KR890003703A - 치환된 2-페닐-4- 퀴놀린 카르복실산과 이의 제조방법 - Google Patents

치환된 2-페닐-4- 퀴놀린 카르복실산과 이의 제조방법 Download PDF

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KR890003703A
KR890003703A KR1019880011111A KR880011111A KR890003703A KR 890003703 A KR890003703 A KR 890003703A KR 1019880011111 A KR1019880011111 A KR 1019880011111A KR 880011111 A KR880011111 A KR 880011111A KR 890003703 A KR890003703 A KR 890003703A
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South Korea
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halogen
hydroxy
hydrogen
alkyl
phenyl
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KR1019880011111A
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KR970005909B1 (ko
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에이취 서덜런드 레슬리
이이 슬로우보우더 애덜프
그래싱 차일드 랠프
에프 포울레토 존
다불류 포우얼 데니스
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원본미기재
아메리칸 사이아나밋드 캄파니
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/50Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4
    • C07D215/52Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4 with aryl radicals attached in position 2
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection

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

Abstract

내용 없음

Description

치환된 2-페닐-4-퀴놀릴 카르복실산과 이의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 하기 일반구조식(Ⅰ)의 화합물.
    상기식에서 R1은 수소, 할로겐 또는 알킬(C1-C3) ; R2는 수소, 할로겐, 트리플루오로메틸 또는 알킬(C1-C3) ; R3은 히드록시 또는 알카노일옥시(C2-C6); R4는 트리플루오로메틸, 할로겐, 히드록시, 알킬(C1--C6) ,페닐, 벤질, 페녹시, 페닐티오, 시클로알킬(C3-C6) 2,4 - 디클로로페녹시 또는 1 및 2-치환된 페닐(여기서 치환체는 할로겐 또는 알콕시(C1-C3) 임; R5는 수소 또는 할로겐이며; 단 R1이 수소이며, R2가 플루오로 이외의 것이며, R3이 히드록시일때 R4는 클로로, 브로모, 요오드, 메틸 또는 페닐일 수 없다.
  2. 제1항에 있어서, 화합물이 6-플루오로-3-히드록시-2-[1,1′비페닐]-4-일-4-퀴놀린카르복실산, 3-(아세틸옥시)-2-[1,1′-비페닐]-4-일-4-퀴놀린카르복실산, 3-히드록시-6-메틸-2-[1,1′-비페닐]-4-일-4-퀴놀린카르복실산 또는 6,8-디클로로-3-히드록시-2-[1,1′-비페닐]-4-퀴놀린카르복실산인 화합물.
  3. 제1항에 있어서, 화합물이 3-히드록시-8-메틸-2-[1,1′-비페닐]-4-일-4-퀴놀린카르복실산,6-플루오로-2-(2′-플루오로[1,1′-비페닐]-3-히드록시-4-퀴놀린카르복실산, 6,8-디클로로-2-(3,4-디클로로페닐)-3-히드록시-4-퀴놀린카르복실산,3-(아세틸옥시)-2-[1,1′-비페닐]-4-일-6-브로모-4-퀴놀린카르복실산 또는 6-플루오로-3-히드록시-2(4′-메톡시[1,1′-비페닐]-4-일)-4-퀴놀린카르복실산인 화합물.
  4. 반응 혼합물의 환류 온도하에 염기성 수성 용액내에서 하기 일반구조식(1)의 화합물을 하기 일반구조식(2)의 아세토페논의 저급알칸을 용액과 반응시키는 것을 포함하는 하기 일반구조식(Ⅰ)화합물의 제조방법:
    상기식에서 R1은 수소, 할로겐 또는 알킬(C1-C3) ; R2는 수소, 할로겐, 트리플루오로메틸 또는 알킬(C1-C3) 이다.
    상기식에서 R4는 트리푸루오로메틸, 할로겐, 히드록시, 알킬(C1-C6), 페닐, 벤질, 페녹시, 페닐티오, 시클로알킬(C3-C6) 2,4 - 디클로로페녹시 또는 1 및 2- 치환된 페닐(여기서 치환체는 할로겐 또는 알콕시(C1-C3) 임); R5는 수소 또는 할로겐이고; R 은 메틸 또는 -O-CO- 알킬(C1-C5) 이다.
    상기식에서 R1은 수소, 할로겐 또는 알킬(C1-C3); R2은 수소, 할로겐, 트리플루오로메틸 또는 알킬(C1-C3); R3은 히드록시 또는 알카노일옥시(C2-C6) ; R4는 트리플루오로메틸, 할로겐, 히드록시, 알킬(C1-C6), 페닐, 벤질, 페녹시, 페닐티오, 시클로알킬(C3-C6) 2,4-디클로로페녹시 또는/및 2- 치환된 페닐(여기서 치환체는 할로겐 또는 알콕시(C1-C3) 임); R5는 수소 또는 할로겐이며 ; 단 R1이 수소이며, R2가 플루오로 이외의 것이며 R3이 히드록시일때R4는 클로로, 브로모, 요오드, 메틸 또는 페닐일 수 없다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019880011111A 1987-08-31 1988-08-30 치환된 2-페닐-4-퀴놀린카르복실산과 이의 제조방법 KR970005909B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/090,996 US4847381A (en) 1987-08-31 1987-08-31 2-Phenyl-4-quinoline carboxylic acids
US07/090,996 1987-08-31

