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KR900701760A - 치환된 비사이클릭 화합물의 n-이미다졸일-및 n-이마다졸일 메틸-유도체 - Google Patents

치환된 비사이클릭 화합물의 n-이미다졸일-및 n-이마다졸일 메틸-유도체

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Publication number
KR900701760A
KR900701760A KR1019900701193A KR900701193A KR900701760A KR 900701760 A KR900701760 A KR 900701760A KR 1019900701193 A KR1019900701193 A KR 1019900701193A KR 900701193 A KR900701193 A KR 900701193A KR 900701760 A KR900701760 A KR 900701760A
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compound
formula
hydrogen
alkyl
methyl
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카르가니코 게르마노
코찌 파올로
필란 안토니오
살바띠 패트리시아
페르띠 코라도
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비토리노 페라리오
팜이탈리아 카를로 에르바 에스. 알. 엘.
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Priority claimed from GB888823488A external-priority patent/GB8823488D0/en
Priority claimed from GB898901095A external-priority patent/GB8901095D0/en
Priority claimed from GB898917201A external-priority patent/GB8917201D0/en
Application filed by 비토리노 페라리오, 팜이탈리아 카를로 에르바 에스. 알. 엘. filed Critical 비토리노 페라리오
Publication of KR900701760A publication Critical patent/KR900701760A/ko
Ceased legal-status Critical Current

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    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
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    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
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Abstract

내용 없음

Description

치환된 비사이클릭 화합물의 N-이미다졸일-및 N-이마다졸일 메틸-유도체
내용없음

Claims (10)

