KR102029611B1 - 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 - Google Patents
대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 Download PDFInfo
- Publication number
- KR102029611B1 KR102029611B1 KR1020187022229A KR20187022229A KR102029611B1 KR 102029611 B1 KR102029611 B1 KR 102029611B1 KR 1020187022229 A KR1020187022229 A KR 1020187022229A KR 20187022229 A KR20187022229 A KR 20187022229A KR 102029611 B1 KR102029611 B1 KR 102029611B1
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- alkyl
- aliphatic
- mmol
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/34—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/426—1,3-Thiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61P3/08—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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Epidemiology (AREA)
- Endocrinology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Child & Adolescent Psychology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28676509P | 2009-12-15 | 2009-12-15 | |
| US61/286,765 | 2009-12-15 | ||
| PCT/US2010/060439 WO2011084453A1 (en) | 2009-12-15 | 2010-12-15 | Ppar-sparing thiazolidinedione salts for the treatment of metabolic diseases |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020177010102A Division KR102029560B1 (ko) | 2009-12-15 | 2010-12-15 | 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20180089569A KR20180089569A (ko) | 2018-08-08 |
| KR102029611B1 true KR102029611B1 (ko) | 2019-10-07 |
Family
ID=43501294
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020187022229A Active KR102029611B1 (ko) | 2009-12-15 | 2010-12-15 | 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 |
| KR1020127018388A Ceased KR20120107493A (ko) | 2009-12-15 | 2010-12-15 | 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 |
| KR1020177010102A Active KR102029560B1 (ko) | 2009-12-15 | 2010-12-15 | 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127018388A Ceased KR20120107493A (ko) | 2009-12-15 | 2010-12-15 | 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 |
| KR1020177010102A Active KR102029560B1 (ko) | 2009-12-15 | 2010-12-15 | 대사성 질환의 치료를 위한 ppar 절약형 티아졸리딘디온염 |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US8912335B2 (enExample) |
| EP (1) | EP2513070B1 (enExample) |
| JP (1) | JP5634526B2 (enExample) |
| KR (3) | KR102029611B1 (enExample) |
| CN (1) | CN102753539B (enExample) |
| AU (1) | AU2010340055B2 (enExample) |
| CA (1) | CA2783468C (enExample) |
| DK (1) | DK2513070T3 (enExample) |
| ES (1) | ES2658168T3 (enExample) |
| HU (1) | HUE038042T2 (enExample) |
| MX (1) | MX2012006725A (enExample) |
| NO (1) | NO2513070T3 (enExample) |
| NZ (1) | NZ600390A (enExample) |
| PL (1) | PL2513070T3 (enExample) |
| RU (1) | RU2564661C2 (enExample) |
| WO (1) | WO2011084453A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2513070T3 (en) | 2009-12-15 | 2018-01-22 | Cirius Therapeutics Inc | PPAR-sparing thiazolidinedione salts for the treatment of metabolic disorders |
| UA116217C2 (uk) | 2012-10-09 | 2018-02-26 | Санофі | Пептидна сполука як подвійний агоніст рецепторів glp1-1 та глюкагону |
| SG10201705097PA (en) | 2012-12-21 | 2017-07-28 | Sanofi Sa | Functionalized exendin-4 derivatives |
| ES2813363T3 (es) * | 2013-07-22 | 2021-03-23 | Metabolic Solutions Dev Co Llc | Compuestos ahorradores de PPAR para el tratamiento de enfermedades metabólicas |
| EP3080149A1 (en) | 2013-12-13 | 2016-10-19 | Sanofi | Dual glp-1/glucagon receptor agonists |
| WO2015086730A1 (en) | 2013-12-13 | 2015-06-18 | Sanofi | Non-acylated exendin-4 peptide analogues |
