OA12867A - Prodrugs of imidazole derivatives, for use as proton pump inhibitors in the treatment of e.g. pepticulcers. - Google Patents
Prodrugs of imidazole derivatives, for use as proton pump inhibitors in the treatment of e.g. pepticulcers. Download PDFInfo
- Publication number
- OA12867A OA12867A OA1200400327A OA1200400327A OA12867A OA 12867 A OA12867 A OA 12867A OA 1200400327 A OA1200400327 A OA 1200400327A OA 1200400327 A OA1200400327 A OA 1200400327A OA 12867 A OA12867 A OA 12867A
- Authority
- OA
- OAPI
- Prior art keywords
- group
- methyl
- substituents
- ethyl
- added
- Prior art date
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- 208000008469 Peptic Ulcer Diseases 0.000 title claims description 8
- 238000011282 treatment Methods 0.000 title claims description 6
- 239000000651 prodrug Substances 0.000 title abstract description 9
- 229940002612 prodrug Drugs 0.000 title abstract description 9
- 229940126409 proton pump inhibitor Drugs 0.000 title description 5
- 239000000612 proton pump inhibitor Substances 0.000 title description 5
- 150000002460 imidazoles Chemical class 0.000 title description 3
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 194
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 893
- 239000000203 mixture Substances 0.000 claims description 287
- -1 imidazole compound Chemical class 0.000 claims description 220
- 125000001424 substituent group Chemical group 0.000 claims description 186
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 170
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 162
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 98
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 85
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 75
- 150000002430 hydrocarbons Chemical class 0.000 claims description 74
- 125000000623 heterocyclic group Chemical group 0.000 claims description 70
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 56
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 49
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 38
- 229920006395 saturated elastomer Polymers 0.000 claims description 37
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 31
- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical compound CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 claims description 30
- 229930195733 hydrocarbon Natural products 0.000 claims description 26
- 239000004215 Carbon black (E152) Substances 0.000 claims description 25
- 125000004429 atom Chemical group 0.000 claims description 23
- 229910052717 sulfur Inorganic materials 0.000 claims description 23
- 125000004434 sulfur atom Chemical group 0.000 claims description 22
- 125000004076 pyridyl group Chemical group 0.000 claims description 21
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 claims description 17
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 17
- 125000005153 alkyl sulfamoyl group Chemical group 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- 239000008194 pharmaceutical composition Substances 0.000 claims description 16
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 201000006549 dyspepsia Diseases 0.000 claims description 13
- 208000021302 gastroesophageal reflux disease Diseases 0.000 claims description 13
- 125000002252 acyl group Chemical group 0.000 claims description 12
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 12
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 11
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 11
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 10
- 208000005718 Stomach Neoplasms Diseases 0.000 claims description 9
