TW568907B - Imidazo pyridine derivatives for inhibition of gastric acid secretion - Google Patents
Imidazo pyridine derivatives for inhibition of gastric acid secretion Download PDFInfo
- Publication number
- TW568907B TW568907B TW087102208A TW87102208A TW568907B TW 568907 B TW568907 B TW 568907B TW 087102208 A TW087102208 A TW 087102208A TW 87102208 A TW87102208 A TW 87102208A TW 568907 B TW568907 B TW 568907B
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- Taiwan
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- compound
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- patent application
- item
- pyridine
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- 230000027119 gastric acid secretion Effects 0.000 title claims abstract description 9
- 125000004857 imidazopyridinyl group Chemical class N1C(=NC2=C1C=CC=N2)* 0.000 title abstract 2
- 230000005764 inhibitory process Effects 0.000 title description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 208000017189 Gastrointestinal inflammatory disease Diseases 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 151
- -1 4-fluorofluorenyloxy Chemical group 0.000 claims description 55
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 37
- 150000003839 salts Chemical class 0.000 claims description 32
- VNHBYKHXBCYPBJ-UHFFFAOYSA-N 5-ethynylimidazo[1,2-a]pyridine Chemical compound C#CC1=CC=CC2=NC=CN12 VNHBYKHXBCYPBJ-UHFFFAOYSA-N 0.000 claims description 28
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
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- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
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- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical group O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 2
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 3
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- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical class N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 1
- CLNSMAXQNMGRPV-UHFFFAOYSA-N C1C2=CC=CC=C2C3=CC(=C(C=C31)C4=CC=CC5=C4CC6=CC=CC=C65)C7=CC=CC8=C7CC9=CC=CC=C98 Chemical compound C1C2=CC=CC=C2C3=CC(=C(C=C31)C4=CC=CC5=C4CC6=CC=CC=C65)C7=CC=CC8=C7CC9=CC=CC=C98 CLNSMAXQNMGRPV-UHFFFAOYSA-N 0.000 claims 1
- IVVSNSJMFLZNDJ-UHFFFAOYSA-N [8-[(2-ethyl-4-fluoro-6-methylphenyl)methylamino]-2,6-dimethylimidazo[1,2-a]pyridin-3-yl]methanol Chemical compound CCC1=CC(F)=CC(C)=C1CNC1=CC(C)=CN2C1=NC(C)=C2CO IVVSNSJMFLZNDJ-UHFFFAOYSA-N 0.000 claims 1
- ZHWSJGHFRJVNLP-UHFFFAOYSA-N [8-[(4-fluoro-2,6-dimethylphenyl)methylamino]-2,6-dimethylimidazo[1,2-a]pyridin-3-yl]methanol Chemical compound C=1C(C)=CN2C(CO)=C(C)N=C2C=1NCC1=C(C)C=C(F)C=C1C ZHWSJGHFRJVNLP-UHFFFAOYSA-N 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
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- 229910052740 iodine Inorganic materials 0.000 claims 1
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- 235000011090 malic acid Nutrition 0.000 description 1
- 125000005948 methanesulfonyloxy group Chemical group 0.000 description 1
- 229960000485 methotrexate Drugs 0.000 description 1
- 125000006178 methyl benzyl group Chemical group 0.000 description 1
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 1
- 229960000282 metronidazole Drugs 0.000 description 1
- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229960000564 nitrofurantoin Drugs 0.000 description 1
- NXFQHRVNIOXGAQ-YCRREMRBSA-N nitrofurantoin Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)NC(=O)C1 NXFQHRVNIOXGAQ-YCRREMRBSA-N 0.000 description 1
