KR910006287A - 비페닐메탄 유도체 및 약리학적 이용 - Google Patents
비페닐메탄 유도체 및 약리학적 이용 Download PDFInfo
- Publication number
- KR910006287A KR910006287A KR1019900015702A KR900015702A KR910006287A KR 910006287 A KR910006287 A KR 910006287A KR 1019900015702 A KR1019900015702 A KR 1019900015702A KR 900015702 A KR900015702 A KR 900015702A KR 910006287 A KR910006287 A KR 910006287A
- Authority
- KR
- South Korea
- Prior art keywords
- methyl
- imidazo
- pyridine
- tetrazol
- biphenyl
- Prior art date
Links
- ZWZGXLKXKAPXMZ-UHFFFAOYSA-N 2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dipropyldiphenylmethane Chemical class COC1=CC(CCC)=CC(CC=2C(=C(OC)C=C(CCC)C=2)O)=C1O ZWZGXLKXKAPXMZ-UHFFFAOYSA-N 0.000 title claims 12
- 230000000144 pharmacologic effect Effects 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 13
- -1 1H-tetrazol-5-yl Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 9
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 2
- BIFKOXVCOFSXCC-UHFFFAOYSA-N 1,1'-biphenyl;methane Chemical class C.C1=CC=CC=C1C1=CC=CC=C1 BIFKOXVCOFSXCC-UHFFFAOYSA-N 0.000 claims 1
- MFQQQYHMVLSONB-UHFFFAOYSA-N 2-[4-[(2-cyclopropyl-5,7-dimethylimidazo[4,5-b]pyridin-3-yl)methyl]phenyl]benzoic acid Chemical compound C=1C=C(C=2C(=CC=CC=2)C(O)=O)C=CC=1CN1C2=NC(C)=CC(C)=C2N=C1C1CC1 MFQQQYHMVLSONB-UHFFFAOYSA-N 0.000 claims 1
- KZNHQXXPROIGDV-UHFFFAOYSA-N 2-[4-[(7-methyl-2-propylimidazo[4,5-b]pyridin-3-yl)methyl]phenyl]benzoic acid Chemical compound CCCC1=NC2=C(C)C=CN=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O KZNHQXXPROIGDV-UHFFFAOYSA-N 0.000 claims 1
- JWTDOQFMPHKFDW-UHFFFAOYSA-N 2-ethyl-7-methyl-3-[[4-[2-(2h-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-b]pyridine Chemical compound CCC1=NC2=C(C)C=CN=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C1=NN=NN1 JWTDOQFMPHKFDW-UHFFFAOYSA-N 0.000 claims 1
- YJNOVRLKCGGGQI-UHFFFAOYSA-N 2-ethylsulfanyl-7-methyl-3-[[4-[2-(2h-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-b]pyridine Chemical compound CCSC1=NC2=C(C)C=CN=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C1=NN=NN1 YJNOVRLKCGGGQI-UHFFFAOYSA-N 0.000 claims 1
- FZIAKTKGPHNJCW-UHFFFAOYSA-N 2-propyl-3-[[4-[2-(2h-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-b]pyridine Chemical compound CCCC1=NC2=CC=CN=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C1=NN=NN1 FZIAKTKGPHNJCW-UHFFFAOYSA-N 0.000 claims 1
- CUOZLLUVENFGOJ-UHFFFAOYSA-N 3-[[4-[5-chloro-2-(2h-tetrazol-5-yl)phenyl]phenyl]methyl]-7-methyl-2-propylimidazo[4,5-b]pyridine Chemical compound CCCC1=NC2=C(C)C=CN=C2N1CC(C=C1)=CC=C1C1=CC(Cl)=CC=C1C1=NN=NN1 CUOZLLUVENFGOJ-UHFFFAOYSA-N 0.000 claims 1
- GAMYYCRTACQSBR-UHFFFAOYSA-N 4-azabenzimidazole Chemical compound C1=CC=C2NC=NC2=N1 GAMYYCRTACQSBR-UHFFFAOYSA-N 0.000 claims 1
- BHSWCTRSSLXLSO-UHFFFAOYSA-N 4-chloro-2-[4-[(2-cyclopropyl-7-methylimidazo[4,5-b]pyridin-3-yl)methyl]phenyl]benzoic acid Chemical compound C1CC1C1=NC=2C(C)=CC=NC=2N1CC(C=C1)=CC=C1C1=CC(Cl)=CC=C1C(O)=O BHSWCTRSSLXLSO-UHFFFAOYSA-N 0.000 claims 1
