RU2492175C2 - Бензиловые производные гликозидов и способы их применения - Google Patents
Бензиловые производные гликозидов и способы их применения Download PDFInfo
- Publication number
- RU2492175C2 RU2492175C2 RU2009140298/04A RU2009140298A RU2492175C2 RU 2492175 C2 RU2492175 C2 RU 2492175C2 RU 2009140298/04 A RU2009140298/04 A RU 2009140298/04A RU 2009140298 A RU2009140298 A RU 2009140298A RU 2492175 C2 RU2492175 C2 RU 2492175C2
- Authority
- RU
- Russia
- Prior art keywords
- pyran
- chloro
- hydroxymethyl
- phenyl
- triol
- Prior art date
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- 0 **NIc1c(C(C2)OC(CO)CC2O)cc(Cc2ccc(*)cc2)c(Cl)c1 Chemical compound **NIc1c(C(C2)OC(CO)CC2O)cc(Cc2ccc(*)cc2)c(Cl)c1 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
- C07H7/04—Carbocyclic radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G3/00—Glycosides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no 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
- C07D309/10—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Cardiology (AREA)
- Obesity (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Biochemistry (AREA)
- Endocrinology (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biomedical Technology (AREA)
- Vascular Medicine (AREA)
- Neurosurgery (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Neurology (AREA)
- Child & Adolescent Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US90967207P | 2007-04-02 | 2007-04-02 | |
| US60/909,672 | 2007-04-02 | ||
| PCT/US2008/059047 WO2008122014A1 (en) | 2007-04-02 | 2008-04-01 | Benzylic glycoside derivatives and methods of use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2009140298A RU2009140298A (ru) | 2011-05-10 |
| RU2492175C2 true RU2492175C2 (ru) | 2013-09-10 |
Family
ID=39795470
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009140298/04A RU2492175C2 (ru) | 2007-04-02 | 2008-04-01 | Бензиловые производные гликозидов и способы их применения |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7838498B2 (OSRAM) |
| EP (1) | EP2064222B1 (OSRAM) |
| JP (1) | JP5583003B2 (OSRAM) |
| KR (1) | KR101506935B1 (OSRAM) |
| CN (2) | CN104803957A (OSRAM) |
| AR (2) | AR065913A1 (OSRAM) |
| AU (1) | AU2008232419B2 (OSRAM) |
| BR (1) | BRPI0809607A2 (OSRAM) |
| CA (1) | CA2682202C (OSRAM) |
| DK (1) | DK2064222T3 (OSRAM) |
| ES (1) | ES2466672T3 (OSRAM) |
| HK (1) | HK1212982A1 (OSRAM) |
| IL (1) | IL201065A (OSRAM) |
| RU (1) | RU2492175C2 (OSRAM) |
| TW (1) | TWI405575B (OSRAM) |
| WO (1) | WO2008122014A1 (OSRAM) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR051446A1 (es) * | 2004-09-23 | 2007-01-17 | Bristol Myers Squibb Co | Glucosidos de c-arilo como inhibidores selectivos de transportadores de glucosa (sglt2) |
| UA101004C2 (en) | 2007-12-13 | 2013-02-25 | Теракос, Инк. | Derivatives of benzylphenylcyclohexane and use thereof |
| EP2242745A1 (de) * | 2008-02-07 | 2010-10-27 | Sanofi-Aventis | Neue phenyl-substituierte imidazolidine, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| AU2009270936B2 (en) * | 2008-07-15 | 2014-12-18 | Theracos, Inc. | Deuterated benzylbenzene derivatives and methods of use |
| CN102177147A (zh) * | 2008-08-22 | 2011-09-07 | 泰拉科斯有限公司 | 制备sglt2抑制剂的方法 |
| US8778998B2 (en) | 2009-04-10 | 2014-07-15 | Auspex Pharmaceuticals, Inc. | Biphenyl-3-carboxylic acid modulators of beta-3-adrenoreceptor |
| WO2011070592A2 (en) | 2009-12-09 | 2011-06-16 | Panacea Biotec Ltd. | Novel sugar derivatives |
| US20110160143A1 (en) * | 2009-12-28 | 2011-06-30 | Perricone Nicholas V | Topical Acyl Glutathione Psoriasis Compositions |
| CN102134226B (zh) * | 2010-01-26 | 2013-06-12 | 天津药物研究院 | 一类苯基c-葡萄糖苷衍生物、其制备方法和用途 |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| WO2011153712A1 (en) | 2010-06-12 | 2011-12-15 | Theracos, Inc. | Crystalline form of benzylbenzene sglt2 inhibitor |
| US8933024B2 (en) | 2010-06-18 | 2015-01-13 | Sanofi | Azolopyridin-3-one derivatives as inhibitors of lipases and phospholipases |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| US9907767B2 (en) | 2010-08-03 | 2018-03-06 | Velicept Therapeutics, Inc. | Pharmaceutical compositions and the treatment of overactive bladder |
| WO2012025857A1 (en) | 2010-08-23 | 2012-03-01 | Hetero Research Foundation | Cycloalkyl methoxybenzyl phenyl pyran derivatives as sodium dependent glucose co transporter (sglt2) inhibitors |
| BR112013004882A2 (pt) | 2010-08-31 | 2016-05-03 | Snu R&Db Foundation | utilização de reprogramação fetal de agonista ppar delta |
| CN102643256B (zh) * | 2011-02-18 | 2014-12-24 | 上海璎黎科技有限公司 | 一种芳基糖苷类化合物及其制备方法和应用 |
| CN102675378A (zh) * | 2011-03-09 | 2012-09-19 | 天津药物研究院 | 一类含环丙烷结构的c-葡萄糖苷衍生物、其制备方法和用途 |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| EP2755722B1 (en) | 2011-09-13 | 2017-05-24 | Panacea Biotec Ltd. | Novel sglt inhibitors |
| WO2013045413A1 (en) | 2011-09-27 | 2013-04-04 | Sanofi | 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| US9193751B2 (en) | 2012-04-10 | 2015-11-24 | Theracos, Inc. | Process for the preparation of benzylbenzene SGLT2 inhibitors |
| CN103910769B (zh) | 2012-12-31 | 2018-10-02 | 上海璎黎药业有限公司 | 葡萄糖衍生物和脯氨酸的复合物、晶体、制备方法及应用 |
| US8652527B1 (en) | 2013-03-13 | 2014-02-18 | Upsher-Smith Laboratories, Inc | Extended-release topiramate capsules |
| US9101545B2 (en) | 2013-03-15 | 2015-08-11 | Upsher-Smith Laboratories, Inc. | Extended-release topiramate capsules |
| WO2015051484A1 (en) | 2013-10-12 | 2015-04-16 | Theracos, Inc. | Preparation of hydroxy-benzylbenzene derivatives |
| CN104387428A (zh) * | 2014-12-09 | 2015-03-04 | 济南卡博唐生物科技有限公司 | 一种制备3,5,6-三-氧-苄基-1,2-异丙叉基-d-葡萄糖的方法 |
| CN104478967A (zh) * | 2015-01-14 | 2015-04-01 | 佛山市赛维斯医药科技有限公司 | 含腈基苯噻唑基的o-半乳糖苷衍生物、其制备方法和用途 |
| WO2017070689A2 (en) | 2015-10-23 | 2017-04-27 | Velicept Therapeutics, Inc. | Solabegron zwitterion and uses thereof |
| CN105770861B (zh) * | 2016-04-08 | 2020-02-28 | 吴一行 | 一种用于治疗男性糖尿病患者勃起功能障碍的药物 |
| JP7160821B2 (ja) * | 2017-02-24 | 2022-10-25 | ドン-ア エスティ カンパニー リミテッド | Sglt-2阻害剤である新規グルコース誘導体 |
| TWI805699B (zh) * | 2018-03-01 | 2023-06-21 | 日商日本煙草產業股份有限公司 | 甲基內醯胺環化合物及其用途 |
| CN110551088B (zh) * | 2018-06-01 | 2022-10-21 | 北京惠之衡生物科技有限公司 | 氘修饰的苄基-4-氯苯基的c-糖苷衍生物 |
| CN112294787B (zh) * | 2020-11-17 | 2021-10-19 | 四川大学华西医院 | 一种治疗肝癌的联合用药物 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0576592B1 (en) * | 1991-03-18 | 2000-05-31 | The Scripps Research Institute | Oligosaccharide enzyme substrates and inhibitors: methods and compositions |
| US6414126B1 (en) * | 1999-10-12 | 2002-07-02 | Bristol-Myers Squibb Company | C-aryl glucoside SGLT2 inhibitors and method |
| RU2297422C2 (ru) * | 2000-12-20 | 2007-04-20 | Шеринг Корпорейшн | Замещенные остатком сахара 2-азетидиноны, пригодные для использования в качестве гипохолестеринемических препаратов |
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| ES2649737T5 (es) | 2003-08-01 | 2021-07-07 | Mitsubishi Tanabe Pharma Corp | Compuestos novedosos que tienen actividad inhibidora frente a transportador de glucosa dependiente de sodio |
| US7371732B2 (en) | 2003-12-22 | 2008-05-13 | Boehringer Ingelheim International Gmbh | Glucopyranosyloxy-substituted aromatic compounds, medicaments containing such compounds, their use and process for their manufacture |
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| DE102004012676A1 (de) * | 2004-03-16 | 2005-10-06 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Glucopyranosyl-substituierte Phenyle, diese Verbindungen enthaltende Arzneimittel, deren Verwendung und Verfahren zu ihrer Herstellung |
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| TW200606129A (en) * | 2004-07-26 | 2006-02-16 | Chugai Pharmaceutical Co Ltd | Novel cyclohexane derivative, its prodrug, its salt and diabetic therapeutic agent containing the same |
| EP1828216B1 (en) * | 2004-12-16 | 2008-09-10 | Boehringer Ingelheim International GmbH | Glucopyranosyl-substituted benzene derivatives, medicaments containing such compounds, their use and process for their manufacture |
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| WO2006108842A1 (en) | 2005-04-15 | 2006-10-19 | Boehringer Ingelheim International Gmbh | Glucopyranosyl-substituted (heteroaryloxy-benzyl)-benzene derivatives as sglt inhibitors |
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2008
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- 2008-04-01 WO PCT/US2008/059047 patent/WO2008122014A1/en not_active Ceased
- 2008-04-01 RU RU2009140298/04A patent/RU2492175C2/ru not_active IP Right Cessation
- 2008-04-01 EP EP08744883.3A patent/EP2064222B1/en active Active
- 2008-04-01 AU AU2008232419A patent/AU2008232419B2/en not_active Ceased
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- 2008-04-01 BR BRPI0809607-4A patent/BRPI0809607A2/pt not_active IP Right Cessation
- 2008-04-01 CN CN201510041214.8A patent/CN104803957A/zh active Pending
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- 2008-04-01 CN CN200880011535A patent/CN101652377A/zh active Pending
- 2008-04-01 KR KR1020097022926A patent/KR101506935B1/ko not_active Expired - Fee Related
- 2008-04-01 ES ES08744883.3T patent/ES2466672T3/es active Active
- 2008-04-02 TW TW097112029A patent/TWI405575B/zh not_active IP Right Cessation
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- 2016-01-29 HK HK16101045.5A patent/HK1212982A1/zh unknown
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| EP0576592B1 (en) * | 1991-03-18 | 2000-05-31 | The Scripps Research Institute | Oligosaccharide enzyme substrates and inhibitors: methods and compositions |
| US6414126B1 (en) * | 1999-10-12 | 2002-07-02 | Bristol-Myers Squibb Company | C-aryl glucoside SGLT2 inhibitors and method |
| RU2297422C2 (ru) * | 2000-12-20 | 2007-04-20 | Шеринг Корпорейшн | Замещенные остатком сахара 2-азетидиноны, пригодные для использования в качестве гипохолестеринемических препаратов |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2064222A4 (en) | 2011-12-14 |
| RU2009140298A (ru) | 2011-05-10 |
| HK1212982A1 (zh) | 2016-06-24 |
| WO2008122014A1 (en) | 2008-10-09 |
| US7838498B2 (en) | 2010-11-23 |
| AR110968A2 (es) | 2019-05-22 |
| AU2008232419A1 (en) | 2008-10-09 |
| JP5583003B2 (ja) | 2014-09-03 |
| EP2064222A1 (en) | 2009-06-03 |
| JP2010523583A (ja) | 2010-07-15 |
| US20080242596A1 (en) | 2008-10-02 |
| DK2064222T3 (da) | 2014-07-21 |
| TWI405575B (zh) | 2013-08-21 |
| ES2466672T3 (es) | 2014-06-10 |
| AU2008232419B2 (en) | 2013-06-20 |
| AR065913A1 (es) | 2009-07-08 |
| EP2064222B1 (en) | 2014-05-07 |
| BRPI0809607A2 (pt) | 2014-09-30 |
| CN104803957A (zh) | 2015-07-29 |
| CA2682202C (en) | 2016-01-12 |
| TW200846012A (en) | 2008-12-01 |
| CN101652377A (zh) | 2010-02-17 |
| IL201065A0 (en) | 2010-05-17 |
| CA2682202A1 (en) | 2008-10-09 |
| IL201065A (en) | 2015-09-24 |
| KR20100016151A (ko) | 2010-02-12 |
| KR101506935B1 (ko) | 2015-03-31 |
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