- OGJPXUAPXNRGGI-UHFFFAOYSA-N norfloxacin Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNCC1 OGJPXUAPXNRGGI-UHFFFAOYSA-N 0.000 description 1
- 229960001180 norfloxacin Drugs 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002351 oleandomycin Drugs 0.000 description 1
- RZPAKFUAFGMUPI-KGIGTXTPSA-N oleandomycin Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@@H](C)C(=O)[C@]2(OC2)C[C@H](C)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C RZPAKFUAFGMUPI-KGIGTXTPSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- ANRIQLNBZQLTFV-DZUOILHNSA-N pentagastrin Chemical compound C([C@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=1[C]2C=CC=CC2=NC=1)NC(=O)CCNC(=O)OC(C)(C)C)CCSC)C(N)=O)C1=CC=CC=C1 ANRIQLNBZQLTFV-DZUOILHNSA-N 0.000 description 1
- 229960000444 pentagastrin Drugs 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 208000000689 peptic esophagitis Diseases 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- MECSPJLHBXDSCB-UHFFFAOYSA-N pyridin-2-ylmethyl 2-methylpropanoate Chemical compound CC(C)C(=O)OCC1=CC=CC=N1 MECSPJLHBXDSCB-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000011552 rat model Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000003248 secreting effect Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- LUZSXLWAUXSKHK-UHFFFAOYSA-M sodium;4-octadecoxy-4-oxobutanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOC(=O)CCC([O-])=O LUZSXLWAUXSKHK-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008107 starch Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical class O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229960002180 tetracycline Drugs 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 229940040944 tetracyclines Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 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
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9700661A SE9700661D0 (sv) | 1997-02-25 | 1997-02-25 | New compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW568907B true TW568907B (en) | 2004-01-01 |
Family
ID=20405920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW087102208A TW568907B (en) | 1997-02-25 | 1998-02-17 | Imidazo pyridine derivatives for inhibition of gastric acid secretion |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US6265415B1 (enExample) |
| EP (1) | EP0971920B1 (enExample) |
| JP (1) | JP2001512477A (enExample) |
| KR (1) | KR20000075622A (enExample) |
| CN (1) | CN1100056C (enExample) |
| AR (1) | AR011134A1 (enExample) |
| AT (1) | ATE218569T1 (enExample) |
| AU (1) | AU723389B2 (enExample) |
| BR (1) | BR9807457A (enExample) |
| CA (1) | CA2280008A1 (enExample) |
| CZ (1) | CZ291681B6 (enExample) |
| DE (1) | DE69805787T2 (enExample) |
| DK (1) | DK0971920T3 (enExample) |
| EE (1) | EE04016B1 (enExample) |
| ES (1) | ES2178169T3 (enExample) |
| HU (1) | HUP0000720A3 (enExample) |
| ID (1) | ID22218A (enExample) |
| IL (1) | IL131122A0 (enExample) |
| IS (1) | IS1901B (enExample) |
| MY (1) | MY118822A (enExample) |
| NO (1) | NO313009B1 (enExample) |
| NZ (1) | NZ336878A (enExample) |
| PL (1) | PL190379B1 (enExample) |
| PT (1) | PT971920E (enExample) |
| RU (1) | RU2193036C2 (enExample) |
| SE (1) | SE9700661D0 (enExample) |
| SK (1) | SK283903B6 (enExample) |
| TR (1) | TR199902060T2 (enExample) |
| TW (1) | TW568907B (enExample) |
| UA (1) | UA64741C2 (enExample) |
| WO (1) | WO1998037080A1 (enExample) |
