐]-2H-피란-3-일]-1H-이미다졸, 1-[[(1R,2R,6S)-2-메톡시-3,3-디메틸-6-(1-메틸비닐)사이클로헥실]메틸-1H-이미다졸, 1-[[(1R,2R,6S)-2-메톡시-3,3-디메틸-6-[(Z)-1-노네닐)사이클로헥실]메틸-1H-이미다졸, 1-[[(1R,2R,6S)-2-메톡시-3,3-디메틸-6-[(E)-1-노네닐)사이클로헥실]메틸-1H-이미다졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-노닐사이클로헥실]데틸]-1H-이미다졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-옥틸록시사이클로헥실]메틸-1H-1,2,4-트리아졸, 1-[[(2S,5R)-5,6-디하이드로-5-메틸-2-노닐-2H-피란-3-일]메틸]-1H-1,2,4-트리아졸, 1-[[(2S,5R)-5,6-디하이드로-5-메틸-2-(2-나프틸에틸)-2H-피란-3-일]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-노닐사이클로헥실]메틸-1H-1,2,4-트리아졸, (2S,3R,4S,5S)-3-[(아미노아세틸)아미노]-4-메톡시-5-메틸-2-[(E)-1-노네닐]테트라하이드로-2H-피란, (2S,3R,4S,5S)-3-[(아미노아세틸)아미노]-4-메톡시-5-메틸-2-노닐테트라하이드로-2H-피란, (2S,3R,4S,5S)-4-메톡시-5-메틸-2-노닐테트라하이드로-2H-피란-3-일 메틸 아미노메틸포스포네이트, (2S,3R,4S,5S)-4-메톡시-5-메틸-2-노닐테트라하이드로-2H-피란-3-일 아미노메틸포스포네이트, (1S,2S,3S)-2-[(아미노아세틸)아미노]-3-메톡시-4,4-디메틸-1-[(E)-1-노네닐]사이클로헥산, (1S,2S,3S)-2-[(아미노아세틸)아미노]-3-메톡시-4,4-디메틸-1-노닐사이클로헥산, (1S*,2R*)-2-[(아미노아세틸)아미노]-4,4-디메틸-1-[(E)]-1-노네닐]사이클로헥산, (1R*,2R*)-2-[(아미노아세틸)아미노]-4,4-디메틸-1-노닐사이클로헥산, (1R*,2R*)-2-[(아미노아세틸)아미노]-1-옥틸록시-4,4-디메틸사이클로헥산, 3-아미노-1-[(1S*,2R*)-5,5-디메틸-2-옥틸록시사이클로헥실]프로판-2-올, 3-(메틸아미노)-1-[(1S*,2R*)-5,5-디메틸-2-옥틸록시사이클로헥실]프로판-2-올, 3-아미노-1-[(1R,2R,6R)-3,3-디메틸-2-메톡시-6-옥틸록시사이클로헥실]프로판-2-올, 3-아미노-1-[(1R,2R,6R)-3,3-디메틸-2-메톡시-6-노닐사이클로헥실]프로판-2-올, 3-아미노-1-[(1S*,2R*)-5,5-디메틸-2-(3-페닐프로폭시)사이클로헥실]프로판-2-올, 또는 3-아미노-1-[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-(3-페닐프로폭시)사이클로헥실]프로판-2-올, 또는 3-아미노-1-[(1S*,2R*)-5,5-디메틸-2-옥틸록시사이클로헥실]프로판-2온, 2-플루오로4-트리플루오로메틸-N-[(1R,2S,3R)-3-메톡시-4,4-디메틸-2-(1H-1,2,4-트리아졸-1-일메틸)사이클로헥실]벤즈아미드, 2,4-디플루오로-N-[(1R,2S,3R)-3-메톡시-4,4-디메틸-2-(1H-1,2,4-트리아졸-1-일메틸)사이클로헥실]벤즈아미드, 2,4-디클로로-N-[(1R,2S,3R)-3-메톡시-4,4-디메틸-2-(1H-1,2,4-트리아졸-1-일메틸)사이클로헥실]벤즈아미드, 2,4-디플루오로-N-[(1R,2S,3R)-3-메톡시-4,4-디메틸-2-(1H-1,2,4-트리아졸-1-일메틸)사이클로헥실]벤즈아미드, 4-트리플루오로메틸-N-[(1R,2S,3R)-3-메톡시-4,4-디메틸-2-(1H-1,2,4-트리아졸-1-일메틸)사이클로헥실]벤즈아미드, 및 4-트리플루오로메틸-N-[(1R,2S,3R)-3-메톡시-4,4-디메틸-2-(1H-이미다졸-1-일메틸)사이클로헥실]벤즈아미드,