- 206010017758 gastric cancer Diseases 0.000 claims description 9
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 201000011549 stomach cancer Diseases 0.000 claims description 9
- 208000007882 Gastritis Diseases 0.000 claims description 8
- 201000008629 Zollinger-Ellison syndrome Diseases 0.000 claims description 8
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 8
- 201000000052 gastrinoma Diseases 0.000 claims description 8
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 7
- 208000017215 gastric mucosa-associated lymphoid tissue lymphoma Diseases 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- 208000000689 peptic esophagitis Diseases 0.000 claims description 7
- 208000011906 peptic ulcer disease Diseases 0.000 claims description 7
- 206010030216 Oesophagitis Diseases 0.000 claims description 6
- 208000006881 esophagitis Diseases 0.000 claims description 6
- 239000003242 anti bacterial agent Substances 0.000 claims description 5
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 5
- 238000011321 prophylaxis Methods 0.000 claims description 5
- 206010046274 Upper gastrointestinal haemorrhage Diseases 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- 208000012671 Gastrointestinal haemorrhages Diseases 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- CLWAVCGHMKBDLV-UHFFFAOYSA-N ethyl 2-[[5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazole-1-carbonyl]-methylamino]ethyl carbonate Chemical compound N=1C2=CC(OC)=CC=C2N(C(=O)N(C)CCOC(=O)OCC)C=1S(=O)CC1=NC=C(C)C(OC)=C1C CLWAVCGHMKBDLV-UHFFFAOYSA-N 0.000 claims description 3
- 238000009472 formulation Methods 0.000 claims description 3
- 230000002496 gastric effect Effects 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
- 229940124597 therapeutic agent Drugs 0.000 claims description 2
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- 206010025323 Lymphomas Diseases 0.000 claims 1
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- 238000012986 modification Methods 0.000 abstract 2
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- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
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- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
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- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
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- 239000011877 solvent mixture Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
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- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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- 239000000758 substrate Substances 0.000 description 1
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- 239000007940 sugar coated tablet Substances 0.000 description 1
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- 239000011593 sulfur Substances 0.000 description 1
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- 239000004094 surface-active agent Substances 0.000 description 1
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- 230000009747 swallowing Effects 0.000 description 1
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- 235000002906 tartaric acid Nutrition 0.000 description 1
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- MFPWEWYKQYMWRO-UHFFFAOYSA-N tert-butyl carboxy carbonate Chemical compound CC(C)(C)OC(=O)OC(O)=O MFPWEWYKQYMWRO-UHFFFAOYSA-N 0.000 description 1
- IXZDIALLLMRYOU-UHFFFAOYSA-N tert-butyl hypochlorite Chemical compound CC(C)(C)OCl IXZDIALLLMRYOU-UHFFFAOYSA-N 0.000 description 1
- QLINSRLXHSBUPL-UHFFFAOYSA-N tert-butyl n-(2,3-dihydroxypropyl)-n-methylcarbamate Chemical compound OCC(O)CN(C)C(=O)OC(C)(C)C QLINSRLXHSBUPL-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