| ZA (1) | ZA981134B (enExample) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7141244B1 (en) * | 1992-03-02 | 2006-11-28 | Chiron Srl | Helicobacter pylori proteins useful for vaccines and diagnostics |
| JPH10502365A (ja) * | 1994-07-01 | 1998-03-03 | リカン・リミテッド | ヘリコバクタータンパク質およびワクチン |
| GB2324093A (en) * | 1996-01-04 | 1998-10-14 | Rican Limited | Helicobacter pylori bacterioferritin |
| SE9602286D0 (sv) | 1996-06-10 | 1996-06-10 | Astra Ab | New compounds |
| SE9704404D0 (sv) | 1997-11-28 | 1997-11-28 | Astra Ab | New compounds |
| SE9802794D0 (sv) * | 1998-08-21 | 1998-08-21 | Astra Ab | New compounds |
| DE10001037C1 (de) * | 2000-01-13 | 2001-12-13 | Byk Gulden Lomberg Chem Fab | Verfahren und Zwischenprodukte zur Herstellung von Imidazopyridinen |
| UA80393C2 (uk) | 2000-12-07 | 2007-09-25 | Алтана Фарма Аг | Фармацевтична композиція, яка містить інгібітор фде 4, диспергований в матриці |
| EP1423142A1 (en) * | 2001-08-31 | 2004-06-02 | Chiron SRL. | Helicobacter pylori vaccination with a combination of caga, vaca and nap proteins |
| DE10145457A1 (de) | 2001-09-14 | 2003-04-03 | Basf Ag | Substituierte Imidazo[1,2-a]-5,6,7,8-tetrahydropyridin-8-one, Verfahren zu ihrer Herstellung, sowie deren Verwendung zur Herstellung von Imidazo[1,2,-a]pyridinen |
| MY140561A (en) | 2002-02-20 | 2009-12-31 | Nycomed Gmbh | Dosage form containing pde 4 inhibitor as active ingredient |
| CA2499639C (en) | 2002-09-19 | 2011-11-08 | Schering Corporation | Imidazopyridines as cyclin dependent kinase inhibitors |
| DK1603570T5 (da) * | 2003-02-26 | 2013-12-09 | Sugen Inc | Aminoheteroarylforbindelser som proteinkinaseinhibitorer |
| ES2335498T3 (es) | 2003-03-10 | 2010-03-29 | Nycomed Gmbh | Nuevo proceso para la preparacion de reflumilast. |
| SE0301904D0 (sv) * | 2003-06-26 | 2003-06-26 | Astrazeneca Ab | Novel imidazopyridine compound II with therapeutic effect |
| WO2005026164A1 (en) * | 2003-09-18 | 2005-03-24 | Altana Pharma Ag | Pharmacologically active imidazo[4,5-c]pyridines |
| CA2544325A1 (en) | 2003-11-03 | 2005-05-12 | Astrazeneca Ab | Imidazo [1,2-a] pyridine derivatives for the treatment of silent gastro-esophageal reflux |
| SE0303451D0 (sv) * | 2003-12-18 | 2003-12-18 | Astrazeneca Ab | New compounds |
| TW200606163A (en) * | 2004-04-22 | 2006-02-16 | Eisai Co Ltd | Imidazopyridine compound |
| ATE527258T1 (de) * | 2004-07-28 | 2011-10-15 | Takeda Pharmaceutical | Pyrroloä2,3-cüpyridinverbindung, verfahren zu deren herstellung und anwendung |
| KR100958829B1 (ko) | 2004-09-03 | 2010-05-25 | 주식회사유한양행 | 피롤로[2,3-ｃ]피리딘 유도체 및 그의 제조방법 |
| EP1784402B1 (en) | 2004-09-03 | 2011-08-03 | Yuhan Corporation | PYRROLO[3,2-c]PYRIDINE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF |
| MX2007002219A (es) * | 2004-09-03 | 2007-05-04 | Yuhan Corp | Derivados de pirrolo [3,2-b ] piridina y procesos para su preparacion. |
| KR101068355B1 (ko) * | 2005-03-09 | 2011-09-28 | 주식회사유한양행 | 신규의 이미다조[1,2-ａ]피리딘 유도체 및 그의 제조방법 |
| EP2258350B1 (en) * | 2005-03-16 | 2014-12-24 | Takeda GmbH | Taste masked dosage form containing roflumilast |
| WO2006100119A1 (en) * | 2005-03-24 | 2006-09-28 | Glaxo Group Limited | Derivatives of imidazo (1,2-a) pyridine useful as medicaments for treating gastrointestinal diseases |
| US7825137B2 (en) | 2005-12-05 | 2010-11-02 | Pfizer Inc. | Method of treating abnormal cell growth |
| DK1963302T3 (da) | 2005-12-05 | 2013-04-02 | Pfizer Prod Inc | Polymorfer af en C-MET/HGFR-inhibitor |
| FR2903107B1 (fr) * | 2006-07-03 | 2008-08-22 | Sanofi Aventis Sa | Derives d'imidazopyridine-2-carboxamides, leur preparation et leur application en therapeutique |