| WO2015086729A1 (en) | 2013-12-13 | 2015-06-18 | Sanofi | Dual glp-1/gip receptor agonists |
| TW201609795A (zh) | 2013-12-13 | 2016-03-16 | 賽諾菲公司 | 作為雙重glp-1/gip受體促效劑的艾塞那肽-4(exendin-4)胜肽類似物 |
| TW201625669A (zh) | 2014-04-07 | 2016-07-16 | 賽諾菲公司 | 衍生自艾塞那肽-4(Exendin-4)之肽類雙重GLP-1/升糖素受體促效劑 |
| TW201625670A (zh) | 2014-04-07 | 2016-07-16 | 賽諾菲公司 | 衍生自exendin-4之雙重glp-1/升糖素受體促效劑 |
| TW201625668A (zh) | 2014-04-07 | 2016-07-16 | 賽諾菲公司 | 作為胜肽性雙重glp-1/昇糖素受體激動劑之艾塞那肽-4衍生物 |
| US9932381B2 (en) | 2014-06-18 | 2018-04-03 | Sanofi | Exendin-4 derivatives as selective glucagon receptor agonists |
| AR105319A1 (es) | 2015-06-05 | 2017-09-27 | Sanofi Sa | Profármacos que comprenden un conjugado agonista dual de glp-1 / glucagón conector ácido hialurónico |
| AR105284A1 (es) | 2015-07-10 | 2017-09-20 | Sanofi Sa | Derivados de exendina-4 como agonistas peptídicos duales específicos de los receptores de glp-1 / glucagón |
| US20210038566A1 (en) | 2018-02-08 | 2021-02-11 | Enyo Pharma | Use of modulators of neet proteins for the treatment of infection |
| CN111689934B (zh) * | 2020-06-24 | 2022-08-02 | 郑州大学 | 14-脱羟-13-脱氢穿心莲内酯-12-磺酸钾的单晶体及制备方法 |
| GB202210503D0 (en) | 2022-07-18 | 2022-08-31 | Univ Court Univ Of Glasgow | Materials and methods for treatment of chronic myeloid leukemia (CML) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007109024A2 (en) | 2006-03-16 | 2007-09-27 | Metabolic Solutions Development Company | Thiazolidinedione analogues for the treatment of metabolic inflammation mediated disease |
| WO2009038681A1 (en) * | 2007-09-14 | 2009-03-26 | Metabolic Solutions Development Company | Thiazolidinedione analogues for the treatment of hypertension |
Family Cites Families (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5522636A (en) | 1978-08-04 | 1980-02-18 | Takeda Chem Ind Ltd | Thiazoliding derivative |
| WO1985004170A1 (fr) | 1984-03-21 | 1985-09-26 | Takeda Chemical Industries, Ltd. | Derives de thiazolidinedione, leur procede de preparation et compositions medicinales les contenant |
| US4582839A (en) * | 1984-03-21 | 1986-04-15 | Takeda Chemical Industries, Ltd. | 2,4-thiazolidinediones |
| CN1003445B (zh) | 1984-10-03 | 1989-03-01 | 武田药品工业株式会社 | 噻唑烷二酮衍生物,其制备方法和用途 |
| WO1986002073A1 (fr) | 1984-10-03 | 1986-04-10 | Takeda Chemical Industries, Ltd. | Derives de thiazolidinedione, procede de preparation et composition pharmaceutique les contenant |
| AR240698A1 (es) | 1985-01-19 | 1990-09-28 | Takeda Chemical Industries Ltd | Procedimiento para preparar compuestos de 5-(4-(2-(5-etil-2-piridil)-etoxi)benzil)-2,4-tiazolidindiona y sus sales |
| US5167228A (en) | 1987-06-26 | 1992-12-01 | Brigham And Women's Hospital | Assessment and modification of endogenous circadian phase and amplitude |
| US5304121A (en) | 1990-12-28 | 1994-04-19 | Boston Scientific Corporation | Drug delivery system making use of a hydrogel polymer coating |
| US5143930A (en) | 1990-02-07 | 1992-09-01 | Sankyo Company, Limited | Thiazolidine derivatives with anti-diabetic activity, their preparation and their use |
| US5356913A (en) | 1990-02-09 | 1994-10-18 | The Upjohn Company | Use of insulin sensitizing agents to treat hypertension |
| US5441971A (en) | 1991-04-11 | 1995-08-15 | The Upjohn Company | Thiazolidinedione derivatives, production and use thereof |
| SK109993A3 (en) | 1991-04-11 | 1994-12-07 | Upjohn Co | Thiazolidinedione derivatives producing and use thereof |
| NO302471B1 (no) | 1991-12-26 | 1998-03-09 | Sankyo Co | Tiazolidinforbindelser og farmasöytisk preparat |
| US5886026A (en) | 1993-07-19 | 1999-03-23 | Angiotech Pharmaceuticals Inc. | Anti-angiogenic compositions and methods of use |