- TZXCXJMUFYPDCM-UHFFFAOYSA-N 7-methyl-2-prop-1-ynyl-3-[[4-[2-(2h-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-b]pyridine Chemical compound CC#CC1=NC2=C(C)C=CN=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C1=NN=NN1 TZXCXJMUFYPDCM-UHFFFAOYSA-N 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 150000001350 alkyl halides Chemical group 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000008196 pharmacological composition Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/08—Radicals containing only hydrogen and carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/26—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/28—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (13)
- 다음 식(Ⅰ) :의 비페닐메탄유도체 또는 약리학적으로 허용되는 그의 염.식중, R1은 수소, 알킬, 시클로알킬, 할로겐화알킬, -S-R7, -SO2-R7, -C≡C-R7또는 -(CH2)p-OR7이고, R7은 수소, 알킬, 시클로알킬 또는 할로겐화알킬이고, p는 0 또는 1 이고, -A1=A2-A3=A4-는 -CH=CH-CH=CH-, -N=CH-CH=C-H-, CH=N-CH=CH-, -CH=CH-N=CH-, -CH=CH-CH=N- 또는 -CH=N-CH=N-이고, R2와 R3는 각각 수소, 할로겐, 저급 알킬, 저급 알콕시, 카르바모일 또는 시아노이고, R4는 수소 또는 저급 알킬이고, R5는 1H-테트라졸-5-일, 카르복실(-COOH) 또는 카르복실 에스테르이고 R6은 수소, 할로겐, 히드록실 또는 저급 알콕시이다.
- 제1항에 있어서, R5가 카르복실인 것을 특징으로하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, R5가 1H-테트라졸-5-일인것을 특징으로 하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, R5가 탄소수 1내지 6인 알킬이 있는 카르복실에스테르인 것을 특징으로 하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, R1이 메틸, 에틸, 프로필, 메톡시, 에톡시 및 시클로프로필로 이루어지는 군으로부터 선택되는 것을 특징으로 하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, -A1=A2-A3=A4-가 -CH=CH-CH=N-인 것을 특징으로 하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, R2가 A1상의 수소이고 R3가 A3상의 메틸: R2가 A1상의 메틸이고 R3가 A3상의 메틸이거나: R2가 A1상의 메틸이고 R3가 A3상의 수소인것을 특징으로하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, R4가 수소이고 R6가 수소인것을 특징으로하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, 7-메틸-2-n-프로필-3-〔(2'-(1H-테트라졸-5-일)-비페닐-4-일-메틸〕-3H-이미다조〔4ㅡ5-b〕피리딘 또는 3-〔(2'-카르복실비페닐-4-일)메틸〕-2-시클로프로필-7-메틸-3H-이미다조〔4,5-b〕피리딘인것을 특징으로하는 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염.
- 제1항에 있어서, 하기 화합물중의 하나인것을 특징으로 하는 비페닐 메탄유도체 또는 약리학적으로 허용되는 그의 염.2-에틸-7-메틸-3[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘,3-{(2'-카르복시비페닐-4-일)메틸}-7-메틸-2-n-프로필-3H-이미다조[4,5-b]피리딘, 2-시클로프로필-7-메틸-3-[{2'-)1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 3-[{5'-클로로-2'(1H-테트라졸-5-일)비페닐-4-일}메틸]-7-메틸-2-n-프로필-3H-이미다조[4,5-b]피리딘, 3-{(2'-카르복시비페닐-4-일)메틸}-2-에틸티오-7-메틸-3H-이미다조[4,5-b]피리딘, 3-{(2'카르복시-5'-클로로비페닐-4-일)메틸}-2-시클로프로필-7-메틸-3H-이미다조[4,5-b]피리딘, 2-n-프로필-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 2-시클로프로필-5,7-디메틸-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 3-{(2'-카르복시비페닐-4-일)메틸}-2-시클로프로필-5,7-디메틸-3H-이미다조[4,5-b]피리딘, 5,7-디메틸-2-n-프로필-3[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H=이미다조[4,5-b]피리딘, 3-{(2'-카르복시비페닐-4-일)메틸}-2-n-프로필-5,7-디메틸-3H-이미다조[4,5-b]피리딘, 2-에톡시-7-메틸-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}-3H-이미다조[4,5-b]피리딘, 7-메틸-2-n-프로폭시-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 7-메틸-2-(1-프로피닐)-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 2-에틸티오-7-메틸-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b] 피리딘, 3-{2'-카르복시비페닐-4-일)메틸}-2-에틸-7-메틸-3H-이미다조[4,5-b]피리딘, 2-에톡시-5,7-디메틸-3[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 5,7-디메틸-2-메톡시-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 5,7-디메틸-2-n-프로폭시-3-[{2'-(1H-테트라졸-5-일)비페닐-4-일}메틸]-3H-이미다조[4,5-b]피리딘, 3-{2'-카르복시비페닐-4-일)메틸}-2-에톡시-7-메틸-3H-이미다조[4,5-b]피리딘, 3-{(2'-카르복시비페닐-4-일)메틸}-2-메톡시-7-메틸-3H-이미다조[4,5,-b]피리딘, 3-{(2'카르복시비페닐-4-일)메틸}-7-메틸-2-n-프로폭시-3H-이미다조[4,5-b]피리딘, 3-{2'-카르복시비페닐-4-일)메틸}-5,7-디메틸-2-에톡시-3H-이미다조[4,5-b]피리딘, 3-{2'-카르복시비페닐-4-일)메틸}-5,7-디메틸-2-메톡시-3H-이미다조[4,5-b]피리딘, 3-{2'-카르복시비페닐-4-일)메틸}-5,7-디메틸-2-프로폭시-3H-이미다조[4,5-b]피리딘.
