KR940009186A - 이미다조피리딘 - Google Patents
이미다조피리딘 Download PDFInfo
- Publication number
- KR940009186A KR940009186A KR1019930022032A KR930022032A KR940009186A KR 940009186 A KR940009186 A KR 940009186A KR 1019930022032 A KR1019930022032 A KR 1019930022032A KR 930022032 A KR930022032 A KR 930022032A KR 940009186 A KR940009186 A KR 940009186A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- physiologically acceptable
- acid addition
- acceptable acid
- Prior art date
Links
- GAMYYCRTACQSBR-UHFFFAOYSA-N 4-azabenzimidazole Chemical compound C1=CC=C2NC=NC2=N1 GAMYYCRTACQSBR-UHFFFAOYSA-N 0.000 title claims 2
- 150000003839 salts Chemical class 0.000 claims abstract 9
- 150000001875 compounds Chemical class 0.000 claims 10
- 239000002253 acid Substances 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- -1 1H-5tetrazolyl Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- XEOZCDHFMSTITL-UHFFFAOYSA-N 3-[4-[(2-butyl-4-oxo-5h-imidazo[4,5-c]pyridin-3-yl)methyl]phenyl]thiophene-2-carbonitrile Chemical compound CCCCC1=NC=2C=CNC(=O)C=2N1CC(C=C1)=CC=C1C=1C=CSC=1C#N XEOZCDHFMSTITL-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 150000005232 imidazopyridines Chemical class 0.000 claims 1
- WTORWMWSLLIPHK-UHFFFAOYSA-N methyl 2-[[2-butyl-3-[[4-(2-cyanothiophen-3-yl)phenyl]methyl]-4-oxoimidazo[4,5-c]pyridin-5-yl]methyl]benzoate Chemical compound O=C1C=2N(CC=3C=CC(=CC=3)C3=C(SC=C3)C#N)C(CCCC)=NC=2C=CN1CC1=CC=CC=C1C(=O)OC WTORWMWSLLIPHK-UHFFFAOYSA-N 0.000 claims 1
- VAIKMYNEUZOKLP-UHFFFAOYSA-N methyl 2-[[2-butyl-4-oxo-3-[[4-[2-(2h-tetrazol-5-yl)thiophen-3-yl]phenyl]methyl]imidazo[4,5-c]pyridin-5-yl]methyl]benzoate Chemical compound O=C1C=2N(CC=3C=CC(=CC=3)C3=C(SC=C3)C=3NN=NN=3)C(CCCC)=NC=2C=CN1CC1=CC=CC=C1C(=O)OC VAIKMYNEUZOKLP-UHFFFAOYSA-N 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000009257 reactivity Effects 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 abstract 2
- 102000005862 Angiotensin II Human genes 0.000 abstract 1
- 101800000733 Angiotensin-2 Proteins 0.000 abstract 1
- 206010019280 Heart failures Diseases 0.000 abstract 1
- CZGUSIXMZVURDU-JZXHSEFVSA-N Ile(5)-angiotensin II Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C([O-])=O)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC([O-])=O)C(C)C)C1=CC=C(O)C=C1 CZGUSIXMZVURDU-JZXHSEFVSA-N 0.000 abstract 1
- 229950006323 angiotensin ii Drugs 0.000 abstract 1
- 239000005557 antagonist Substances 0.000 abstract 1
- 208000015114 central nervous system disease Diseases 0.000 abstract 1
- 125000004857 imidazopyridinyl group Chemical class N1C(=NC2=C1C=CC=N2)* 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
하기 일반식(I)의 신규한 이미다조피리딘 유도체 및 그의 염은 안지오텐신 II에 대해 길항물질의 성질을 나타내며, 고혈압, 알도스테론증, 심부전증 및 안내압항진의 치료에 및 중추 신경계 질환의 치료에 사용할 수 있다.
상기식에서,
X, -Y=Z-, R1,R2,R3,R4및 R5는 특허청구범위 제1항에서 정의한 바와 같다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 하기 일반식(I)의 이미다조피리딘 유도체 및 그의 염;상기식에서,X는 O,S 또는 NR6이고, -Y=Z는이며, R1은 A, 각각 6개이하의 C원자를 갖는 알케닐 또는 알키닐, C3-C7사이클로알킬, OA 또는 SA이고, R2는 H 또는 Hal이고, R3는 H, R8또는 -CnH2n-R9-이며, R4및 R5는 각각 H, A 또는 Hal이고, R6은 H 또는 -CmH2m-R10이고, R7및 R10은 각각 CN, COOR11또는 1H-5테트라졸릴이며, R8은 하나이상의 H원자가 또한 F로 치호나될 수 있는 C1-C6알킬이고, R9는 COOR12, CONR12R13, COA, NR12R13, C3-C7사이클로알킬, Ar, Het, COAr 또는 COHet이고, R11, R12및 R13은 각각 H, A 또는 Ar이며, A는 C1-C6알킬이고, Ar은 비치환된 페닐 그룹, 또는 R8, OH, OR8, COOH, COOA, CN, NO2, NH2, NHCOR8, NHSO2R8, Hal 도는 1H-테트라졸-5-일로 일치환되거나 이치환된 페닐그룹이고, Het는 1내지 3개의 N, O 및/또는 S원자를 갖고, 또한 A로 1회 이상 치환될 수 있고/있거나 벤젠 또는 피리딘 고리에 융합될 수 있는 5-또는 6-원 헤테로방향족 라디칼이며, Hal은 F, Cl, Br 또는 I이고, m 및 n은 각각 1내지 6의 정수이다.
