KR970706298A - (22RS)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드의 에피머(Epimers of(22RS)-N-(1,1,1,-Trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide) - Google Patents

(22RS)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드의 에피머(Epimers of(22RS)-N-(1,1,1,-Trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide) Download PDF

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Publication number
KR970706298A
KR970706298A KR1019970701797A KR19970701797A KR970706298A KR 970706298 A KR970706298 A KR 970706298A KR 1019970701797 A KR1019970701797 A KR 1019970701797A KR 19970701797 A KR19970701797 A KR 19970701797A KR 970706298 A KR970706298 A KR 970706298A
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South Korea
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formula
phenylprop
trifluoro
androst
oxo
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KR1019970701797A
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English (en)
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아킬레 판체리
마르셀라 네시
살레 엔리코 디
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메텔리 라파엘라
파마시아 앤드 업죤 에스 피 에이
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Publication of KR970706298A publication Critical patent/KR970706298A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J73/00—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J73/00—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms
    • C07J73/001—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom
    • C07J73/005—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom by nitrogen as hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

본 발명은 테스토스테론 5α-리덕타제 효소의 억제제로서 유용한 다음과 같은 애피머, (22R)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드 및 (22S)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드, 이들의 제조방법 및 이들을 함유하는 약제학적 조성물에 관한 것이다.

Description

(22RS)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드의 에피머(Epimers of(22RS)-N-(1,1,1,-Trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 하기 화학식(Ⅰ)및 화학식(Ⅱ)의 에피머, 즉 (22R)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드[화학식(Ⅰ)의 화합물] 및 (22S)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드[화학식(Ⅱ)의 화합물].
  2. 상응하는 에피머 혼합물로부터 단일 에피머를 분리함을 포함하여, 제1항에 따르는 화학식(Ⅰ) 또는 화학식(Ⅱ)의 에피머를 제조하는 방법.
  3. 3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복실산을 사전에 분해된 1,1,1-트리플루오로-2-페닐프로프-2-일 아민의 각각의 단일 거울이성체와 반응시킴을 포함하여, 제1항에 따르는 화학식(Ⅰ) 또는 화학식(Ⅱ)의 에피머를 제조하는 방법.
  4. a) 3-옥소-안드로스트-4-엔-17β-카복실산, 또는 이의 유도체를 (±)-1,1,1-트리플루오로-2-페닐프로프-2-일 아민과 반응시키고; b) 이렇게 수득된 (22RS)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-안드로스트-4-엔-17β-카복스아미드의 2개의 에피머를 분리하고; c) 이렇게 수득한 에피머를 공지된 반응에 따라서 화학식(Ⅰ) 및 화학식(Ⅱ)의 최종 에피머로 각각 전환시킴을 포함하여, 제1항에 따르는 화학식(Ⅰ) 또는 화학식(Ⅱ)의 에피머를 제조하는 방법.
  5. 하나 이상의 약제학적으로 허용되는 담체 및/또는 희석제와 배합물로서, 제1항에 따르는 화학식(Ⅰ) 또는 화학식(Ⅱ)의 에피머중의 하나 또는 이의 혼합물[여기서, 에피머중의 하나는 다른 에피머에 비하여 우세한 양으로 존재한다]을 포함하는 약제학적 조성물.
  6. 테스토스테론 5α-리덕타제 효소의 억제제로서 사용하기 위한, 제1항에 정의된 바와 같은 화학식(Ⅰ) 또는 화학식(Ⅱ)의 화합물.
  7. 항-남성성징제로서 사용하기 위한, 제1항에서 정의된 바와 같은 화학식(Ⅰ) 또는 화학식(Ⅱ)의 화합물.
  8. 양성 전립선 과형성 또는 전립선암의 치료 및/또는 화학예방에 사용하기 위한, 제1항에 따르는 화학식(Ⅰ) 또는 화학식(Ⅱ)의 화합물.
  9. 유방암, 여드름, 지루, 여성 다모증 및/또는 남성의 대머리 치료에 사용하기 위한, 제1항에 따르는 화학식(Ⅰ) 또는 화학식(Ⅱ)의 화합물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019970701797A 1995-07-21 1996-06-28 (22RS)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드의 에피머(Epimers of(22RS)-N-(1,1,1,-Trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide) KR970706298A (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
ITMI95A001587 1995-07-21
IT95MI001587A IT1275594B1 (it) 1995-07-21 1995-07-21 Epimeri del (22rs)-n-(1,1,1-trifluoro-2-fenilprop-2-il)-3-osso -4-aza-5alfa-androst-1-ene-17beta-carbossammide
PCT/EP1996/002830 WO1997004002A1 (en) 1995-07-21 1996-06-28 EPIMERS OF (22RS)-N-(1,1,1-TRIFLUORO-2-PHENYLPROP-2-YL)-3-OXO-4-AZA-5α-ANDROST-1-ENE-17β-CARBOXAMIDE

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KR970706298A true KR970706298A (ko) 1997-11-03

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KR1019970701797A KR970706298A (ko) 1995-07-21 1996-06-28 (22RS)-N-(1,1,1-트리플루오로-2-페닐프로프-2-일)-3-옥소-4-아자-5α-안드로스트-1-엔-17β-카복스아미드의 에피머(Epimers of(22RS)-N-(1,1,1,-Trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide)

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EP (1) EP0782582A1 (ko)
JP (1) JPH10506411A (ko)
KR (1) KR970706298A (ko)
CN (1) CN1159195A (ko)
AR (1) AR003967A1 (ko)
AU (1) AU6418396A (ko)
BR (1) BR9606527A (ko)
CA (1) CA2199273A1 (ko)
EA (1) EA199700045A1 (ko)
HU (1) HUP9702465A3 (ko)
IL (1) IL120343A0 (ko)
IT (1) IT1275594B1 (ko)
MX (1) MX9701948A (ko)
NO (1) NO971196D0 (ko)
PL (1) PL319351A1 (ko)
WO (1) WO1997004002A1 (ko)
ZA (1) ZA965678B (ko)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU6137399A (en) * 1998-09-09 2000-03-27 Merck & Co., Inc. Method of determining and reducing the risk of bph-related urologic events
JP2002535274A (ja) * 1999-01-25 2002-10-22 スミスクライン・ビーチャム・コーポレイション 抗アンドロゲン剤および疾病の治療方法
CN100355772C (zh) * 2005-12-28 2007-12-19 天津大学 具有5α－还原酶抑制活性的甾体化合物及其制备方法

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GB9216284D0 (en) * 1992-07-31 1992-09-16 Erba Carlo Spa Fluorinated 17beta-substituted 4-aza-5alpha-androstane-3-one derivatives

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NO971196L (no) 1997-03-14
IL120343A0 (en) 1997-06-10
NO971196D0 (no) 1997-03-14
CA2199273A1 (en) 1997-02-06
WO1997004002A1 (en) 1997-02-06
HUP9702465A2 (hu) 1998-05-28
ITMI951587A0 (it) 1995-07-21
PL319351A1 (en) 1997-08-04
EP0782582A1 (en) 1997-07-09
EA199700045A1 (ru) 1997-12-30
IT1275594B1 (it) 1997-08-06
ZA965678B (en) 1997-01-24
ITMI951587A1 (it) 1997-01-21
AR003967A1 (es) 1998-09-30
BR9606527A (pt) 1997-12-23
JPH10506411A (ja) 1998-06-23
AU6418396A (en) 1997-02-18
CN1159195A (zh) 1997-09-10
HUP9702465A3 (en) 1998-11-30
MX9701948A (es) 1997-06-28

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