AU649453B2 - Substituted benzimidazoles, process for their preparation and their pharmaceutical use - Google Patents
Substituted benzimidazoles, process for their preparation and their pharmaceutical use Download PDFInfo
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- AU649453B2 AU649453B2 AU80097/91A AU8009791A AU649453B2 AU 649453 B2 AU649453 B2 AU 649453B2 AU 80097/91 A AU80097/91 A AU 80097/91A AU 8009791 A AU8009791 A AU 8009791A AU 649453 B2 AU649453 B2 AU 649453B2
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- 238000000034 method Methods 0.000 title claims description 15
- 150000001556 benzimidazoles Chemical class 0.000 title description 5
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- -1 3,4-dimethoxy-2- pyridinyl Chemical group 0.000 claims description 30
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- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
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- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 239000007931 coated granule Substances 0.000 description 1
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- 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
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- 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
- 150000002430 hydrocarbons Chemical class 0.000 description 1
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- 239000007928 intraperitoneal injection Substances 0.000 description 1
- JYJVVHFRSFVEJM-UHFFFAOYSA-N iodosobenzene Chemical compound O=IC1=CC=CC=C1 JYJVVHFRSFVEJM-UHFFFAOYSA-N 0.000 description 1
- 210000004731 jugular vein Anatomy 0.000 description 1
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- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- WDSFYHBVGUZHAM-UHFFFAOYSA-K magnesium sodium octadecanoate carbonate Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)[O-].[Mg+2].C([O-])([O-])=O.[Na+] WDSFYHBVGUZHAM-UHFFFAOYSA-K 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- RFJGNWGMCBFYTP-UHFFFAOYSA-N methyl 2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-6-methyl-1h-benzimidazole-5-carboxylate Chemical compound N1C=2C=C(C)C(C(=O)OC)=CC=2N=C1S(=O)CC1=NC=CC(OC)=C1OC RFJGNWGMCBFYTP-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
- 230000003287 optical effect Effects 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
- 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
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- 239000000825 pharmaceutical preparation Substances 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 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
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940045902 sodium stearyl fumarate Drugs 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
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- 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
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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 (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9002206 | 1990-06-20 | ||
| SE9002206A SE9002206D0 (sv) | 1990-06-20 | 1990-06-20 | New compounds |
| PCT/SE1991/000415 WO1991019711A1 (en) | 1990-06-20 | 1991-06-11 | Substituted benzimidazoles, process for their preparation and their pharmaceutical use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU8009791A AU8009791A (en) | 1992-01-07 |
| AU649453B2 true AU649453B2 (en) | 1994-05-26 |
Family
ID=20379831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU80097/91A Ceased AU649453B2 (en) | 1990-06-20 | 1991-06-11 | Substituted benzimidazoles, process for their preparation and their pharmaceutical use |
Country Status (27)
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 |
| ATE281164T1 (de) | 2000-02-24 | 2004-11-15 | Kopran Res Lab Ltd | Oral verabreichbare säurebeständige geschwürbehandelnde benzimidazolderivate |
| 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 |
| AU2003246792B2 (en) | 2002-04-09 | 2008-08-28 | Flamel Ireland Limited | Oral suspension of active principle microcapsules |
| SE0203065D0 (sv) | 2002-10-16 | 2002-10-16 | Diabact Ab | Gastric acid secretion inhibiting composition |
| AU2004314693B2 (en) | 2003-09-26 | 2011-04-07 | 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 |
| US7981908B2 (en) | 2005-05-11 | 2011-07-19 | Vecta, Ltd. | Compositions and methods for inhibiting gastric acid secretion |