- 약리학적으로 효과적인 양의 제1항에서 정의한 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염 및 약리학적으로 허용되는 담체로 이루어지는 것을 특징으로 하는 약리학적 조성물.
- 약리학적으로 효과적인 양의 제1항에서 정의한 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염을 환자에게 투여함으로써 고혈압증을 예방 및 치료하는 방법.
- 약리학적으로 효과적인 양의 제1항에서 정의한 비페닐메탄 유도체 또는 약리학적으로 허용되는 그의 염을 환자에게 투여함으로써 심기능 부전을 예방 및 치료하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP25176189 | 1989-09-29 | ||
JP251761 | 1989-09-29 | ||
JP1-251761 | 1989-09-29 | ||
JP33664089 | 1989-12-27 | ||
JP1-336640 | 1989-12-27 | ||
JP336640 | 1989-12-27 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR910006287A true KR910006287A (ko) | 1991-04-29 |
KR930000168B1 KR930000168B1 (ko) | 1993-01-11 |
Family
ID=26540341
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900015702A KR930000168B1 (ko) | 1989-09-29 | 1990-09-29 | 비페닐메탄 유도체 화합물 |
Country Status (21)
Country | Link |
---|---|
US (1) | US5328911A (ko) |
EP (3) | EP0420237B1 (ko) |
JP (2) | JP2608341B2 (ko) |
KR (1) | KR930000168B1 (ko) |
CN (1) | CN1025331C (ko) |
AT (3) | ATE152451T1 (ko) |
AU (1) | AU641685B2 (ko) |
CA (1) | CA2026533A1 (ko) |
DD (1) | DD299301A5 (ko) |
DE (3) | DE69025687T2 (ko) |
DK (1) | DK0420237T3 (ko) |
ES (1) | ES2085876T3 (ko) |
FI (1) | FI94527C (ko) |
GR (1) | GR3019239T3 (ko) |
HU (1) | HUT55367A (ko) |
IE (1) | IE70593B1 (ko) |
MX (1) | MXPA95000470A (ko) |
NO (1) | NO176912C (ko) |
NZ (1) | NZ235469A (ko) |
PT (1) | PT95464B (ko) |
RU (1) | RU2024521C1 (ko) |
Families Citing this family (69)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0273071A (ja) * | 1988-09-09 | 1990-03-13 | Sumitomo Chem Co Ltd | ベンズイミダゾール誘導体、その製造法およびそれを有効成分とする殺虫、殺ダニ剤 |
IE64514B1 (en) * | 1989-05-23 | 1995-08-09 | Zeneca Ltd | Azaindenes |
GB8911854D0 (en) * | 1989-05-23 | 1989-07-12 | Ici Plc | Heterocyclic compounds |
US5223499A (en) * | 1989-05-30 | 1993-06-29 | Merck & Co., Inc. | 6-amino substituted imidazo[4,5-bipyridines as angiotensin II antagonists |
US5332744A (en) * | 1989-05-30 | 1994-07-26 | Merck & Co., Inc. | Substituted imidazo-fused 6-membered heterocycles as angiotensin II antagonists |
IL94390A (en) * | 1989-05-30 | 1996-03-31 | Merck & Co Inc | The 6-membered trans-nitrogen-containing heterocycles are compressed with imidazo and pharmaceutical preparations containing them |
IL95975A (en) * | 1989-10-24 | 1997-06-10 | Takeda Chemical Industries Ltd | N-benzyl- 2-alkylbenzimidazole derivatives, their production and pharmaceutical compositions containing them |
US5250554A (en) * | 1989-10-24 | 1993-10-05 | Takeda Chemical Industries, Ltd. | Benzimidazole derivatives useful as angiotensin II inhibitors |
EP0443983B1 (de) * | 1990-02-19 | 1996-02-28 | Ciba-Geigy Ag | Acylverbindungen |