- (a)2-부틸-3-(4-(2-시아노-3-티에닐)벤질)-4,5-디하이드로-4-옥소-3H-이미다조[4,5-c]피리딘;(b)2-부틸-3-(4-(2-시아노-3-티에닐)벤질)-4,5-디하이드로-4-옥소-5-(2-메톡시카보닐벤질)-3H-이미다조[4,5-c]피리딘;및 (c)2-부틸-3-(4-(2-(1H-5테트라졸릴)-3-티에닐)벤질)-4,5-디하이드로-4-옥소-5-(2-메톡시카보닐벤질)-3H-이미다조[4,5-c]피리딘.
- (a)하기 일반식(II)의 화합물을 하기 일반식(III)의 화합물과 반응시키거나, 또는 (b)하기 일반식(IV)의 화합물을 환원제로 처리하거나, 또는 (c)제1항의 일반식(I)의 화합물을 가용매분해제 또는 가수소분해제로 처리하여 그의 작용성 유도체들중 하나로 부터 유리시키고/시키거나, 상기 일반식(I)의 화합물에서 하나 이상의 라디칼 R,X 및/또는 -Y=Z-를 하나 이상의 다른 라디칼 R,X 및/또는 -Y=Z-로 전환 시키고/시키거나, 상기 일반식(I)의 염기 또는 산을 그의 염들중 하나로 전환시킴을 특징으로 하는, 제1항에 따른 일반식(I)의 이미다조피리딘 및 그의 염의 제조방법.상기식에서, E는 Cl, Br, I, 유리 OH그룹 또는 반응성을 갖기 위해 작용적으로 개질된 OH그룹이고, X, Y=Z-, R,R1,R2,R3,R4및 R5는 제1항에 정의한 바와 같고, R14는 R1-CO 또는 H이고, R15는 H(R14가 R1-CO인 경우) 또는 R1-CO(R14가 H인 경우)이다.
- 제1항에 따른 일반식(I)의 화합물 및/또는 그의 생리학적으로 허용되는 산 부가염 중 하나를 하나 이상의 고체, 액체 또는 반-액체 부형제 또는 보조제와 함께 적합한 투여형태로 혼입시킴을 특징으로하는 약학 제형의 제조 방법.
- 하나 이상의 제1항에 따른 일반식(I)의 화합물 및/또는 그의 생리학적으로 허용되는 산 부가염중 하나를 함유함을 특징으로 하는 약학 제형.
- 질환을 억제하기 위한 제1항에 따른 일반식(I)의 화합물 및 그의 생리학적으로 허용되는 산 부가염.
- 약물을 제조하기 위한, 제1항에 따른 일반식(I)의 화합물 및/또는 그의 생리학적으로 허용되는 산 부가염.