  1. 일반식(I)의 화합물 및 약제학적으로 허용되는 이의 염.
    상기식에서 A는또는그룹(여기에서, R3은 수소 또는 C1-C6ㅇ라킬이다), 또는그룹(여기에서, R4는 R5는 각각 독립적으로 수소 또는 C1-C5알킬이다)이고; Z는 -CH2-, -O-또는 -S-이며; n은 0또는 1이고; R 및 R1은 각각 독립적으로 수소 또는 C1-C6알킬이며; R2는 -COCH2OH, -CH2OR′, -COOR′, -CONR′R″ 또는 -CH=CH-COOR′ (여기에서, R′ 및 R″는 각각 독립적으로 수소 또는 C1-C6알킬이다)인데; 단, a) n이 0일 경우, Z는 -CH2또는 -O-인 반면, n이 1일 경우, Z는 -CH2-, -O-또는 -S-이고; b) A가또는(여기에서, R3은 수소이다)일 경우, n은 1이며; c) A가(여기에서, R3은 수소이다)이고, Z가 -CH2-이며, n이 1이고 R2가 -COOR′(여기에서, R′는 상기에서 정의한 바와 같다)일 경우, R 및 R1중 적어도 하나는 수소가 아니다.
  2. 제1항에 있어서, A는또는그룹(여기에서, R3은 C1-C4알킬이다), 또는(여기에서, R4는 수소 또는 C1-C4알킬이다)이고; Z가 -CH2-, -O- 또는 -S-이며; n이 0또는 1이고; R및 R1이 수소이며; R2가 -COCH2OH, -CH2OR′, -COOR′, COOR′R″또는 -CH=CH-COOR′(여기에서, R′ 및 R″는 각각 독립적으로 수소 또는 C1-C4알킬이다)인 일반식(I)의 화합물 및 약제학적으로 허용되는 이의 염.
  3. 제1항에 있어서, A가그룹(여기에서, R3은 C1-C4알킬이다), 또는그룹이고; Z가 -CH2-이며, n은 0또는 1이고; R 및 R1이 수소이며; R2가 -COOR′(여기에서, R′는 수소 또는 C1-C4알킬이다), 또는 -CONH2인 일반식(I)의 화합물 및 약제학적으로 허용되는 이의 염.
  4. 제1항에 있어서, 5,6-디하이드로-7-(1H-이미다졸-1-일)-8-메틸-2-나프탈렌카복실산; 5,6-디하이드로-8-에틸-7-(1H-이미다졸-1-일)-2-나프탈렌카복실산; 5,6-디하이드로-7-(1H-이미다졸-1-일메틸)-8-메틸-2-나프탈렌카복실산; 5,6,7,8-테트라하이드로-7-(1H-이미다졸-1-일메틸8-메틸-2-나프탈렌카복실산; 에틸 5,6-디하이드로-7-(1H-이미다졸-1-일)-8-메틸-2-나프탈렌카복실레이트; 5,6-디하이드로-7-(1H-이미다졸-1-일)-8-메틸-2-나프탈렌카복스아미드; 에틸 5,6-디하이드로-7-(1H-이미다졸-1-일메틸)-8-메틸-2-나프탈렌카복실레이트; 5,6-디하이드로-8-에틸-7-(1H-이미다졸-1-일메틸)-2-나프탈렌복실산; 및 7,8-디하이드로-6-(1H-이미다졸-1-일메틸)-5-메틸-2-나프탈렌카복실산으로 이루어진 그룹중에서 선택된 일반식(I)의 화합물 및 약제학적으로 허용되는 이의 염.
  5. a) 일반식(Ⅱ)의 화합물을 β-제거하여 A가(여기서, R3은 제1항에서 정의한 바와 같다)인 일반식(I)의 화합물을 수득하거나; b) 일반식(Ⅲ)의 화합물을 알킬렌화하여 A가그룹(여기서, R4및 R5는 제1항에서 정의한 바와 같다)인 일반식(I)의 화합물을 수득하거나; c) 일반식(Ⅳ)의 화합물을 환원시켜 A가그룹(여기서, R3은 제1항에서 정의한 바와 같다)인 일반식(I)의 화합물을 수득하거나; d) 일반식(Ⅴ)의 화합물을 이성체화하여 A가(여기서, R3은 C1-C6알킬이다)인 일반식(I)의 화합물을 수득하고; 필요한 경우, 일반식(I)의 화합물을 또다른 일반식(I)의 화합물로 전환시키고/시키거나, 필요할 경우, 일반식(I)의 화합물을 약제학적으로 허용되는 이의 염으로 전화시키고/시키거나, 필요한 경우, 염을 유리 화합물로 전환시키고/시키거나, 필요할 경우, 일반식(I)화합물의 이성체의 혼합물을 단일 이성체로 분리시킴을 특징으로 하여, 제1항에 따르는 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염을 제조하는 방법.
    상기식에서, R, R1, R2및 R3은 제1항에서 정의한 바와 같고, M은 수소 또는 아실그룹이며, R4및 R5중의 하나는 수소 또는 C1-C5알킬이고, 나머지 하나는 수소이며, n및 Z는 일반식(Ⅱ),(Ⅲ)및 (Ⅳ)에서는, 제1항에서 정의한 바와 같고, 일반식(Ⅴ)에서는, n이 0일 경우, Z는 -CH2- 또는 -O-이며, n이 1일 경우 Z는 -CH2-, -O- 또는 -S-이다.
  6. 적합한 담체 및/또는 희석제와 활성 성분으로서 제1항에 따르는 일반식(I)의 화합물 또는 약제학적으로 허용되는 이의 염을 함유하는 약제학적 조성물.
  7. 트롬복산 A2합성의 증진과 연관된 질병을 치료하는데 사용하기 위한, 제1항에 따르는 일반식(I)의 화합물 또는 이의 염.
  8. 신장병 치료에 사용하기 위한, 제1항에 따른 일반식(I)의 화합물 또는 이의 염.
  9. 사이클로스포린 A-유도된 신증(nephrosis)을 예방 및 /또는 치료하기 위한, 제1항에 따르는 일반식(I)의 화합물 또는 이의 염.
  10. 신증후군(nephrotic syndrome)에 대한 2차적 고지혈증을 치료하는데 사용하기 위한, 제1항에 따르는 일반식(I)의 화합물 또는 이의 염.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900701193A 1988-10-06 1989-10-03 치환된 비사이클릭 화합물의 n-이미다졸일-및 n-이마다졸일 메틸-유도체 Ceased KR900701760A (ko)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
GB8823488.5 1988-10-06
GB888823488A GB8823488D0 (en) 1988-10-06 1988-10-06 N-imidazolyl-& n-imidazolylmethyl-derivatives of substituted bicyclic compounds
GB898901095A GB8901095D0 (en) 1989-01-18 1989-01-18 N imidazolymethyl derivatives of bicyclic compounds and process for their preparation
GB8901095.3 1989-01-18
GB8917201.9 1989-07-27
GB898917201A GB8917201D0 (en) 1989-07-27 1989-07-27 N-imidazolyl-and n-imidazolylmethyl-derivatives of exo-alkylidene substituted bicyclic compounds
PCT/EP1989/001159 WO1990003970A1 (en) 1988-10-06 1989-10-03 N-imidazolyl- and n-imidazolylmethyl-derivatives of substituted bicyclic compounds