DE4006693A1 (de) * | 1990-03-01 | 1991-09-05 | Schering Ag | Neue benzimidazolderivate, verfahren zu ihrer herstellung und ihre pharmazeutische verwendung |
US5196444A (en) * | 1990-04-27 | 1993-03-23 | Takeda Chemical Industries, Ltd. | 1-(cyclohexyloxycarbonyloxy)ethyl 2-ethoxy-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate and compositions and methods of pharmaceutical use thereof |
US5703110A (en) * | 1990-04-27 | 1997-12-30 | Takeda Chemical Industries, Ltd. | Benzimidazole derivatives, their production and use |
US6004989A (en) | 1990-04-27 | 1999-12-21 | Takeda Chemical Industries, Ltd. | Benzimidazole derivatives, their production and use |
US5194379A (en) * | 1990-05-11 | 1993-03-16 | Merck & Co., Inc. | Microbial transformation process for the preparation of hydroxylanol imidazo (4,5-b) pyridines useful as angiotensin II receptor antagonists |
DE69130192T2 (de) * | 1990-06-08 | 1999-03-25 | Hoechst Marion Roussel Inc | Benzimidazol-Derivate, Verfahren und Zwischenprodukte zu ihrer Herstellung, ihre Anwendung als Arzneimittel und diese enthaltende pharmazeutische Zusammensetzungen |
FR2674523A1 (fr) * | 1991-03-28 | 1992-10-02 | Roussel Uclaf | Nouveaux derives de benzimidazole, leur procede de preparation, les nouveaux intermediaires obtenus, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant. |
FR2670489B1 (fr) * | 1990-12-18 | 1994-10-14 | Roussel Uclaf | Nouveaux derives de benzimidazole, leur procede de preparation, les nouveaux intermediaires obtenus, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant. |
DE4023215A1 (de) * | 1990-07-21 | 1992-01-23 | Hoechst Ag | Substituierte azole, verfahren zu deren herstellung, sie enthaltende mittel und deren verwendung |
DE4023369A1 (de) * | 1990-07-23 | 1992-01-30 | Thomae Gmbh Dr K | Benzimidazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
RU1836357C (ru) * | 1990-07-23 | 1993-08-23 | Др.Карл Томэ ГмбХ | Производные бензимидазола, их изомеры, смеси изомеров, гидраты или их физиологически переносимые соли, обладающие антагонистическими в отношении ангиотензина свойствами |
EP0470543A1 (de) * | 1990-08-10 | 1992-02-12 | Dr. Karl Thomae GmbH | Heterocyclische Imidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zur ihrer Herstellung |
US5210206A (en) * | 1990-09-10 | 1993-05-11 | Abbott Laboratories | 1,3-oxazolyl substituted biphenyl |
AU636066B2 (en) * | 1990-10-30 | 1993-04-08 | Takeda Chemical Industries Ltd. | Thienoimidazole derivatives, their production and use |
SI9210098B (sl) * | 1991-02-06 | 2000-06-30 | Dr. Karl Thomae | Benzimidazoli, zdravila, ki te spojine vsebujejo, in postopek za njihovo pripravo |
TW274551B (ko) * | 1991-04-16 | 1996-04-21 | Takeda Pharm Industry Co Ltd | |
MX9202300A (es) * | 1991-05-16 | 1992-11-01 | Glaxo Group Ltd | Derivados de benzofurano, procedimiento para su preparacion y composicion farmaceutica que los contiene. |
IL102183A (en) * | 1991-06-27 | 1999-11-30 | Takeda Chemical Industries Ltd | The heterocyclic compounds are converted into biphenyl groups, their production and the pharmaceutical compositions containing them |