| US6099562A (en) | 1996-06-13 | 2000-08-08 | Schneider (Usa) Inc. | Drug coating with topcoat |
| TWI238064B (en) * | 1995-06-20 | 2005-08-21 | Takeda Chemical Industries Ltd | A pharmaceutical composition for prophylaxis and treatment of diabetes |
| IL118778A (en) | 1995-07-03 | 1999-07-14 | Sankyo Co | Pharmaceutical compositions for the treatment of arteriosclerosis and xanthoma containing an hmg-coa reductase inhibitor |
| US7407978B2 (en) | 1999-04-06 | 2008-08-05 | Theracos, Inc. | Heterocyclic analogs of diphenylethylene compounds |
| AU776162B2 (en) | 1999-04-29 | 2004-08-26 | City Of Hope | Pentoxifylline, pioglitazone and metformin are inhibitors of formation of advanced glycation endproducts (AGE's) |
| US6331596B1 (en) | 1999-06-28 | 2001-12-18 | Basf Corporation | Method of preparing carbamate-functional polymers |
| CN1171872C (zh) | 1999-06-30 | 2004-10-20 | 图拉列克股份有限公司 | 调节PPARγ活性的化合物 |
| WO2001082916A2 (en) | 2000-05-03 | 2001-11-08 | Tularik Inc. | Combination therapeutic compositions and methods of use |
| EP1353727A2 (en) | 2000-12-01 | 2003-10-22 | Novartis AG | Combinations of an angiotensin receptor antagonist and an anti-hypertensive drugor a statin, for the treatment of sexual dysfunction |
| HUP0400091A2 (hu) | 2001-04-26 | 2004-06-28 | Léciva, a.s. | Eljárás antidiabetikus hatású pioglitazon előállítására |
| WO2003026586A2 (en) | 2001-09-28 | 2003-04-03 | Teva Pharmaceutical Industries Ltd. | Pioglitazone hydrochloride |
| AUPS236902A0 (en) | 2002-05-16 | 2002-06-13 | Northern Sydney Area Health Service | Composition and method for treating hypertension |
| AU2003272072A1 (en) | 2002-07-16 | 2004-02-02 | Cadila Healthcare Limited | A process to prepare pioglitazone via several intermediates. |
| US20060083784A1 (en) | 2002-08-07 | 2006-04-20 | Smithkline Beecham Corporation | Amorphous pharmaceutical compositions |
| US7230016B2 (en) | 2003-05-13 | 2007-06-12 | Synthon Ip Inc. | Pioglitazone salts, such as pioglitazone sulfate, and pharmaceutical compositions and processes using the same |
| WO2005021542A2 (en) | 2003-08-28 | 2005-03-10 | Ranbaxy Laboratories Limited | Process for the preparation of pioglitazone |
| AR047541A1 (es) | 2004-02-13 | 2006-01-25 | Sandoz Ag | Fosfato de 5-[[4-[2-metil-2-piridinil-amino-etoxi]fenil]metil]-2,4 tiazolidinadiona (rosiglitazona) y sus formas polimorficas |
| JP4475983B2 (ja) | 2004-03-03 | 2010-06-09 | 学校法人日本大学 | Bmal1を阻害する方法 |
| BRPI0516219A (pt) | 2004-09-28 | 2008-08-26 | Otsuka Pharma Co Ltd | composto de carboestirila |
| PL2001469T3 (pl) | 2006-03-16 | 2012-10-31 | Metabolic Solutions Dev Co Llc | Analogi tiazolidynodionu |
| EP2001470A2 (en) * | 2006-03-16 | 2008-12-17 | Metabolic Solutions Development Company | Combination therapies of thiazolidinedione analogues |
| US8304441B2 (en) | 2007-09-14 | 2012-11-06 | Metabolic Solutions Development Company, Llc | Thiazolidinedione analogues for the treatment of metabolic diseases |
| US8722710B2 (en) | 2007-09-26 | 2014-05-13 | Deuterx, Llc | Deuterium-enriched pioglitazone |
| ES2399179T3 (es) * | 2008-08-07 | 2013-03-26 | Pulmagen Therapeutics (Inflammation) Limited | Tratamiento de enfermedad respiratoria |
| WO2010105048A1 (en) | 2009-03-12 | 2010-09-16 | Metabolic Solutions Development Company | Thiazolidinedione analogues |
| WO2011017244A1 (en) | 2009-08-05 | 2011-02-10 | Metabolic Solutions Development Company | Polymorphs of 5-(4-(2-(5-ethylpyridin-2-yl)-2-oxoethoxy)benzyl)-1,3-thiazolidine-2,4-dione (mitoglitazone) |