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KR900701760A true KR900701760A (ko) 1990-12-04

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KR1019900701193A Ceased KR900701760A (ko) 1988-10-06 1989-10-03 치환된 비사이클릭 화합물의 n-이미다졸일-및 n-이마다졸일 메틸-유도체

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US (1) US5204364A (ko)
EP (2) EP0363789B1 (ko)
JP (1) JPH03501859A (ko)
KR (1) KR900701760A (ko)
AU (1) AU620647B2 (ko)
DE (1) DE68901441D1 (ko)
DK (1) DK137590A (ko)
ES (1) ES2033062T3 (ko)
FI (1) FI902774A7 (ko)
GR (1) GR3004983T3 (ko)
HU (1) HU208123B (ko)
IE (1) IE893204L (ko)
IL (1) IL91542A0 (ko)
MY (1) MY106401A (ko)
NZ (1) NZ230629A (ko)
PT (1) PT91913B (ko)
WO (1) WO1990003970A1 (ko)
YU (1) YU47002B (ko)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8705174D0 (en) * 1987-03-05 1987-04-08 Ici Plc Heterocyclic compounds
EP0457716A1 (de) * 1990-04-20 1991-11-21 Ciba-Geigy Ag Naphthalinderivate
GB2244431A (en) * 1990-05-31 1991-12-04 Farmos Oy Treatment of age related memory impairment and other cognitive disorders
EP0535232A4 (en) * 1990-06-22 1993-05-05 Taisho Pharmaceutical Co. Ltd Naphthothiopyranone derivative
GB9025848D0 (en) * 1990-11-28 1991-01-09 Erba Carlo Spa Imidazol-2-yl derivatives of substituted bicyclic compounds and process for their preparation
GB9101375D0 (en) * 1991-01-22 1991-03-06 Erba Carlo Spa N-imidazolyl derivatives of substituted tetrahydrocarbazole and cyclohepht(b)indole
GB9102862D0 (en) * 1991-02-11 1991-03-27 Erba Carlo Spa N-imidazolyl derivatives of substituted or alkoxymino tetrahydronaphthalenes and chromans
GB9108811D0 (en) * 1991-04-24 1991-06-12 Erba Carlo Spa N-imidazolyl derivatives of substituted indole
GB9127050D0 (en) * 1991-12-20 1992-02-19 Orion Yhtymae Oy Substituted imidazole derivatives and their preparation and use
GB9200689D0 (en) * 1992-01-14 1992-03-11 Rhone Poulenc Agriculture New compositions of matter
GB9509888D0 (en) * 1995-05-16 1995-07-12 Pharmacia Spa Terpenoidic derivatives useful as antitumour agents
GB9520150D0 (en) 1995-10-03 1995-12-06 Orion Yhtymae Oy New imidazole derivatives
JPH11106381A (ja) * 1997-09-30 1999-04-20 Ss Pharmaceut Co Ltd クロメン誘導体及びその塩並びにこれを含有する医薬
US6503935B1 (en) 1998-08-07 2003-01-07 Abbott Laboratories Imidazoles and related compounds as α1A agonists
EP2094669A2 (en) * 2006-12-18 2009-09-02 Novartis AG 1-substituted imidazole derivatives and their use as aldosterone synthase inhibitors