SG42942A1 (en) * | 1991-09-10 | 1997-10-17 | Tanabe Seiyaku Co | Imidazopyridine derivatives and process for preparation thereof |
TW300219B (ko) * | 1991-09-14 | 1997-03-11 | Hoechst Ag | |
TW284688B (ko) * | 1991-11-20 | 1996-09-01 | Takeda Pharm Industry Co Ltd | |
GB9201715D0 (en) * | 1992-01-28 | 1992-03-11 | Ici Plc | Chemical process |
DE4219534A1 (de) * | 1992-02-19 | 1993-12-16 | Thomae Gmbh Dr K | Substituierte Biphenylylderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
US5208234A (en) * | 1992-03-10 | 1993-05-04 | E. R. Squibb & Sons, Inc. | Substituted imidazole phosphonic and phosphinic acid derivatives |
EP0602246A4 (en) * | 1992-03-25 | 1995-07-05 | Green Cross Corp | ISOINDAZOLE COMPOUND. |
DE4305602A1 (de) * | 1992-06-17 | 1993-12-23 | Merck Patent Gmbh | Imidazopyridine |
CA2139930A1 (en) * | 1992-07-10 | 1994-01-20 | Alan Martin Birch | Dioxycyclobutene derivatives as angiotensin ii antagonists |
AU675660B2 (en) * | 1992-07-17 | 1997-02-13 | Merck & Co., Inc. | Substituted biphenylmethylimidazopyridines |
EP0627433B1 (en) * | 1992-12-07 | 2003-03-05 | Eisai Co., Ltd. | Process for producing imidazopyridine derivative and intermediate |
RU2109736C1 (ru) * | 1992-12-17 | 1998-04-27 | Санкио Компани Лимитед | Производные бифенила и способ их получения |
DE4320432A1 (de) * | 1993-06-21 | 1994-12-22 | Bayer Ag | Substituierte Mono- und Bipyridylmethylderivate |
US5338740A (en) * | 1993-07-13 | 1994-08-16 | Pfizer Inc. | Angiotensin II receptor antagonists |
KR0151816B1 (ko) * | 1994-02-08 | 1998-10-15 | 강박광 | 신규의 치환된 피리딜 이미다졸 유도체 및 그의 제조방법 |
US5753672A (en) * | 1994-04-19 | 1998-05-19 | Tanabe Seiyaku Co., Ltd. | Imidazopyridine derivatives and process for preparing the same |
US6110923A (en) * | 1994-06-22 | 2000-08-29 | Biochem Pharma Inc. | Method for treating cancer using novel substituted purinyl derivatives with immunomodulating activity |
FR2725987B1 (fr) * | 1994-10-19 | 1997-01-10 | Sanofi Sa | Procede pour la preparation d'un derive de tetrazole sous deux formes cristallines et nouvelle forme cristalline de ce derive |
ATE225173T1 (de) * | 1995-08-02 | 2002-10-15 | Univ Newcastle Ventures Ltd | Benzimidazol verbindungen |
US6071931A (en) * | 1995-10-06 | 2000-06-06 | Novartis Ag | AT1 -receptor antagonists for preventing and treating postischemic renal failure and for protecting ischemic kidneys |
TW526202B (en) * | 1998-11-27 | 2003-04-01 | Shionogi & Amp Co | Broad spectrum cephem having benzo[4,5-b]pyridium methyl group of antibiotic activity |
NZ587909A (en) | 1998-12-23 | 2012-05-25 | Novartis Ag | Process of making a compressed tablets containing valsartan and microcrystalline cellulose |
US6465502B1 (en) | 1998-12-23 | 2002-10-15 | Novartis Ag | Additional therapeutic use |
CN101011390A (zh) | 1999-01-26 | 2007-08-08 | 诺瓦提斯公司 | 血管紧张素ⅱ受体拮抗剂在治疗急性心肌梗塞中的应用 |
US6211217B1 (en) | 1999-03-16 | 2001-04-03 | Novartis Ag | Method for reducing pericardial fibrosis and adhesion formation |
SE9903028D0 (sv) | 1999-08-27 | 1999-08-27 | Astra Ab | New use |