| AU2010340061A1 (en) | 2009-12-15 | 2012-06-21 | Metabolic Solutions Development Company, Llc | PPAR-sparing thiazolidinediones and combinations for the treatment of obesity and other metabolic diseases |
| CN102753170A (zh) | 2009-12-15 | 2012-10-24 | 新陈代谢解决方案开发公司 | 治疗糖尿病及其它代谢性疾病的ppar节制的噻唑烷二酮和组合 |
| DK2513070T3 (en) | 2009-12-15 | 2018-01-22 | Cirius Therapeutics Inc | PPAR-sparing thiazolidinedione salts for the treatment of metabolic disorders |
| MX2012006730A (es) | 2009-12-15 | 2012-07-30 | Metabolic Solutions Dev Co Llc | Tiazolidinadionas moderadoras de receptores activados por proliferador de peroxizoma (ppar) y combinaciones para tratamiento de enfermedades neurodegenerativas y otras enfermedades metabolicas. |
| AU2011242844A1 (en) | 2010-04-21 | 2012-11-01 | Metabolic Solutions Development Company, Llc | Thiazolidinedione analogues |
-
2010
- 2010-12-15 DK DK10796247.4T patent/DK2513070T3/en active
- 2010-12-15 KR KR1020187022229A patent/KR102029611B1/ko active Active
- 2010-12-15 US US13/515,508 patent/US8912335B2/en active Active
- 2010-12-15 EP EP10796247.4A patent/EP2513070B1/en active Active
- 2010-12-15 ES ES10796247.4T patent/ES2658168T3/es active Active
- 2010-12-15 MX MX2012006725A patent/MX2012006725A/es active IP Right Grant
- 2010-12-15 JP JP2012544740A patent/JP5634526B2/ja active Active
- 2010-12-15 KR KR1020127018388A patent/KR20120107493A/ko not_active Ceased
- 2010-12-15 NZ NZ600390A patent/NZ600390A/xx unknown
- 2010-12-15 WO PCT/US2010/060439 patent/WO2011084453A1/en not_active Ceased
- 2010-12-15 KR KR1020177010102A patent/KR102029560B1/ko active Active
- 2010-12-15 PL PL10796247T patent/PL2513070T3/pl unknown
- 2010-12-15 HU HUE10796247A patent/HUE038042T2/hu unknown
- 2010-12-15 AU AU2010340055A patent/AU2010340055B2/en active Active
- 2010-12-15 NO NO10796247A patent/NO2513070T3/no unknown
- 2010-12-15 CA CA2783468A patent/CA2783468C/en active Active
- 2010-12-15 RU RU2012129930/04A patent/RU2564661C2/ru active
- 2010-12-15 CN CN201080063893.4A patent/CN102753539B/zh active Active
-
2014
- 2014-10-30 US US14/528,163 patent/US9126959B2/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007109024A2 (en) | 2006-03-16 | 2007-09-27 | Metabolic Solutions Development Company | Thiazolidinedione analogues for the treatment of metabolic inflammation mediated disease |
| WO2009038681A1 (en) * | 2007-09-14 | 2009-03-26 | Metabolic Solutions Development Company | Thiazolidinedione analogues for the treatment of hypertension |
Also Published As
| Publication number | Publication date |
|---|---|
| KR102029560B1 (ko) | 2019-10-07 |
| JP2013514367A (ja) | 2013-04-25 |
| NZ600390A (en) | 2013-08-30 |
| AU2010340055A1 (en) | 2012-06-28 |
| ES2658168T3 (es) | 2018-03-08 |
| KR20180089569A (ko) | 2018-08-08 |
| CN102753539B (zh) | 2015-09-09 |
| KR20120107493A (ko) | 2012-10-02 |
| CA2783468C (en) | 2018-10-09 |
| DK2513070T3 (en) | 2018-01-22 |
| US9126959B2 (en) | 2015-09-08 |
| HK1174330A1 (en) | 2013-06-07 |
| CA2783468A1 (en) | 2011-07-14 |
| US20120309975A1 (en) | 2012-12-06 |
| CN102753539A (zh) | 2012-10-24 |
| PL2513070T3 (pl) | 2018-05-30 |
| EP2513070B1 (en) | 2017-11-08 |
| RU2564661C2 (ru) | 2015-10-10 |
| MX2012006725A (es) | 2012-06-28 |
| AU2010340055B2 (en) | 2014-07-24 |
| RU2012129930A (ru) | 2014-01-27 |
| HUE038042T2 (hu) | 2018-09-28 |
| NO2513070T3 (enExample) | 2018-04-07 |
| EP2513070A1 (en) | 2012-10-24 |
| JP5634526B2 (ja) | 2014-12-03 |
| WO2011084453A1 (en) | 2011-07-14 |
| KR20170044214A (ko) | 2017-04-24 |
| US20150051406A1 (en) | 2015-02-19 |
| US8912335B2 (en) | 2014-12-16 |
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