- 질환을 억제하기 위한, 제1항에 따른 일반식(I)의 화합물 및/또는 그의 생리학적으로 허용되는 산 부가염의 용도.※참고사항:최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4236026.9 | 1992-10-24 | ||
DE4236026A DE4236026A1 (de) | 1992-10-24 | 1992-10-24 | Imidazopyridine |
Publications (1)
Publication Number | Publication Date |
---|---|
KR940009186A true KR940009186A (ko) | 1994-05-20 |
Family
ID=6471320
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019930022032A KR940009186A (ko) | 1992-10-24 | 1993-10-22 | 이미다조피리딘 |
Country Status (14)
Country | Link |
---|---|
US (1) | US5405964A (ko) |
EP (1) | EP0595151A3 (ko) |
JP (1) | JPH06211851A (ko) |
KR (1) | KR940009186A (ko) |
CN (1) | CN1089608A (ko) |
AU (1) | AU5022193A (ko) |
CA (1) | CA2109025A1 (ko) |
CZ (1) | CZ220793A3 (ko) |
DE (1) | DE4236026A1 (ko) |
HU (1) | HUT67278A (ko) |
MX (1) | MX9306563A (ko) |
NO (1) | NO933804L (ko) |
SK (1) | SK116293A3 (ko) |
ZA (1) | ZA937875B (ko) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4432860A1 (de) * | 1994-09-15 | 1996-03-21 | Merck Patent Gmbh | Imidazopyridine |
DE19845153A1 (de) | 1998-10-01 | 2000-04-06 | Merck Patent Gmbh | Imidazo[4,5]-pyridin-4-on-derivate |
GB0215293D0 (en) | 2002-07-03 | 2002-08-14 | Rega Foundation | Viral inhibitors |
EP1706403B9 (en) | 2003-12-22 | 2012-07-25 | K.U.Leuven Research & Development | Imidazo[4,5-c]pyridine compounds and methods of antiviral treatment |
SI1841765T1 (sl) * | 2004-12-21 | 2009-08-31 | Gilead Sciences Inc | Imidazo(4,5-c)piridinska spojina in postopek za antivirusno zdravljenje |
MX2009000235A (es) | 2006-07-07 | 2009-01-23 | Gilead Sciences Inc | Compuesto de piridazina novedoso y uso del mismo. |
UA99466C2 (en) | 2007-07-06 | 2012-08-27 | Гилиад Сайенсиз, Инк. | Crystalline pyridazine compound |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5036048A (en) * | 1986-03-07 | 1991-07-30 | Schering Corporation | Angiotensin II receptor blockers as antiglaucoma agents |
US4880804A (en) * | 1988-01-07 | 1989-11-14 | E. I. Du Pont De Nemours And Company | Angiotensin II receptor blocking benzimidazoles |
US5140037A (en) * | 1990-03-20 | 1992-08-18 | E. I. Du Pont De Nemours And Company | Treatment of central nervous system disorders with imidazole angiotensin-ii receptor antagonists |
AU653734B2 (en) * | 1990-06-19 | 1994-10-13 | Meiji Seika Kabushiki Kaisha | Substituted 4-biphenylmethoxypyridine derivatives |
US5210092A (en) * | 1990-09-25 | 1993-05-11 | Fujisawa Pharmaceutical Co., Ltd. | Angiotensin ii antagonizing heterocyclic derivatives |
US5177074A (en) * | 1991-03-26 | 1993-01-05 | Merck & Co., Inc. | Angiotensin ii antagonists incorporating a substituted thiophene or furan |
DE4110019C2 (de) * | 1991-03-27 | 2000-04-13 | Merck Patent Gmbh | Imidazopyridine, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zubereitungen |
-
1992
- 1992-10-24 DE DE4236026A patent/DE4236026A1/de not_active Withdrawn
-
1993
- 1993-10-18 EP EP19930116789 patent/EP0595151A3/de not_active Withdrawn
- 1993-10-19 CZ CZ932207A patent/CZ220793A3/cs unknown
- 1993-10-21 AU AU50221/93A patent/AU5022193A/en not_active Abandoned
- 1993-10-22 MX MX9306563A patent/MX9306563A/es unknown
- 1993-10-22 SK SK1162-93A patent/SK116293A3/sk unknown
- 1993-10-22 ZA ZA937875A patent/ZA937875B/xx unknown
- 1993-10-22 US US08/139,668 patent/US5405964A/en not_active Expired - Fee Related
- 1993-10-22 JP JP5265003A patent/JPH06211851A/ja active Pending
- 1993-10-22 CN CN93119490A patent/CN1089608A/zh active Pending
- 1993-10-22 CA CA002109025A patent/CA2109025A1/en not_active Abandoned
- 1993-10-22 NO NO933804A patent/NO933804L/no unknown
- 1993-10-22 KR KR1019930022032A patent/KR940009186A/ko not_active Application Discontinuation
- 1993-10-22 HU HU9302996A patent/HUT67278A/hu unknown
Also Published As
Publication number | Publication date |
---|---|
SK116293A3 (en) | 1994-11-09 |
MX9306563A (es) | 1994-06-30 |
EP0595151A3 (en) | 1994-06-29 |
ZA937875B (en) | 1994-05-24 |
EP0595151A2 (de) | 1994-05-04 |
AU5022193A (en) | 1994-05-05 |
NO933804L (no) | 1994-04-25 |
CZ220793A3 (en) | 1994-05-18 |
DE4236026A1 (de) | 1994-04-28 |
CN1089608A (zh) | 1994-07-20 |
NO933804D0 (no) | 1993-10-22 |
HUT67278A (en) | 1995-03-28 |
HU9302996D0 (en) | 1994-01-28 |
JPH06211851A (ja) | 1994-08-02 |
US5405964A (en) | 1995-04-11 |
CA2109025A1 (en) | 1994-04-25 |
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WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |