AP215A - Substituted benzimidazoles, process for their preparation and their pharmaceutical use. - Google Patents
Substituted benzimidazoles, process for their preparation and their pharmaceutical use. Download PDFInfo
- Publication number
- AP215A AP215A APAP/P/1991/000285A AP9100285A AP215A AP 215 A AP215 A AP 215A AP 9100285 A AP9100285 A AP 9100285A AP 215 A AP215 A AP 215A
- Authority
- AP
- ARIPO
- Prior art keywords
- methyl
- compound
- compound according
- benzimidazole
- carbon atoms
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 24
- 238000000034 method Methods 0.000 title claims description 12
- 150000001556 benzimidazoles Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 119
- 239000000203 mixture Substances 0.000 claims description 40
- -1 3,4dimethoxy-2-pyridinyl Chemical group 0.000 claims description 29
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 15
- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical compound CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 claims description 14
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- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 241000124008 Mammalia Species 0.000 claims description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 6
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- 229940081734 cellulose acetate phthalate Drugs 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- JYWJULGYGOLCGW-UHFFFAOYSA-N chloromethyl chloroformate Chemical compound ClCOC(Cl)=O JYWJULGYGOLCGW-UHFFFAOYSA-N 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
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- WFPZPJSADLPSON-UHFFFAOYSA-N dinitrogen tetraoxide Chemical compound [O-][N+](=O)[N+]([O-])=O WFPZPJSADLPSON-UHFFFAOYSA-N 0.000 description 1
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- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- INSIHXXHWRHCGU-UHFFFAOYSA-N ethyl 2-[(3,4-dimethoxypyridin-2-yl)methylsulfanyl]-3h-benzimidazole-5-carboxylate Chemical compound N=1C2=CC(C(=O)OCC)=CC=C2NC=1SCC1=NC=CC(OC)=C1OC INSIHXXHWRHCGU-UHFFFAOYSA-N 0.000 description 1
- BIIIXELDRBGRHL-UHFFFAOYSA-N ethyl 2-sulfanylidene-1,3-dihydrobenzimidazole-5-carboxylate Chemical compound CCOC(=O)C1=CC=C2N=C(S)NC2=C1 BIIIXELDRBGRHL-UHFFFAOYSA-N 0.000 description 1
- MVPICKVDHDWCJQ-UHFFFAOYSA-N ethyl 3-pyrrolidin-1-ylpropanoate Chemical compound CCOC(=O)CCN1CCCC1 MVPICKVDHDWCJQ-UHFFFAOYSA-N 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 210000004211 gastric acid Anatomy 0.000 description 1
- 201000005917 gastric ulcer Diseases 0.000 description 1
- 208000021302 gastroesophageal reflux disease Diseases 0.000 description 1
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- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 229960004931 histamine dihydrochloride Drugs 0.000 description 1
- PPZMYIBUHIPZOS-UHFFFAOYSA-N histamine dihydrochloride Chemical compound Cl.Cl.NCCC1=CN=CN1 PPZMYIBUHIPZOS-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
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- JYJVVHFRSFVEJM-UHFFFAOYSA-N iodosobenzene Chemical compound O=IC1=CC=CC=C1 JYJVVHFRSFVEJM-UHFFFAOYSA-N 0.000 description 1
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- 239000000314 lubricant Substances 0.000 description 1
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- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- GFDHSPQGYGSEBJ-UHFFFAOYSA-N methyl 2-[(3,4-dimethoxypyridin-2-yl)methylsulfanyl]-6-methyl-1h-benzimidazole-5-carboxylate Chemical compound N1C=2C=C(C)C(C(=O)OC)=CC=2N=C1SCC1=NC=CC(OC)=C1OC GFDHSPQGYGSEBJ-UHFFFAOYSA-N 0.000 description 1
- IGOMVCXJKJDMKE-UHFFFAOYSA-N methyl 2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-1-(ethoxycarbonyloxymethyl)-6-methylbenzimidazole-5-carboxylate Chemical compound N=1C2=CC(C(=O)OC)=C(C)C=C2N(COC(=O)OCC)C=1S(=O)CC1=NC=CC(OC)=C1OC IGOMVCXJKJDMKE-UHFFFAOYSA-N 0.000 description 1
- ZEKUWPRHIRKXNJ-UHFFFAOYSA-N methyl 6-methyl-2-sulfanylidene-1,3-dihydrobenzimidazole-5-carboxylate Chemical compound C1=C(C)C(C(=O)OC)=CC2=C1N=C(S)N2 ZEKUWPRHIRKXNJ-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- 238000003305 oral gavage Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 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
- 208000000689 peptic esophagitis Diseases 0.000 description 1
- 208000011906 peptic ulcer disease Diseases 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000011552 rat model Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940045902 sodium stearyl fumarate Drugs 0.000 description 1
- 238000013112 stability test Methods 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
- 230000000638 stimulation Effects 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000967 thyroidotoxicity Toxicity 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 150000003682 vanadium compounds Chemical class 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
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Classifications
-
- 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
-
- 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
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9002206A SE9002206D0 (sv) | 1990-06-20 | 1990-06-20 | New compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AP9100285A0 AP9100285A0 (en) | 1991-07-31 |
| AP215A true AP215A (en) | 1992-09-02 |
Family
ID=20379831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| APAP/P/1991/000285A AP215A (en) | 1990-06-20 | 1991-06-19 | Substituted benzimidazoles, process for their preparation and their pharmaceutical use. |
Country Status (27)
| Country | Link |
|---|---|
| EP (1) | EP0535081A1 (cs) |
| JP (1) | JPH05507713A (cs) |
| CN (1) | CN1058212A (cs) |
| AP (1) | AP215A (cs) |
| AU (1) | AU649453B2 (cs) |
| BG (1) | BG97200A (cs) |
| CA (1) | CA2083714A1 (cs) |
| CZ (1) | CZ279772B6 (cs) |
| FI (1) | FI925766A7 (cs) |
| HU (1) | HUT62881A (cs) |
| IE (1) | IE912025A1 (cs) |
| IL (1) | IL98470A0 (cs) |
| IS (1) | IS3721A7 (cs) |
| LT (2) | LT3952B (cs) |
| LV (1) | LV10953A (cs) |
| MA (1) | MA22199A1 (cs) |
| NO (1) | NO924775D0 (cs) |
| NZ (1) | NZ238546A (cs) |
| OA (1) | OA09682A (cs) |
| PT (1) | PT98035A (cs) |
| RO (1) | RO110493B1 (cs) |
| SE (1) | SE9002206D0 (cs) |
| TN (1) | TNSN91049A1 (cs) |
| TW (1) | TW216418B (cs) |
| WO (1) | WO1991019711A1 (cs) |
| YU (1) | YU104191A (cs) |
| ZA (2) | ZA914296B (cs) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE9002043D0 (sv) * | 1990-06-07 | 1990-06-07 | Astra Ab | Improved method for synthesis |