  4. 제1항에 있어서, 하기 화합물로 이루어진 그룹중에서 선택된 화합물 : (1R,2S,3R)-2-[(아미노아세틸)아미노]-4,4-디메틸-3-메톡시-1-옥틸록시사이클로헥산 트리플루오로아세트산 염, (1R,2S,3R)-2-[(아미노아세틸)아미노]-4,4-디메틸-3-메톡시-1-[2-(4-메톡시페닐)에틸]사이클로헥산 트리플루오로아세트산 염, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-[2-[4-N,N-디메틸아미노페닐]에틸]사이클로헥실]에틸]1H-1,2,3,4-트리아졸, 1-[[(1R,2R,6R)-6-[2-(4-클로로페닐)에틸]-2-메톡시-3,3-디메틸사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-6-[(4-클로로페닐티오)메틸]-2-메톡시-3,3-디메틸사이클로헥실]메틸]-6-1H-1,2,4-트리아졸, 11-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-[2-(4-메틸페닐)에틸]사이클로헥실]메틸]-6-1H-1,2,4-트리아졸, 11-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-[2-β-나프틸에틸)사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-[2-퀴놀린-2-일에틸)사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-[2-[4-트리플루오로메틸)페닐]에틸]사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-6-(p-트리플루오로메톡시펜에틸)-2-메톡시-3,3-디메틸사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-6-(p-메톡시펜에틸)-3,3-디메틸-사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-6-(2,4-디플루오로펜에틸)-2-메톡시-3,3-디메틸사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-2-(4-에티페닐)에틸-2-메톡시-3,3-디메틸-사이클로헥실]메틸]-1H-1,2,4-트리아졸, 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-[2-(4-피롤리디노페닐)에틸]사이클로헥실]메틸]-1H-1,2,4-트리아졸 및 1-[[(1R,2R,6R)-2-메톡시-3,3-디메틸-6-(4-에틸페녹시)메틸]메틸]-1H-1,2,4-트리아졸,
  5. 하기 일반식(II)의 화합물 :
    상기식에서, R31은 하이드록시 또는 아미노이고, R1은 -Y-알킬, -Y-아르알킬 또는 -Y-아릴[여기에서 Y는 -O-, -CONH-, -NHCO-, -(CH=CH)n-(이때 n은 0,1,2또는 3이다), -C≡C-, -CH2O-또는 -CH2S-를 나타낸다]이고; R4및 R5는 각각 독립적으로, 수소, 저급 알킬, 알콕시 또는 알킬티오이거나 또는 R4및 R5는 인접한 탄소원자와 함께 5-또는6-원 아세탈 고리를 형성할 수 있고; R6는 수소, 저급 알킬, 알콕시 또는 알킬티오, 아미노, 저급 알킬아미노 또는 디-저급-알킬아미노이고; R7는 수소, 하이드록시; 하이드록시, 아실 또는 아릴 그룹으로 임의로 치환될 수 있는, 저급 알킬, 알콕시 또는 알킬티오; 또는 산소 또는 황 원자를 또한 함유할 수 있는, 하나이상의 질소 원자를 함유하는 5또는 6원 헤테로사이클 고리이거나; 또는 R6및 R7은 인접한 탄소원자와 함께 5-또는 6원 아세탈 고리를 형성할 수 있거나; 또는 R2및 R4는 함께 결합하여 단일 결합을 형성할 수 있고, X는 -O- 또는 -CH2-이다.