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- 235000010436 thaumatin Nutrition 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
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- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 125000004627 thianthrenyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3SC12)* 0.000 description 1
- 125000005458 thianyl group Chemical group 0.000 description 1
- PGAZQSBUJDVGIX-UHFFFAOYSA-N thiazepane Chemical compound C1CCNSCC1 PGAZQSBUJDVGIX-UHFFFAOYSA-N 0.000 description 1
- VZYZKDFMQQEERI-UHFFFAOYSA-N thiazocane Chemical compound C1CCCSNCC1 VZYZKDFMQQEERI-UHFFFAOYSA-N 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- UCUOVADUXMCWOM-UHFFFAOYSA-N thiepan-2-one Chemical compound O=C1CCCCCS1 UCUOVADUXMCWOM-UHFFFAOYSA-N 0.000 description 1
- 125000001583 thiepanyl group Chemical group 0.000 description 1
- XSROQCDVUIHRSI-UHFFFAOYSA-N thietane Chemical compound C1CSC1 XSROQCDVUIHRSI-UHFFFAOYSA-N 0.000 description 1
- 125000002053 thietanyl group Chemical group 0.000 description 1
- DUYAAUVXQSMXQP-UHFFFAOYSA-M thioacetate Chemical compound CC([S-])=O DUYAAUVXQSMXQP-UHFFFAOYSA-M 0.000 description 1
- VVGBVIKEALGJBR-UHFFFAOYSA-N thiocan-2-one Chemical compound O=C1CCCCCCS1 VVGBVIKEALGJBR-UHFFFAOYSA-N 0.000 description 1
- AMIGYDGSJCJWSD-UHFFFAOYSA-N thiocane Chemical compound C1CCCSCCC1 AMIGYDGSJCJWSD-UHFFFAOYSA-N 0.000 description 1
- 125000001166 thiolanyl group Chemical group 0.000 description 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- AOBORMOPSGHCAX-DGHZZKTQSA-N tocofersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-DGHZZKTQSA-N 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- LENLQGBLVGGAMF-UHFFFAOYSA-N tributyl([1,2,4]triazolo[1,5-a]pyridin-6-yl)stannane Chemical compound C1=C([Sn](CCCC)(CCCC)CCCC)C=CC2=NC=NN21 LENLQGBLVGGAMF-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 125000003652 trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 210000002438 upper gastrointestinal tract Anatomy 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 125000004933 β-carbolinyl group Chemical group C1(=NC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 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
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—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
- C07D233/66—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 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
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002175086 | 2002-06-14 | ||
| JP2003041085 | 2003-02-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA12867A true OA12867A (en) | 2006-09-15 |
Family
ID=29738411
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA1200400327A OA12867A (en) | 2002-06-14 | 2003-06-13 | Prodrugs of imidazole derivatives, for use as proton pump inhibitors in the treatment of e.g. pepticulcers. |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US20060293371A1 (fr) |
| EP (2) | EP1513527B1 (fr) |
| JP (1) | JPWO2003106429A1 (fr) |
| KR (1) | KR20050009751A (fr) |
| CN (1) | CN1678315A (fr) |
| AR (1) | AR040221A1 (fr) |
| AT (1) | ATE437642T1 (fr) |
| AU (2) | AU2003242388A1 (fr) |
| BR (1) | BR0311801A (fr) |
| CA (2) | CA2489470A1 (fr) |
| DE (1) | DE60328603D1 (fr) |
| IL (1) | IL165562A0 (fr) |
| MX (1) | MXPA04012396A (fr) |
| NO (1) | NO20050141L (fr) |
| OA (1) | OA12867A (fr) |
| PE (1) | PE20040563A1 (fr) |
| PL (1) | PL373085A1 (fr) |
| TW (1) | TW200307544A (fr) |