| SE9103776D0 (sv) * | 1991-12-19 | 1991-12-19 | Astra Ab | New compounds |
| IS4232A (is) * | 1993-12-06 | 1995-06-07 | Astra Aktiebolag | Súbstitúerað bensimidasól, aðferðir við framleiðslu þess og lyfjafræðileg notkun |
| SE504459C2 (sv) * | 1994-07-15 | 1997-02-17 | Astra Ab | Förfarande för framställning av substituerade sulfoxider |
| SE9500422D0 (sv) * | 1995-02-06 | 1995-02-06 | Astra Ab | New oral pharmaceutical dosage forms |
| SE9500478D0 (sv) * | 1995-02-09 | 1995-02-09 | Astra Ab | New pharmaceutical formulation and process |
| SE9600070D0 (sv) | 1996-01-08 | 1996-01-08 | Astra Ab | New oral pharmaceutical dosage forms |
| BR0017140A (pt) | 2000-02-24 | 2004-05-25 | Kopran Res Lab Ltd | Derivados de benzimidazol anti-úlcera estáveis ácidos para administração oral |
| SE0101379D0 (sv) | 2001-04-18 | 2001-04-18 | Diabact Ab | Komposition som hämmar utsöndring av magsyra |
| US8206741B2 (en) | 2001-06-01 | 2012-06-26 | Pozen Inc. | Pharmaceutical compositions for the coordinated delivery of NSAIDs |
| US7906145B2 (en) | 2002-04-09 | 2011-03-15 | Flamel Technologies | Oral pharmaceutical formulation in the form of aqueous suspension for modified release of active principle(s) |
| SE0203065D0 (sv) | 2002-10-16 | 2002-10-16 | Diabact Ab | Gastric acid secretion inhibiting composition |
| EP2184058B1 (en) | 2003-09-26 | 2012-02-08 | ALZA Corporation | Drug coating providing high drug loading and methods for providing the same |
| TW200606163A (en) | 2004-04-22 | 2006-02-16 | Eisai Co Ltd | Imidazopyridine compound |
| US8541026B2 (en) | 2004-09-24 | 2013-09-24 | Abbvie Inc. | Sustained release formulations of opioid and nonopioid analgesics |
| US20070015782A1 (en) | 2005-04-15 | 2007-01-18 | Eisai Co., Ltd. | Benzimidazole compound |
| US9040564B2 (en) | 2005-04-28 | 2015-05-26 | Eisai R&D Management Co., Ltd. | Stabilized composition |
| US7803817B2 (en) | 2005-05-11 | 2010-09-28 | Vecta, Ltd. | Composition and methods for inhibiting gastric acid secretion |
| US7981908B2 (en) | 2005-05-11 | 2011-07-19 | Vecta, Ltd. | Compositions and methods for inhibiting gastric acid secretion |
| WO2007122686A1 (ja) * | 2006-04-14 | 2007-11-01 | Eisai R & D Management Co., Ltd. | ベンズイミダゾール化合物 |
| CA2658804A1 (en) | 2006-07-25 | 2008-01-31 | Vecta Ltd. | Compositions and methods for inhibiting gastric acid secretion using derivatives of small dicarboxylic acids in combination with ppi |
| WO2008047681A1 (fr) * | 2006-10-13 | 2008-04-24 | Eisai R & D Management Co., Ltd. | Benzimidazole présentant une activité inhibitrice de la sécrétion d'acide gastrique |
| CN102209529A (zh) | 2008-09-09 | 2011-10-05 | 阿斯利康(瑞典)有限公司 | 将药物组合物递送至有需要的患者的方法 |
| CA2764963C (en) | 2009-06-25 | 2016-11-01 | Astrazeneca Ab | Method for treating a patient at risk for developing an nsaid-associated ulcer |
| WO2011080501A2 (en) | 2009-12-29 | 2011-07-07 | Orexo Ab | New pharmaceutical dosage form for the treatment of gastric acid-related disorders |
| WO2011080500A2 (en) | 2009-12-29 | 2011-07-07 | Orexo Ab | New pharmaceutical dosage form for the treatment of gastric acid-related disorders |
| WO2011080502A2 (en) | 2009-12-29 | 2011-07-07 | Orexo Ab | New pharmaceutical dosage form for the treatment of gastric acid-related disorders |
