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

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

Info

Publication number
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
Authority
KR
South Korea
Prior art keywords
halogen
hydroxy
hydrogen
alkyl
phenyl
Prior art date
Application number
KR1019880011111A
Other languages
English (en)
Other versions
KR970005909B1 (ko
Inventor
에이취 서덜런드 레슬리
이이 슬로우보우더 애덜프
그래싱 차일드 랠프
에프 포울레토 존
다불류 포우얼 데니스
Original Assignee
원본미기재
아메리칸 사이아나밋드 캄파니
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 원본미기재, 아메리칸 사이아나밋드 캄파니 filed Critical 원본미기재
Publication of KR890003703A publication Critical patent/KR890003703A/ko
Application granted granted Critical
Publication of KR970005909B1 publication Critical patent/KR970005909B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic 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
    • C07D215/12—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic 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
    • C07D215/16—Heterocyclic 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/50—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4
    • C07D215/52—Carbon 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (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)

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

Family

ID=22225261

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019880011111A KR970005909B1 (ko) 1987-08-31 1988-08-30 치환된 2-페닐-4-퀴놀린카르복실산과 이의 제조방법

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)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4968701A (en) * 1988-04-26 1990-11-06 E. I. Du Pont De Nemours And Company 4-Quinoline carboxylic acid derivatives useful as immunosuppressive agents
US4918077A (en) * 1989-01-25 1990-04-17 E. I. Du Pont De Nemours & Co., Inc. 3-phenyl-5,6-dihydrobenz(c)acridine-7-carboxylic acids and related compounds as cancer chemotherapeutic agents
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
US6376670B1 (en) 1997-06-19 2002-04-23 Sepracor Inc. Quinoline-indole antimicrobial agents, uses and compositions related thereto
AU757059B2 (en) 1997-06-19 2003-01-30 Sepracor, Inc. Quinoline-indole antimicrobial agents, uses and compositions related thereto
US6103905A (en) * 1997-06-19 2000-08-15 Sepracor, Inc. Quinoline-indole antimicrobial agents, uses and compositions related thereto
US6207679B1 (en) 1997-06-19 2001-03-27 Sepracor, Inc. Antimicrobial agents uses and compositions related thereto
AU2108099A (en) * 1998-01-30 1999-08-16 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
WO2009016812A1 (ja) * 2007-07-27 2009-02-05 Kowa Company, Ltd. ２－フェニルキノリン－４－カルボン酸誘導体を有効成分とする貧血の予防及び／又は治療剤
KR20160079123A (ko) 2013-11-22 2016-07-05 젠자임 코포레이션 신경변성 질병을 치료하기 위한 신규한 방법

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2776290A (en) * 1957-01-01 Hydroxy cevchoninates and carboxylic
US2008923A (en) * 1931-07-09 1935-07-23 Graham Patmore L Cinchoninic acid salts of piperazines
US2077903A (en) * 1933-12-15 1937-04-20 Gen Aniline Works Inc Process of preparing 3-amino-quinolines
US2486440A (en) * 1946-01-10 1949-11-01 Gen Aniline & Film Corp Production of phenazonium dyestuff images
BE502610A (ko) * 1950-04-18
US2888346A (en) * 1955-08-22 1959-05-26 Gen Aniline & Film Corp Ultra-violet absorbing compounds
DE1049701B (ko) * 1957-02-21
FR6592M (ko) * 1967-10-31 1968-12-30
BE794945A (fr) * 1972-02-04 1973-08-02 Sandoz Sa Application de derives de la quinoleine pour stabiliser des matieres organiques contre les effets de la lumiere ultraviolette
US4009020A (en) * 1975-05-06 1977-02-22 Amchem Products, Inc. Method of regulating plant growth
SU1109402A1 (ru) * 1982-10-12 1984-08-23 Предприятие П/Я Р-6496 Способ получени производных 2-(хинолил-4)-5-арилоксазола
US4680299A (en) * 1984-04-30 1987-07-14 E.I. Du Pont De Nemours And Company 2-phenyl-4-quinolinecarboxylic acids and pharmaceutical compositions thereof
ZA845594B (en) * 1983-07-22 1986-03-26 Du Pont Phenylquinolinecarboxylic acids and derivatives as antitumor agents

Also Published As

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

Similar Documents

Publication Publication Date Title
KR890003703A (ko) 치환된 2-페닐-4- 퀴놀린 카르복실산과 이의 제조방법
KR860004052A (ko) 살진균성 아졸 화합물의 제조방법
KR840006203A (ko) N-포르밀 및 n-하이드록시메틸-3-펜옥시-1-아제티딘카복스아미드의 제조방법
KR830005148A (ko) 항 알러지성 이미도디설파마이드의 제조방법
KR830007662A (ko) 5,6,7,7a-테트라하이드로-4H-티에노 [3,2-c]-피리딘-2-온 유도체의 제조방법
KR840005715A (ko) 3-페녹시-1-아제티딘 카아복사마이드의 제조방법
KR840007579A (ko) 신규 니트로 알리파틱화합물의 제조방법
KR830002701A (ko) 2-니트로-5-(치환된-페녹시) 벤조익산류와 이들 염류의 제조방법
DE69319439D1 (de) Propensäure derivate verwendbar als fungizide
KR850001166A (ko) 1-치환된 4-하이드록시메틸-피롤리디논 유도체의 제조방법
ES397370A1 (es) Procedimiento para la preparacion de un compuesto tranqui- lizante.
KR850004481A (ko) 4, 5-디하이드로-6-[2-[4-(1h-이미다졸-1-일)페닐]-에테닐]-3(2h)-피리다지논류의 제법
KR840004422A (ko) 사이프로헵타딘-3-카복실산의 에스테르 및 관련 화합물의 제조방법
KR870007895A (ko) 페닐설포닐아졸의 제조방법
KR830009085A (ko) (피리딘일)-y-벤즈이미다졸
KR870002099A (ko) 치환된 카르보닐페닐술포닐 구아니딘의 제조방법
KR840004720A (ko) 살충제 조성물 및 이의 제조방법
KR830005119A (ko) 치환된 벤조니트릴의 제조방법
KR850005411A (ko) α-메틸-(6-펜옥시)-2- 피콜릴 사이클로프로판 카복실 레이트의 제조방법
KR850000380A (ko) 터페닐 유도체의 제조방법
KR840004432A (ko) 항 알레르기성 4H-퓨로[3,2-b] 인돌류의 제조방법
KR880002855A (ko) 프로파길 푸란-및 티오펜카르복실레이트
KR830001899A (ko) 4-아미노-3-퀴놀린카복실산 및 에스테르-항분비, 항궤양 화합물
GB1353133A (en) Bisstyryltriazoles their use for the optical brightening of organic materials and process for their manufacture
ATE39687T1 (de) Verfahren zur herstellung von keten-o,n-acetalen.

Legal Events

Date Code Title Description
A201 Request for examination
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20000629

Year of fee payment: 4

LAPS Lapse due to unpaid annual fee