| WO (2) | WO2003105845A1 (fr) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1740571E (pt) | 2004-04-28 | 2009-09-02 | Hetero Drugs Ltd | Processo para preparar compostos de piridinilmetil-1hbenzimidazol na forma enantiomericamente enriquecida ou como enantiómeros únicos |
| WO2006090845A1 (fr) | 2005-02-25 | 2006-08-31 | Takeda Pharmaceutical Company Limited | Procédé de fabrication de granulés |
| KR101148399B1 (ko) * | 2005-06-22 | 2012-05-23 | 일양약품주식회사 | 항궤양제 및 점막보호제를 함유하는 경구용 위장질환치료용 약제 조성물 |
| US20100317689A1 (en) * | 2006-09-19 | 2010-12-16 | Garst Michael E | Prodrugs of proton pump inhibitors including the 1h-imidazo[4,5-b] pyridine moiety |
| US20080103169A1 (en) | 2006-10-27 | 2008-05-01 | The Curators Of The University Of Missouri | Compositions comprising acid labile proton pump inhibiting agents, at least one other pharmaceutically active agent and methods of using same |
| JP2011512416A (ja) | 2008-02-20 | 2011-04-21 | ザ・キュレイターズ・オブ・ザ・ユニバーシティー・オブ・ミズーリ | オメプラゾール及びランソプラゾールの組合せと緩衝剤を含んでなる組成物とそれを使用する方法 |
| US8722720B2 (en) | 2009-10-28 | 2014-05-13 | Newlink Genetics Corporation | Imidazole derivatives as IDO inhibitors |
| US8916563B2 (en) | 2010-07-16 | 2014-12-23 | The Trustees Of Columbia University In The City Of New York | Aldose reductase inhibitors and uses thereof |
| WO2016172436A1 (fr) * | 2015-04-23 | 2016-10-27 | Temple University-Of The Commonwealth System Of Higher Education | Composés amphiphiles polycationiques et leurs polymères utilisables en tant qu'agents antimicrobiens et leurs procédés d'utilisation |
| CN109310674B (zh) * | 2016-06-21 | 2022-07-08 | 纽约市哥伦比亚大学理事会 | 醛糖还原酶抑制剂及其使用方法 |
| WO2018081347A1 (fr) | 2016-10-26 | 2018-05-03 | Temple University-Of The Commonwealth System Of Higher Education | Composés amphiphiles polycationiques utiles en tant qu'agents antimicrobiens et leurs méthodes d'utilisation |
| IL272246B1 (en) | 2017-07-28 | 2025-09-01 | Applied Therapeutics Inc | Derivatives of 2-(4-oxo/thioketone/azo-3-((substituted)benzo[d]thiazol-2-yl)methyl)- 3,4-dihydrothieno[3,4-d]pyridazin-1-yl)acetic acid for use as aldose reductase inhibitors in treating galactosemia or preventing complications associated with galactosemia |
| CN113966396A (zh) | 2019-05-07 | 2022-01-21 | 迈阿密大学 | 遗传性神经病和相关障碍的治疗和检测 |
| ES3014815T3 (en) * | 2020-06-17 | 2025-04-25 | Ildong Pharmaceutical Co Ltd | Novel acid secretion inhibitor and use thereof |
| IT202200001022A1 (it) * | 2022-01-21 | 2023-07-21 | Exo Lab Italia | Composti farmaceutici ibridi ottenuti mediante coniugazione di un inibitore delle pompe protoniche e un inibitore delle anidrasi carboniche |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE416649B (sv) * | 1974-05-16 | 1981-01-26 | Haessle Ab | Forfarande for framstellning av foreningar som paverkar magsyrasekretionen |
| SE8300736D0 (sv) * | 1983-02-11 | 1983-02-11 | Haessle Ab | Novel pharmacologically active compounds |
| KR890000387B1 (ko) * | 1984-09-24 | 1989-03-16 | 디 엎존 캄파니 | 2-(피리딜알켄술 피닐)벤즈 이미드아졸류의 n-치환 유도체의 제조방법 |
| IL76839A (en) * | 1984-10-31 | 1988-08-31 | Byk Gulden Lomberg Chem Fab | Picoline derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same |
| SE8505112D0 (sv) * | 1985-10-29 | 1985-10-29 | Haessle Ab | Novel pharmacological compounds |
| US4965269A (en) * | 1989-12-20 | 1990-10-23 | Ab Hassle | Therapeutically active chloro substituted benzimidazoles |
| US5614549A (en) * | 1992-08-21 | 1997-03-25 | Enzon, Inc. | High molecular weight polymer-based prodrugs |
| US6093734A (en) * | 1998-08-10 | 2000-07-25 | Partnership Of Michael E. Garst, George Sachs, And Jai Moo Shin | Prodrugs of proton pump inhibitors |
| CA2368830A1 (fr) * | 1999-04-09 | 2000-10-19 | Basf Aktiengesellschaft | Promedicaments d'inhibiteurs de la thrombine |