| EP2601947A1 (en) | 2011-12-05 | 2013-06-12 | Abo Bakr Mohammed Ali Al-Mehdar | Fixed-dose combination for treatment of helicobacter pylori associated diseases |
| CA2860231A1 (en) | 2011-12-28 | 2013-07-04 | Pozen Inc. | Improved compositions and methods for delivery of omeprazole plus acetylsalicylic acid |
| CN116675674A (zh) * | 2016-09-14 | 2023-09-01 | 宇凤·简·曾 | 作为d-胺基酸氧化酶(daao)抑制剂之新颖经取代苯并咪唑衍生物 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0166287A1 (de) * | 1984-06-16 | 1986-01-02 | Byk Gulden Lomberg Chemische Fabrik GmbH | Dialkoxypyridine, Verfahren zu ihrer Herstellung, ihre Anwendung und sie enthaltende Arzneimittel |
| WO1986002646A1 (fr) * | 1984-10-31 | 1986-05-09 | Byk Gulden Lomberg Chemische Fabrik Gesellschaft M | Nouveaux derives de picoline, leur procede de preparation, leur utilisation et medicaments les contenant |
| WO1989005299A1 (en) * | 1987-12-11 | 1989-06-15 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Novel benzimidazole derivatives |
| WO1989011479A1 (en) * | 1988-05-25 | 1989-11-30 | Byk Gulden Lomberg Chemische Fabrik Gmbh | New fluoralkoxy compounds |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE418966B (sv) | 1974-02-18 | 1981-07-06 | Haessle Ab | Analogiforfarande for framstellning av foreningar med magsyrasekretionsinhiberande verkan |
| SE416649B (sv) | 1974-05-16 | 1981-01-26 | Haessle Ab | Forfarande for framstellning av foreningar som paverkar magsyrasekretionen |
| IN148930B (cs) | 1977-09-19 | 1981-07-25 | Hoffmann La Roche | |
| SE7804231L (sv) | 1978-04-14 | 1979-10-15 | Haessle Ab | Magsyrasekretionsmedel |
| US4359465A (en) | 1980-07-28 | 1982-11-16 | The Upjohn Company | Methods for treating gastrointestinal inflammation |
| CH644116A5 (de) | 1980-08-21 | 1984-07-13 | Hoffmann La Roche | Imidazolderivate. |
| SE8300736D0 (sv) | 1983-02-11 | 1983-02-11 | Haessle Ab | Novel pharmacologically active compounds |
| SE8301182D0 (sv) | 1983-03-04 | 1983-03-04 | Haessle Ab | Novel compounds |
| AU568441B2 (en) * | 1984-09-24 | 1987-12-24 | Upjohn Company, The | 2-(pyridylalkenesulfinyl) benzimidazole derivatives |
| US4738975A (en) | 1985-07-02 | 1988-04-19 | Takeda Chemical Industries, Ltd. | Pyridine derivatives, and use as anti-ulcer agents |
| SE8505112D0 (sv) * | 1985-10-29 | 1985-10-29 | Haessle Ab | Novel pharmacological compounds |
| NZ234564A (en) | 1986-11-21 | 1991-04-26 | Haessle Ab | 1-substituted benzimidazoles and pharmaceutical compositions |
| DE3722810A1 (de) * | 1987-07-10 | 1989-01-19 | Hoechst Ag | Substituierte benzimidazole, verfahren zu deren herstellung, diese enthaltende pharmazeutische zubereitungen und deren verwendung |
| HU886738D0 (en) * | 1987-10-30 | 1990-02-28 | Haessle Ab | Process for the preparation of pharmaceutical compositions against osteoporosis containing 2-pyridinyl-methyl-(sulfinyl or thio)-benzimidazoles |
-
1990
- 1990-06-20 SE SE9002206A patent/SE9002206D0/xx unknown
-
1991
- 1991-06-05 ZA ZA914296A patent/ZA914296B/xx unknown
- 1991-06-05 ZA ZA914297A patent/ZA914297B/xx unknown
- 1991-06-11 WO PCT/SE1991/000415 patent/WO1991019711A1/en not_active Application Discontinuation
- 1991-06-11 RO RO92-01581A patent/RO110493B1/ro unknown
- 1991-06-11 EP EP91911659A patent/EP0535081A1/en not_active Withdrawn
- 1991-06-11 AU AU80097/91A patent/AU649453B2/en not_active Ceased