DE10335027A1 (de) | 2003-07-31 | 2005-02-17 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verwendung von Angiotensin II Rezeptor Antagonisten |
AU2003242984A1 (en) * | 2003-04-07 | 2004-11-01 | Hetero Drugs Limited | A novel crystalline form of irbesartan |
EA011281B1 (ru) | 2004-12-21 | 2009-02-27 | Пфайзер Продактс Инк. | Макролиды |
EP1908469A1 (en) | 2006-10-06 | 2008-04-09 | Boehringer Ingelheim Vetmedica Gmbh | Angiotensin II receptor antagonist for the treatment of systemic diseases in cats |
WO2008096829A1 (ja) | 2007-02-07 | 2008-08-14 | Kyowa Hakko Kirin Co., Ltd. | 3環系化合物 |
AU2008261102B2 (en) | 2007-06-04 | 2013-11-28 | Bausch Health Ireland Limited | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
KR101009383B1 (ko) | 2008-04-30 | 2011-01-19 | 켐젠주식회사 | 고순도의2-부틸-3-[[2'-(1에이취-테트라졸-5-일)[1,1'-비페닐]-4-일]메틸]-1,3-디아자스피로[4.4]논-1-엔-4-온 화합물의제조방법 |
CA2930674A1 (en) | 2008-06-04 | 2009-12-10 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
JP2011528375A (ja) | 2008-07-16 | 2011-11-17 | シナジー ファーマシューティカルズ インコーポレイテッド | 胃腸障害、炎症、癌、およびその他の障害の治療のために有用なグアニル酸シクラーゼのアゴニスト |
US9616097B2 (en) | 2010-09-15 | 2017-04-11 | Synergy Pharmaceuticals, Inc. | Formulations of guanylate cyclase C agonists and methods of use |
KR20130076046A (ko) * | 2011-12-28 | 2013-07-08 | 한미약품 주식회사 | 타이로신 카이네이즈 억제 활성을 갖는 신규 이미다조피리딘 유도체 |
JP2016514670A (ja) | 2013-03-15 | 2016-05-23 | シナジー ファーマシューティカルズ インコーポレイテッド | 他の薬物と組み合わせたグアニル酸シクラーゼ受容体アゴニスト |
CA2905438A1 (en) | 2013-03-15 | 2014-09-25 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase and their uses |
JP6606491B2 (ja) | 2013-06-05 | 2019-11-13 | シナジー ファーマシューティカルズ インコーポレイテッド | グアニル酸シクラーゼcの超高純度アゴニスト、その作成および使用方法 |
EA202090205A1 (ru) | 2017-07-07 | 2020-06-02 | Бёрингер Ингельхайм Ветмедика Гмбх | Антагонист рецептора ангиотензина ii для предотвращения или лечения системных заболеваний у котов |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1334092C (en) * | 1986-07-11 | 1995-01-24 | David John Carini | Angiotensin ii receptor blocking imidazoles |
US4870186A (en) * | 1987-05-22 | 1989-09-26 | E. I. Du Pont De Nemours And Company | Tetrazole intermediates to antihypertensive compounds |
US4820843A (en) * | 1987-05-22 | 1989-04-11 | E. I. Du Pont De Nemours And Company | Tetrazole intermediates to antihypertensive compounds |
US4874867A (en) * | 1987-05-22 | 1989-10-17 | E. I. Du Pont De Nemours And Company | Tetrazole intermediates to antihypertensive compounds |
US4880804A (en) * | 1988-01-07 | 1989-11-14 | E. I. Du Pont De Nemours And Company | Angiotensin II receptor blocking benzimidazoles |
US4916129A (en) * | 1989-01-19 | 1990-04-10 | E. I. Du Pont De Nemours And Company | Combination β-blocking/angiotensin II blocking antihypertensives |
DE3928177A1 (de) * | 1989-04-08 | 1991-02-28 | Thomae Gmbh Dr K | Benzimidazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
CA2016710A1 (en) * | 1989-05-15 | 1990-11-15 | Prasun K. Chakravarty | Substituted benzimidazoles as angiotensin ii antagonists |
GB8911854D0 (en) * | 1989-05-23 | 1989-07-12 | Ici Plc | Heterocyclic compounds |
IE64514B1 (en) * | 1989-05-23 | 1995-08-09 | Zeneca Ltd | Azaindenes |