| US6765019B1 (en) * | 1999-05-06 | 2004-07-20 | University Of Kentucky Research Foundation | Permeable, water soluble, non-irritating prodrugs of chemotherapeutic agents with oxaalkanoic acids |
| DK1790344T3 (da) * | 2000-07-07 | 2011-05-02 | Spectrum Pharmaceuticals Inc | Fremgangsmåder til behandling af sygdomsfremkaldt perifer neuropati og beslægtede tilstande |
| EP1334971A4 (fr) | 2000-10-12 | 2004-05-12 | Takeda Chemical Industries Ltd | Composes derives de benzimidazole, leur procede de production et leur utilisation |
| KR20030033007A (ko) * | 2001-05-31 | 2003-04-26 | 코울터 파머수티컬, 인코포레이티드 | 세포독소, 약물전구체, 링커 및 이에 유용한 안정화제 |
| EP1437352A4 (fr) | 2001-09-25 | 2004-12-08 | Takeda Chemical Industries Ltd | Compose de benzymidazole, procede de production et d'utilisation de celui-ci |
-
2003
- 2003-06-13 CN CNA038188953A patent/CN1678315A/zh active Pending
- 2003-06-13 AU AU2003242388A patent/AU2003242388A1/en not_active Abandoned
- 2003-06-13 CA CA002489470A patent/CA2489470A1/fr not_active Abandoned
- 2003-06-13 BR BR0311801-0A patent/BR0311801A/pt not_active IP Right Cessation
- 2003-06-13 WO PCT/JP2003/007546 patent/WO2003105845A1/fr not_active Ceased
- 2003-06-13 DE DE60328603T patent/DE60328603D1/de not_active Expired - Lifetime
- 2003-06-13 AU AU2003242390A patent/AU2003242390A1/en not_active Abandoned
- 2003-06-13 AT AT03733426T patent/ATE437642T1/de not_active IP Right Cessation
- 2003-06-13 WO PCT/JP2003/007545 patent/WO2003106429A1/fr not_active Ceased
- 2003-06-13 EP EP03733426A patent/EP1513527B1/fr not_active Expired - Lifetime
- 2003-06-13 TW TW092116056A patent/TW200307544A/zh unknown
- 2003-06-13 KR KR10-2004-7020371A patent/KR20050009751A/ko not_active Withdrawn
- 2003-06-13 PE PE2003000593A patent/PE20040563A1/es not_active Application Discontinuation
- 2003-06-13 EP EP03733425A patent/EP1514870A4/fr not_active Withdrawn
- 2003-06-13 AR ARP030102114A patent/AR040221A1/es not_active Application Discontinuation
- 2003-06-13 MX MXPA04012396A patent/MXPA04012396A/es not_active Application Discontinuation
- 2003-06-13 CA CA002489361A patent/CA2489361A1/fr not_active Abandoned
- 2003-06-13 OA OA1200400327A patent/OA12867A/en unknown
- 2003-06-13 US US10/517,847 patent/US20060293371A1/en not_active Abandoned
- 2003-06-13 JP JP2004513262A patent/JPWO2003106429A1/ja active Pending
- 2003-06-13 PL PL03373085A patent/PL373085A1/xx not_active Application Discontinuation
- 2003-06-13 US US10/517,633 patent/US7410981B2/en not_active Expired - Fee Related
-
2004
- 2004-12-05 IL IL16556204A patent/IL165562A0/xx unknown
-
2005
- 2005-01-11 NO NO20050141A patent/NO20050141L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US7410981B2 (en) | 2008-08-12 |
| ATE437642T1 (de) | 2009-08-15 |
| US20060293371A1 (en) | 2006-12-28 |
| AU2003242390A1 (en) | 2003-12-31 |
| BR0311801A (pt) | 2005-04-12 |
| AU2003242388A1 (en) | 2003-12-31 |
| PE20040563A1 (es) | 2004-10-21 |
| WO2003105845A1 (fr) | 2003-12-24 |
| IL165562A0 (en) | 2006-01-15 |
| MXPA04012396A (es) | 2005-06-17 |
| CA2489470A1 (fr) | 2003-12-24 |
| CN1678315A (zh) | 2005-10-05 |
| CA2489361A1 (fr) | 2003-12-24 |
| TW200307544A (en) | 2003-12-16 |
| AR040221A1 (es) | 2005-03-16 |
| NO20050141D0 (no) | 2005-01-11 |
| DE60328603D1 (de) | 2009-09-10 |
| US20050222210A1 (en) | 2005-10-06 |
| KR20050009751A (ko) | 2005-01-25 |
| EP1513527A1 (fr) | 2005-03-16 |
| JPWO2003106429A1 (ja) | 2005-10-13 |
| EP1513527B1 (fr) | 2009-07-29 |
| EP1514870A1 (fr) | 2005-03-16 |
| NO20050141L (no) | 2005-01-27 |
| PL373085A1 (en) | 2005-08-08 |
| WO2003106429A1 (fr) | 2003-12-24 |
| EP1514870A4 (fr) | 2006-08-23 |
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