  6. 하기 일반식(IV)의 화합물 :
    R1은 -Y-알킬, -Y-아르알킬 또는 -Y-아릴[여기에서 Y는 -O-, -CONH-, -NHCO-, -(CH=CH)n-(이때 n은 0,1,2또는 3이다), -C≡C-, -CH2O-또는 -CH2S-를 나타낸다]이고; R4및 R5는 각각 독립적으로, 수소, 저급 알킬, 알콕시 또는 알킬티오이거나 또는 R4및 R5는 인접한 탄소원자와 함께 5-또는6-원 아세탈 고리를 형성할 수 있고; R6는 수소, 저급 알킬, 알콕시 또는 알킬티오, 아미노, 저급 알킬아미노 또는 디-저급-알킬아미노이고; R7는 수소, 하이드록시; 하이드록시, 아실 또는 아릴 그룹으로 임의로 치될될 수 있는, 저급 알킬, 알콕시 또는 알킬티오; 또는 산소 또는 황 원자를 또한 함유할 수 있는, 하나이상의 질소 원자를 함유하는 5또는 6원 헤테로사이클 고리이거나; 또는 R6및 R7은 인접한 탄소원자와 함께 5-또는 6원 아세탈 고리를 형성할 수 있거나; 또는 R2및 R4는 함께 결합하여 단일 결합을 형성할 수 있고, X는 -O- 또는 -CH2-이다.
  7. 하기 일반식(V)의 화합물 :
    상기식에서, R2는 수소이거나 또는 R2및 R4는 함께 단일결합을 형성하고, R1은 -Y-알킬, -Y-아르알킬 또는 -Y-아릴[여기에서 Y는 -O-, -CONH-, -NHCO-, -(CH=CH)n-(이때 n은 0,1,2또는 3이다), -C≡C-, -CH2O-또는 -CH2S-를 나타낸다]이고; R4및 R5는 각각 독립적으로, 수소, 저급 알킬, 알콕시 또는 알킬티오이거나 또는 R4및 R5는 인접한 탄소원자와 함께 5-또는6-원 아세탈 고리를 형성할 수 있고; R6는 수소, 저급 알킬, 알콕시 또는 알킬티오, 아미노, 저급 알킬아미노 또는 디-저급-알킬아미노이고; R7는 수소, 하이드록시; 하이드록시, 아실 또는 아릴 그룹으로 임의로 치환될 수 있는, 저급 알킬, 알콕시 또는 알킬티오; 또는 산소 또는 황 원자를 또한 함유할 수 있는 하나이상의 질소 원자를 함유하는 5또는 6원 헤테로사이클 고리이거나; 또는 R6및 R7은 인접한 탄소원자와 함께 5-또는 6원 아세탈 고리를 형성할 수 있거나; 또는 R2및 R4는 함께 결합하여 단일 결합을 형성할 수 있고, X는 -O- 또는 -CH2-이다.
  8. 하기 일반식(VI)의 화합물 :
    R1은 -Y-알킬, -Y-아르알킬 또는 -Y-알릴[여기에서 Y는 -O-, -CONH-, -NHCO-, -(CH=CH)n-(이때 n은 0,1,2또는 3이다), -C≡C-, -CH2O-또는 -CH2S-를 나타낸다]이고; R4및 R5는 각각 독립적으로, 수소, 저급 알킬, 알콕시 또는 알킬티오이거나 또는 R4및 R5는 인접한 탄소원자와 함께 5-또는6-원 아세탈 고리를 형성할 수 있고; R7는 수소, 하이드록시; 하이드록시, 아실 또는 아릴 그룹으로 임의로 치환될 수 있는, 저급 알킬, 알콕시 또는 알킬티오; 또는 산소 또는 황 원자를 또한 함유할 수 있는 하나이상의 질소 원자를 함유하는 5또는 6원 헤테로사이클 고리이거나; 또는 R2및 R4는 함께 결합하여 단일 결합을 형성할 수 있다.
  9. 활성 성분으로, 제1항 내지 제4항중 어느 한 항에 정의된 화합물 유효량과 항진균 조성물에 통상적으로 사용되는 담체를 포함하는 항진균 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
KR1019920013214A 1991-07-24 1992-07-23 사이클로헥산 및 테트라하이드로피란 유도체 KR930002337A (ko)

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