| US7803817B2 (en) | 2005-05-11 | 2010-09-28 | Vecta, Ltd. | Composition 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 |
| ES2511792T3 (es) | 2006-07-25 | 2014-10-23 | Vecta Ltd. | Composiciones y métodos para la inhibición de la secreción de ácido gástrico usando derivados de pequeños ácidos dicarboxílicos en combinación con IBP |
| EP2065379A4 (en) * | 2006-10-13 | 2011-01-19 | Eisai R&D Man Co Ltd | BENZIMIDAZOLE HAVING INHIBITORY ACTIVITY OF GASTRIC ACID SECRETION |
| EP2344139A1 (en) | 2008-09-09 | 2011-07-20 | AstraZeneca AB | Method for delivering a pharmaceutical composition to patient in need thereof |
| JP2012531409A (ja) | 2009-06-25 | 2012-12-10 | アストラゼネカ・アクチエボラーグ | Ｎｓａｉｄ関連潰瘍を発症するリスクがある患者の処置方法 |
| WO2011080501A2 (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 |
| WO2011080500A2 (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 |
| MX2014007935A (es) | 2011-12-28 | 2014-11-14 | Pozen Inc | Composiciones y metodos mejorados para el suministro de omeprazol y de acido acetilsalicilico. |
| CA3036250C (en) | 2016-09-14 | 2023-09-26 | Yufeng Jane Tseng | Novel substituted benzimidazole derivatives as d-amino acid oxidase (daao) inhibitors |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU1888488A (en) * | 1987-07-10 | 1989-01-12 | Hoechst Aktiengesellschaft | Substituted benzimidazoles, a process for the preparation thereof, pharmaceutical formulations containing them, and theuse thereof |
| AU2621888A (en) * | 1987-10-30 | 1989-05-23 | Aktiebolaget Hassle | Omeprazole for treatment of diseases related to bone loss |
| AU2817989A (en) * | 1987-12-11 | 1989-07-05 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Novel benzimidazole derivatives |
Family Cites Families (15)
| 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 (enrdf_load_stackoverflow) | 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 |
| IL75400A (en) * | 1984-06-16 | 1988-10-31 | Byk Gulden Lomberg Chem Fab | Dialkoxypyridine methyl(sulfinyl or sulfonyl)benzimidazoles,processes for the preparation thereof and pharmaceutical compositions containing the same |
| AU568441B2 (en) * | 1984-09-24 | 1987-12-24 | Upjohn Company, The | 2-(pyridylalkenesulfinyl) benzimidazole derivatives |
| 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 |
| 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 |
| JPH03504497A (ja) * | 1988-05-25 | 1991-10-03 | ビイク グルデン ロンベルク ヒエーミツシエ フアブリーク ゲゼルシヤフト ミツト ベシユレンクテル ハフツング | 新規フルオルアルコキシ化合物 |
-
1990
- 1990-06-20 SE SE9002206A patent/SE9002206D0/xx unknown
-
1991
- 1991-06-05 ZA ZA914297A patent/ZA914297B/xx unknown
- 1991-06-05 ZA ZA914296A patent/ZA914296B/xx unknown
- 1991-06-11 EP EP91911659A patent/EP0535081A1/en not_active Withdrawn
- 1991-06-11 CA CA002083714A patent/CA2083714A1/en not_active Abandoned
- 1991-06-11 WO PCT/SE1991/000415 patent/WO1991019711A1/en not_active Application Discontinuation
- 1991-06-11 HU HU924033A patent/HUT62881A/hu unknown
- 1991-06-11 JP JP91511435A patent/JPH05507713A/ja active Pending
- 1991-06-11 RO RO92-01581A patent/RO110493B1/ro unknown
- 1991-06-11 AU AU80097/91A patent/AU649453B2/en not_active Ceased
- 1991-06-12 YU YU104191A patent/YU104191A/sh unknown
- 1991-06-12 TW TW080104582A patent/TW216418B/zh active
- 1991-06-12 IL IL98470A patent/IL98470A0/xx unknown
- 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 TN TNTNSN91049A patent/TNSN91049A1/fr unknown
- 1991-06-19 PT PT98035A patent/PT98035A/pt not_active Application Discontinuation
- 1991-06-20 CZ CS911894A patent/CZ279772B6/cs unknown
- 1991-06-20 CN CN91105024A patent/CN1058212A/zh active Pending
- 1991-06-20 IS IS3721A patent/IS3721A7/is unknown
-
1992
- 1992-11-27 OA OA60306A patent/OA09682A/en unknown
- 1992-12-10 NO NO92924775A patent/NO924775L/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 (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU1888488A (en) * | 1987-07-10 | 1989-01-12 | Hoechst Aktiengesellschaft | Substituted benzimidazoles, a process for the preparation thereof, pharmaceutical formulations containing them, and theuse thereof |
| AU2621888A (en) * | 1987-10-30 | 1989-05-23 | Aktiebolaget Hassle | Omeprazole for treatment of diseases related to bone loss |
| AU2817989A (en) * | 1987-12-11 | 1989-07-05 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Novel benzimidazole derivatives |
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