- 1991-06-11 CA CA002083714A patent/CA2083714A1/en not_active Abandoned
- 1991-06-11 JP JP91511435A patent/JPH05507713A/ja active Pending
- 1991-06-11 HU HU924033A patent/HUT62881A/hu unknown
- 1991-06-12 YU YU104191A patent/YU104191A/sh unknown
- 1991-06-12 IL IL98470A patent/IL98470A0/xx unknown
- 1991-06-12 TW TW080104582A patent/TW216418B/zh active
- 1991-06-14 NZ NZ238546A patent/NZ238546A/en unknown
- 1991-06-14 IE IE202591A patent/IE912025A1/en unknown
- 1991-06-18 MA MA22462A patent/MA22199A1/fr unknown
- 1991-06-19 AP APAP/P/1991/000285A patent/AP215A/en active
- 1991-06-19 PT PT98035A patent/PT98035A/pt not_active Application Discontinuation
- 1991-06-19 TN TNTNSN91049A patent/TNSN91049A1/fr unknown
- 1991-06-20 CN CN91105024A patent/CN1058212A/zh active Pending
- 1991-06-20 CZ CS911894A patent/CZ279772B6/cs unknown
- 1991-06-20 IS IS3721A patent/IS3721A7/is unknown
-
1992
- 1992-11-27 OA OA60306A patent/OA09682A/en unknown
- 1992-12-10 NO NO924775A patent/NO924775D0/no unknown
- 1992-12-18 FI FI925766A patent/FI925766A7/fi not_active Application Discontinuation
- 1992-12-18 BG BG097200A patent/BG97200A/bg unknown
-
1993
- 1993-08-27 LV LV931045A patent/LV10953A/xx unknown
- 1993-12-30 LT LTIP1712A patent/LT3952B/lt not_active IP Right Cessation
- 1993-12-30 LT LTIP1713A patent/LT3977B/lt not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0166287A1 (de) * | 1984-06-16 | 1986-01-02 | Byk Gulden Lomberg Chemische Fabrik GmbH | Dialkoxypyridine, Verfahren zu ihrer Herstellung, ihre Anwendung und sie enthaltende Arzneimittel |
| WO1986002646A1 (fr) * | 1984-10-31 | 1986-05-09 | Byk Gulden Lomberg Chemische Fabrik Gesellschaft M | Nouveaux derives de picoline, leur procede de preparation, leur utilisation et medicaments les contenant |
| WO1989005299A1 (en) * | 1987-12-11 | 1989-06-15 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Novel benzimidazole derivatives |
| WO1989011479A1 (en) * | 1988-05-25 | 1989-11-30 | Byk Gulden Lomberg Chemische Fabrik Gmbh | New fluoralkoxy compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ238546A (en) | 1994-03-25 |
| IE912025A1 (en) | 1992-01-01 |
| CA2083714A1 (en) | 1991-12-21 |
| AU8009791A (en) | 1992-01-07 |
| LT3977B (en) | 1996-06-25 |
| AU649453B2 (en) | 1994-05-26 |
| HUT62881A (en) | 1993-06-28 |
| IS3721A7 (is) | 1991-12-21 |
| ZA914297B (en) | 1992-03-25 |
| LV10953A (lv) | 1995-12-20 |
| BG97200A (bg) | 1993-12-24 |
| CZ279772B6 (cs) | 1995-06-14 |
| RO110493B1 (ro) | 1996-01-30 |
| JPH05507713A (ja) | 1993-11-04 |
| TNSN91049A1 (fr) | 1992-10-25 |
| CN1058212A (zh) | 1992-01-29 |
| LT3952B (en) | 1996-05-27 |
| FI925766A0 (fi) | 1992-12-18 |
| TW216418B (cs) | 1993-11-21 |
| LTIP1713A (en) | 1995-08-25 |
| EP0535081A1 (en) | 1993-04-07 |
| NO924775L (no) | 1992-12-10 |
| CS189491A3 (en) | 1992-04-15 |
| YU104191A (sh) | 1994-01-20 |
| IL98470A0 (en) | 1992-07-15 |
| OA09682A (en) | 1993-05-15 |
| FI925766A7 (fi) | 1992-12-18 |
| NO924775D0 (no) | 1992-12-10 |
| SE9002206D0 (sv) | 1990-06-20 |
| MA22199A1 (fr) | 1992-04-01 |
| LTIP1712A (en) | 1995-08-25 |
| WO1991019711A1 (en) | 1991-12-26 |
| ZA914296B (en) | 1992-03-25 |
| PT98035A (pt) | 1992-03-31 |
| AP9100285A0 (en) | 1991-07-31 |
| HU9204033D0 (en) | 1993-03-29 |
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