IL94390A (en) * | 1989-05-30 | 1996-03-31 | Merck & Co Inc | The 6-membered trans-nitrogen-containing heterocycles are compressed with imidazo and pharmaceutical preparations containing them |
EP0415886A3 (en) * | 1989-08-30 | 1991-10-23 | Ciba-Geigy Ag | Aza compounds |
IL95975A (en) * | 1989-10-24 | 1997-06-10 | Takeda Chemical Industries Ltd | N-benzyl- 2-alkylbenzimidazole derivatives, their production and pharmaceutical compositions containing them |
IL96019A0 (en) * | 1989-10-31 | 1991-07-18 | Fujisawa Pharmaceutical Co | Imidazole derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same |
EP0434038A1 (en) * | 1989-12-22 | 1991-06-26 | Takeda Chemical Industries, Ltd. | Fused imidazole derivatives, their production and use |
US5196444A (en) * | 1990-04-27 | 1993-03-23 | Takeda Chemical Industries, Ltd. | 1-(cyclohexyloxycarbonyloxy)ethyl 2-ethoxy-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate and compositions and methods of pharmaceutical use thereof |
CA2041763A1 (en) * | 1990-05-11 | 1991-11-12 | Sheih-Shung T. Chen | Microbial transformation process for antihypertensive products |
JPH04235974A (ja) * | 1990-06-08 | 1992-08-25 | Roussel Uclaf | 新規なイミダゾール誘導体、それらの製造法、得られる新規な中間体、それらの薬剤としての使用及びそれらを含有する製薬組成物 |
DE69130192T2 (de) * | 1990-06-08 | 1999-03-25 | Hoechst Marion Roussel Inc | Benzimidazol-Derivate, Verfahren und Zwischenprodukte zu ihrer Herstellung, ihre Anwendung als Arzneimittel und diese enthaltende pharmazeutische Zusammensetzungen |
CA2044806A1 (en) * | 1990-07-18 | 1992-01-19 | Roland Jaunin | Purine derivatives |
RU1836357C (ru) * | 1990-07-23 | 1993-08-23 | Др.Карл Томэ ГмбХ | Производные бензимидазола, их изомеры, смеси изомеров, гидраты или их физиологически переносимые соли, обладающие антагонистическими в отношении ангиотензина свойствами |
EP0470543A1 (de) * | 1990-08-10 | 1992-02-12 | Dr. Karl Thomae GmbH | Heterocyclische Imidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zur ihrer Herstellung |
-
1990
- 1990-09-06 IE IE324290A patent/IE70593B1/en not_active IP Right Cessation
- 1990-09-07 FI FI904424A patent/FI94527C/fi not_active IP Right Cessation
- 1990-09-13 US US07/583,025 patent/US5328911A/en not_active Expired - Fee Related
- 1990-09-21 AU AU63075/90A patent/AU641685B2/en not_active Ceased
- 1990-09-26 NZ NZ235469A patent/NZ235469A/xx unknown
- 1990-09-27 EP EP90118565A patent/EP0420237B1/en not_active Expired - Lifetime
- 1990-09-27 DK DK90118565.2T patent/DK0420237T3/da active
- 1990-09-27 AT AT94109556T patent/ATE152451T1/de not_active IP Right Cessation
- 1990-09-27 EP EP94109556A patent/EP0628557B1/en not_active Expired - Lifetime
- 1990-09-27 NO NO904202A patent/NO176912C/no unknown
- 1990-09-27 EP EP94101415A patent/EP0598702B1/en not_active Expired - Lifetime
- 1990-09-27 DE DE69025687T patent/DE69025687T2/de not_active Expired - Fee Related
- 1990-09-27 ES ES90118565T patent/ES2085876T3/es not_active Expired - Lifetime
- 1990-09-27 DE DE69032414T patent/DE69032414T2/de not_active Expired - Fee Related
- 1990-09-27 AT AT94101415T patent/ATE167186T1/de active
- 1990-09-27 AT AT90118565T patent/ATE134998T1/de active