| EP2496578A4 (en) * | 2009-11-05 | 2013-08-21 | Univ Notre Dame Du Lac | IMIDAZO [1,2-A] PYRIDINE COMPOUNDS, THEIR SYNTHESIS AND METHODS OF USE THEREOF |
| EA201391769A1 (ru) | 2011-05-30 | 2014-04-30 | Астеллас Фарма Инк. | Имидазопиридиновые соединения |
| JP6056872B2 (ja) * | 2012-11-30 | 2017-01-11 | アステラス製薬株式会社 | イミダゾピリジン化合物 |
| CN120117960A (zh) * | 2025-05-12 | 2025-06-10 | 天津全和诚科技有限责任公司 | 一种杂质化合物及其制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA81219B (en) * | 1980-01-23 | 1982-01-27 | Schering Corp | Imidazo (1,2-a) pyridines ,process for their preparation and pharmaceutical compositions containing them |
| US4725601A (en) | 1985-06-04 | 1988-02-16 | Fujisawa Pharmaceutical Co., Ltd. | Certain imidazo[1,2-a]pyridines useful in the treatment of ulcers |
| EP0228006A1 (en) * | 1985-12-16 | 1987-07-08 | Fujisawa Pharmaceutical Co., Ltd. | Imidazopyridine compounds and processes for preparation thereof |
| HU201551B (en) * | 1988-02-03 | 1990-11-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 4-oxo-4h-pyrido(1,2-a)pyrimidine-3-carboxylic acid amide derivatives and pharmaceutical compositions comprising same |
-
1997
- 1997-02-25 SE SE9700661A patent/SE9700661D0/xx unknown
-
1998
- 1998-02-11 ZA ZA981134A patent/ZA981134B/xx unknown
- 1998-02-11 AR ARP980100614A patent/AR011134A1/es active IP Right Grant
- 1998-02-17 PL PL98335485A patent/PL190379B1/pl not_active IP Right Cessation
- 1998-02-17 EE EEP199900367A patent/EE04016B1/xx not_active IP Right Cessation
- 1998-02-17 CZ CZ19993014A patent/CZ291681B6/cs not_active IP Right Cessation
- 1998-02-17 SK SK1099-99A patent/SK283903B6/sk unknown
- 1998-02-17 AT AT98907306T patent/ATE218569T1/de not_active IP Right Cessation
- 1998-02-17 NZ NZ336878A patent/NZ336878A/en unknown
- 1998-02-17 CA CA002280008A patent/CA2280008A1/en not_active Abandoned
- 1998-02-17 HU HU0000720A patent/HUP0000720A3/hu unknown
- 1998-02-17 TW TW087102208A patent/TW568907B/zh active
- 1998-02-17 EP EP98907306A patent/EP0971920B1/en not_active Expired - Lifetime
- 1998-02-17 AU AU63147/98A patent/AU723389B2/en not_active Ceased
- 1998-02-17 BR BR9807457-1A patent/BR9807457A/pt not_active IP Right Cessation
- 1998-02-17 PT PT98907306T patent/PT971920E/pt unknown
- 1998-02-17 ES ES98907306T patent/ES2178169T3/es not_active Expired - Lifetime
- 1998-02-17 IL IL13112298A patent/IL131122A0/xx not_active IP Right Cessation
- 1998-02-17 DE DE69805787T patent/DE69805787T2/de not_active Expired - Fee Related
- 1998-02-17 KR KR1019997007685A patent/KR20000075622A/ko not_active Abandoned
- 1998-02-17 TR TR1999/02060T patent/TR199902060T2/xx unknown
- 1998-02-17 UA UA99084654A patent/UA64741C2/uk unknown
- 1998-02-17 ID IDW990903A patent/ID22218A/id unknown
- 1998-02-17 WO PCT/SE1998/000275 patent/WO1998037080A1/en not_active Ceased
- 1998-02-17 RU RU99120178/04A patent/RU2193036C2/ru not_active IP Right Cessation
- 1998-02-17 JP JP53654998A patent/JP2001512477A/ja not_active Ceased
- 1998-02-17 US US09/043,040 patent/US6265415B1/en not_active Expired - Lifetime
- 1998-02-17 CN CN98802784A patent/CN1100056C/zh not_active Expired - Fee Related
- 1998-02-17 DK DK98907306T patent/DK0971920T3/da active
- 1998-02-23 MY MYPI98000774A patent/MY118822A/en unknown
-
1999
- 1999-08-05 IS IS5148A patent/IS1901B/is unknown
- 1999-08-24 NO NO19994078A patent/NO313009B1/no unknown
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| GD4A | Issue of patent certificate for granted invention patent |