Publications (2)

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KR890003703A true KR890003703A (ko) 1989-04-17
KR970005909B1 KR970005909B1 (ko) 1997-04-22

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Country Status (24)

Country Link
US (1) US4847381A (ko)
EP (1) EP0305952B1 (ko)
JP (1) JP2760379B2 (ko)
KR (1) KR970005909B1 (ko)
AR (1) AR245698A1 (ko)
AT (1) ATE90079T1 (ko)
AU (1) AU613661B2 (ko)
CA (1) CA1333606C (ko)
CS (1) CS274434B2 (ko)
DD (1) DD282225A5 (ko)
DE (1) DE3881456T2 (ko)
DK (1) DK169473B1 (ko)
ES (1) ES2058191T3 (ko)
FI (1) FI92692C (ko)
GR (1) GR3008033T3 (ko)
HU (1) HU202498B (ko)
IE (1) IE65148B1 (ko)
IL (1) IL87457A (ko)
NO (1) NO174961C (ko)
NZ (1) NZ225924A (ko)
PH (1) PH26258A (ko)
PL (1) PL156232B1 (ko)
PT (1) PT88365B (ko)
ZA (1) ZA886443B (ko)

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US5204329A (en) * 1990-06-11 1993-04-20 Du Pont Merck Pharmaceutical Company Treatment of organ transplantation rejection
US5135934A (en) * 1990-07-06 1992-08-04 Du Pont Merck Pharmaceutical Company 3-phenyl-5,6-dihydrobenz(c) acridine-7-carboxylic acids and related compounds as immunosuppressive agents
US5409886A (en) * 1993-02-18 1995-04-25 Mitsui Toatsu Chemicals, Incorporated 3-pyrroline-2-one derivatives and herbicidal compositions containing same
US5428040A (en) * 1993-08-31 1995-06-27 The Du Pont Merck Pharmaceutical Company Carbocyclic fused-ring quinolinecarboxylic acids useful as immunosuppressive agents
US5578609A (en) * 1994-03-25 1996-11-26 The Dupont Merck Pharmaceutical Company 2-carbocyclic and 2-heterocyclic quinoline-4-carboxylic acids and salts thereof useful as immunosuppressive agents
ID18663A (id) 1996-04-12 1998-04-30 Novartis Ag Komposisi farmasi berlapis enterik
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WO1999038846A1 (en) * 1998-01-30 1999-08-05 Procept, Inc. Immunosuppressive agents
SE9901366D0 (sv) * 1999-04-16 1999-04-16 Pharmacia & Upjohn Ab Injector device and method for its operation
US20020121638A1 (en) * 2000-06-30 2002-09-05 Vladimir Grushin Electroluminescent iridium compounds with fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds
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Also Published As

Publication number Publication date
JPH01110673A (ja) 1989-04-27
JP2760379B2 (ja) 1998-05-28
IL87457A (en) 1994-08-26
FI883997A0 (fi) 1988-08-30
FI883997A (fi) 1989-03-01
DD282225A5 (de) 1990-09-05
ZA886443B (en) 1989-04-26
PH26258A (en) 1992-04-01
IE882628L (en) 1989-02-28
NO883865L (no) 1989-03-01
EP0305952A1 (en) 1989-03-08
DK482688A (da) 1989-03-01
AU2167888A (en) 1989-03-02
FI92692B (fi) 1994-09-15
CA1333606C (en) 1994-12-20
AR245698A1 (es) 1994-02-28
AU613661B2 (en) 1991-08-08
GR3008033T3 (ko) 1993-09-30
FI92692C (fi) 1994-12-27
NO883865D0 (no) 1988-08-30
CS587588A2 (en) 1990-06-13
ATE90079T1 (de) 1993-06-15
PT88365A (pt) 1989-06-30
ES2058191T3 (es) 1994-11-01
US4847381A (en) 1989-07-11
PL156232B1 (en) 1992-02-28
EP0305952B1 (en) 1993-06-02
HUT48597A (en) 1989-06-28
CS274434B2 (en) 1991-04-11
DE3881456T2 (de) 1994-01-13
DE3881456D1 (de) 1993-07-08
PL274471A1 (en) 1989-05-02
KR970005909B1 (ko) 1997-04-22
PT88365B (pt) 1995-03-31
DK169473B1 (da) 1994-11-07
NZ225924A (en) 1991-07-26
IE65148B1 (en) 1995-10-04
HU202498B (en) 1991-03-28
IL87457A0 (en) 1989-01-31
NO174961C (no) 1994-08-10
NO174961B (no) 1994-05-02
DK482688D0 (da) 1988-08-30

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