- 1990-09-27 DE DE69030631T patent/DE69030631T2/de not_active Expired - Fee Related
- 1990-09-27 HU HU906243A patent/HUT55367A/hu unknown
- 1990-09-28 RU SU904831238A patent/RU2024521C1/ru active
- 1990-09-28 DD DD90344302A patent/DD299301A5/de not_active IP Right Cessation
- 1990-09-28 CA CA002026533A patent/CA2026533A1/en not_active Abandoned
- 1990-09-28 JP JP2257400A patent/JP2608341B2/ja not_active Expired - Lifetime
- 1990-09-28 PT PT95464A patent/PT95464B/pt not_active IP Right Cessation
- 1990-09-29 CN CN90108025A patent/CN1025331C/zh not_active Expired - Fee Related
- 1990-09-29 KR KR1019900015702A patent/KR930000168B1/ko not_active IP Right Cessation
-
1994
- 1994-12-02 JP JP6299389A patent/JP2925962B2/ja not_active Expired - Lifetime
-
1995
- 1995-01-12 MX MXPA95000470A patent/MXPA95000470A/es unknown
-
1996
- 1996-03-07 GR GR960400236T patent/GR3019239T3/el unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR910006287A (ko) | 비페닐메탄 유도체 및 약리학적 이용 | |
JP2001525411A5 (ko) | ||
KR940014396A (ko) | 이미다조피리딘 | |
DE3375785D1 (en) | Benzodiazepine receptors and their preparation | |
CO5080744A1 (es) | Ligandos de alta afinidad para el receptor de nociceptina orl-1 | |
KR920006347A (ko) | 헤테로사이클릭 유도체 | |
KR950018006A (ko) | 이미다조피리딘 | |
KR910000737A (ko) | 악액질(cachexia)의 치료방법 및 이 방법에 사용되는 화합물 | |
ZA81977B (en) | Substituted imidazole derivatives and their preparation and use | |
KR890016020A (ko) | 융합 피리미딘, 그의 제조 및 용도 | |
PE20030664A1 (es) | DERIVADOS DE TRIAZOLO [4,3-a]PIRIDO[2,3-d]PIRIMIDIN-5-ONA, COMPOSICIONES QUE LOS CONTIENEN, METODO DE PREPARACION Y USO | |
NO156048C (no) | Analogifremgangsmaate for fremstilling av farmasoeytisk aktive imidazopyridinderivater | |
RU96111027A (ru) | Трициклические 5,6-дигидро-9h-пиразоло [3,4-c]-1,2,4-триазоло [4,3-a]пиридины | |
JPH09506339A (ja) | α▲下2▼アドレナリン作動剤としての2−(2−アルキルフェニルアミノ)−オキサゾリン、−チアゾリンおよび−イミダゾリンの用途 | |
IE56121B1 (en) | Tricyclic and tetracyclic imidazo(1,5-a)(1,4)benzodiazepine-1-carboxylate derivatives | |
KR890017252A (ko) | 티에노트리아졸로디아제핀 화합물 및 그의 약학적 용도 | |
AR004691A1 (es) | Nuevos derivados de [3-alcoxi-fenoxi-)-etil]-dialquilamina, una composicion farmaceutica que los comprende, su uso como anestesicos locales y unprocedimiento para su preparacion | |
ES538933A0 (es) | Un procedimiento para preparar imidazo(1,2-c)pirimidinas | |
ATE29721T1 (de) | 5-(4-vinyl- oder 4-ethynylbenzoyl)-1,2-dihydro-3h-pyrrolo-(1,2-a -pyrrol-1-carbosaeure und deren derivate. | |
KR880005134A (ko) | 인돌로-피라지노-벤조 디아제민 유도체 | |
MX7118E (es) | Procedimiento para preparar derivados de imidazol(1,2-a)quinoleina | |
ES557324A0 (es) | Un procedimiento para preparar nuevas imidazo(1,2-a)pirimidinas' | |
KR880009037A (ko) | 14,15-치환된 라노스테롤 및 그의 콜레스테롤 저하제로서의 용도 | |
ES8705413A1 (es) | Un procedimiento para preparar derivados de benzopirano. | |
JPS57175193A (en) | Preparation of triazolopyrimidine derivative |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
E902 | Notification of reason for refusal | ||
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: 19971222 Year of fee payment: 6 |
|
LAPS | Lapse due to unpaid annual fee |