Family Cites Families (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3485917A (en) * 1966-04-14 1969-12-23 Janssen Pharmaceutica Nv Composition and method for combating fungus with imidazole carboxylates
US3541109A (en) * 1968-06-25 1970-11-17 Du Pont 1-substituted imidazoles useful in acth reserve assay
US3637731A (en) * 1968-07-18 1972-01-25 Du Pont 1-(alkylsubstituted phenyl)imidazoles useful in acth reserve assay
US3636002A (en) * 1969-12-15 1972-01-18 Janssen Pharmaceutica Nv 1-(2-halobenzyloxy-1-indanyl)-imidazoles
DE2244761A1 (de) * 1972-09-09 1974-03-14 Schering Ag Indan- und tetralinderivate
IE40911B1 (en) * 1974-04-11 1979-09-12 Schering Ag Imidazole derivatives and process for their manufacture
US3992403A (en) * 1975-05-30 1976-11-16 Schering Corporation 2-Imidazolines and their use as hypoglycemic agents
US4118461A (en) * 1975-12-18 1978-10-03 Rohm And Haas Company 1-Substituted aralkyl imidazoles
US4115578A (en) * 1975-12-18 1978-09-19 Rohm And Haas Company 1-Substituted aralkyl imidazoles
US4172141A (en) * 1976-03-17 1979-10-23 Syntex (U.S.A.) Inc. N-(naphthylethyl)imidazole derivatives
US4150153A (en) * 1977-05-13 1979-04-17 Syntex (U.S.A.) Inc. 1-(Naphthylethyl)imidazole derivatives
EP0000950B1 (en) * 1977-08-26 1984-02-01 The Wellcome Foundation Limited Imidazole derivatives and salts thereof and their synthesis
US4284641A (en) * 1977-08-26 1981-08-18 Burroughs Wellcome Co. Pharmaceutically active imidazole derivatives
DE2862340D1 (en) * 1978-02-01 1983-11-24 Wellcome Found Imidazole derivatives and salts thereof, their synthesis, and pharmaceutical formulations thereof
US4218461A (en) * 1979-08-15 1980-08-19 E. R. Squibb & Sons, Inc. 2,3-Dihydro-2-[(1H-imidazol-1-yl)-methylene]-1H-inden-1-ones
US4500540A (en) * 1979-12-26 1985-02-19 Hoffmann-La Roche Inc. Thromboxane synthase inhibitors as insulin lowering agents and antionbesity agents
GB2071655B (en) * 1980-03-04 1983-06-22 Erba Farmitalia N-amidazolyl derivatives of1-chroman and process for their preparation
US4342775A (en) * 1980-03-04 1982-08-03 Farmitalia Carlo Erba S.P.A. 3-(1-Imidazolyl)-derivatives of 2,3-dihydro-4H-1-benzopyran
GR75101B (ko) * 1980-10-23 1984-07-13 Pfizer
IL66242A0 (en) * 1981-07-23 1982-11-30 Erba Farmitalia N-imidazolyl derivatives of 1,2,3,4-tetrahydro-naphthalene,indan and 2-substituted-1-chroman,their preparation and pharmaceutical compositions containing them
ES523609A0 (es) * 1982-07-05 1985-03-01 Erba Farmitalia Procedimiento para preparar derivados n-imidazolilicos de compuestos biciclicos.
GB2122997B (en) * 1982-07-05 1985-08-14 Erba Farmitalia Imidazoles
PH22076A (en) * 1983-08-25 1988-05-20 Daiichi Seiyaku Co Benzocycloalkane derivative
US4634705A (en) * 1984-06-06 1987-01-06 Abbott Laboratories Adrenergic amidines
NZ219311A (en) * 1986-02-27 1989-04-26 Janssen Pharmaceutica Nv Imidazoles and herbicidal compositions
PH24144A (en) * 1987-06-03 1990-03-22 Erba Carlo Spa A method of treating nephropathies using n-imidazolyl derivatives of bicyclic compounds
IL86846A (en) * 1987-07-01 1992-03-29 Daiichi Seiyaku Co Pharmaceutical compositions for preventing and treating heart failure containing indane or naphthalene carboxylic acids
CA1314224C (en) * 1987-07-07 1993-03-09 Shinichiro Ashida Antidiabetic agent
US4808627A (en) * 1987-12-16 1989-02-28 E. R. Squibb & Sons, Inc. Method of preventing or treating toxemia in pregnancy using a thromboxane A2 receptor antagonist
GB8914525D0 (en) * 1989-06-23 1989-08-09 Erba Carlo Spa Combined use of n-imidazolyl derivatives of bicyclic compounds and cyclosporine in therapy

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IL91542A0 (en) 1990-04-29
IE893204L (en) 1990-04-06
AU4344689A (en) 1990-05-01
DK137590A (da) 1990-08-06
FI902774A0 (fi) 1990-06-04
EP0363789B1 (en) 1992-05-06
YU192989A (en) 1991-02-28
HU208123B (en) 1993-08-30
JPH03501859A (ja) 1991-04-25
WO1990003970A1 (en) 1990-04-19
EP0363789A1 (en) 1990-04-18
HUT58705A (en) 1992-03-30
NZ230629A (en) 1990-12-21
PT91913A (pt) 1990-04-30
DK137590D0 (da) 1990-06-01
EP0389613A1 (en) 1990-10-03
ES2033062T3 (es) 1993-03-01
DE68901441D1 (de) 1992-06-11
PT91913B (pt) 1995-05-31
MY106401A (en) 1995-05-30
GR3004983T3 (ko) 1993-04-28
AU620647B2 (en) 1992-02-20
US5204364A (en) 1993-04-20
YU47002B (sh) 1994-11-15
FI902774A7 (fi) 1990-06-04

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