BG64988B1 - Хидрат на 5-[4-[2-(n-метил-n-(2-пиридил)амино)етокси]бензил]тиазолидин-2,4-дион, сол на малеиноватакиселина, като фармацевтично средство - Google Patents
Хидрат на 5-[4-[2-(n-метил-n-(2-пиридил)амино)етокси]бензил]тиазолидин-2,4-дион, сол на малеиноватакиселина, като фармацевтично средство Download PDFInfo
- Publication number
- BG64988B1 BG64988B1 BG104603A BG10460300A BG64988B1 BG 64988 B1 BG64988 B1 BG 64988B1 BG 104603 A BG104603 A BG 104603A BG 10460300 A BG10460300 A BG 10460300A BG 64988 B1 BG64988 B1 BG 64988B1
- Authority
- BG
- Bulgaria
- Prior art keywords
- hydrate
- ethoxy
- benzyl
- thiazolidine
- pyridyl
- Prior art date
Links
- YASAKCUCGLMORW-UHFFFAOYSA-N Rosiglitazone Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O YASAKCUCGLMORW-UHFFFAOYSA-N 0.000 title claims description 5
- 150000002688 maleic acid derivatives Chemical class 0.000 title claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000000126 substance Substances 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 238000001237 Raman spectrum Methods 0.000 claims abstract description 6
- 239000003814 drug Substances 0.000 claims abstract description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 6
- 238000002329 infrared spectrum Methods 0.000 claims abstract description 5
- 206010012601 diabetes mellitus Diseases 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 238000011282 treatment Methods 0.000 claims description 12
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 10
- ZOBPZXTWZATXDG-UHFFFAOYSA-N 1,3-thiazolidine-2,4-dione Chemical compound O=C1CSC(=O)N1 ZOBPZXTWZATXDG-UHFFFAOYSA-N 0.000 claims description 8
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 6
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- -1 N-methyl-N- (2-pyridyl) amino Chemical group 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims description 2
- 230000003000 nontoxic effect Effects 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 241000243251 Hydra Species 0.000 claims 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 claims 1
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- 239000000243 solution Substances 0.000 description 9
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
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- 239000004480 active ingredient Substances 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
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- 239000000725 suspension Substances 0.000 description 4
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- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
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- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 150000001467 thiazolidinediones Chemical class 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
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- 231100000759 toxicological effect Toxicity 0.000 description 1
- JEJAMASKDTUEBZ-UHFFFAOYSA-N tris(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OC(Br)(Br)C(C)(C)CBr)OC(Br)(Br)C(C)(C)CBr JEJAMASKDTUEBZ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
-
- 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
-
- 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
- A61P3/08—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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Diabetes (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Engineering & Computer Science (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9726566.4A GB9726566D0 (en) | 1997-12-16 | 1997-12-16 | Novel pharmaceutical |
| PCT/EP1998/008155 WO1999031095A1 (en) | 1997-12-16 | 1998-12-14 | 5-[4-[2- (n-methyl-n- (2-pyridyl)amino) ethoxy]benzyl] thiazolidine-2, 4-dione, maleic acid salt, hydrate as pharmaceutical |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BG104603A BG104603A (en) | 2001-03-30 |
| BG64988B1 true BG64988B1 (bg) | 2006-11-30 |
Family
ID=10823692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG104603A BG64988B1 (bg) | 1997-12-16 | 2000-07-13 | Хидрат на 5-[4-[2-(n-метил-n-(2-пиридил)амино)етокси]бензил]тиазолидин-2,4-дион, сол на малеиноватакиселина, като фармацевтично средство |
Country Status (35)
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6664278B2 (en) | 1997-12-16 | 2003-12-16 | Smithkline Beecham P.L.C. | Hydrate of 5-[4-[2-(N-methyl-N-(2-pyridil)amino)ethoxy]benzyl]thiazolidine-2,4-dione maleic acid salt |
| GB9726568D0 (en) | 1997-12-16 | 1998-02-11 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB9909041D0 (en) * | 1999-04-20 | 1999-06-16 | Smithkline Beecham Plc | Novel pharmaceutical |
| AR023561A1 (es) * | 1999-04-23 | 2002-09-04 | Smithkline Beecham Corp | Una forma polimorfica del acido maleico de un derivado de tiazolidin-2, 4 diona, una composicion farmaceutica y el uso de dicho polimorfo para lafabricacion de un medicamento |
| CZ20013801A3 (cs) * | 1999-04-23 | 2002-07-17 | Smithkline Beecham Plc | Nový léčivý přípravek |
| HRP20010773B1 (en) | 1999-04-23 | 2005-06-30 | Smithkline Beecham P.L.C. | Thiazolidinedione derivative and its use as antidiabetic |
| AU4882801A (en) * | 2000-04-25 | 2001-11-07 | Kyorin Pharmaceutical Co. Ltd. | Novel stable crystal of thiazolidinedione derivative and process for producing the same |
| GB0014005D0 (en) * | 2000-06-08 | 2000-08-02 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB0021784D0 (en) * | 2000-09-05 | 2000-10-18 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB0021978D0 (en) * | 2000-09-07 | 2000-10-25 | Smithkline Beecham Plc | Novel pharmaceutical |
| RU2286345C2 (ru) * | 2000-09-26 | 2006-10-27 | Др. Редди'З Лабораториз Лимитед | Полиморфные кристаллические формы 5-[4-2-[n-метил-n-(2-пиридил)амино]этокси]бензил]тиазолидин-2,4-дион малеата |
| CA2426117A1 (en) * | 2000-09-26 | 2002-04-04 | Dr. Reddy's Laboratories Limited | Novel polymorphic forms of 5-[4-[2-[n-methyl-n-(2-pyridyl)amino]ethoxy]benzyl] thiazolidine-2,4-dione maleate and process for their preparation |
| GB0129876D0 (en) * | 2001-12-13 | 2002-02-06 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB0129872D0 (en) * | 2001-12-13 | 2002-02-06 | Smithkline Beecham Plc | Novel pharmaceutical |
| WO2003050112A1 (en) * | 2001-12-13 | 2003-06-19 | Smithkline Beecham Plc | Toluenesulfonate hydrates of a thiazolidinedione derivative |
| GB2405403A (en) * | 2003-08-29 | 2005-03-02 | Cipla Ltd | Rosiglitazone maleate of particular polymorphic forms and methods of preparing rosiglitazone free base |
| ITMI20041537A1 (it) * | 2004-07-28 | 2004-10-28 | Chemi Spa | Nuova forma polimorfa del rosiglitazone maleato |
| CZ298424B6 (cs) * | 2005-05-24 | 2007-09-26 | Zentiva, A. S. | Zpusob krystalizace rosiglitazonu a jeho derivátuze smesných rozpouštedel |
| EP2184055A1 (en) | 2008-11-07 | 2010-05-12 | LEK Pharmaceuticals d.d. | Process for preparing solid dosage forms of rosiglitazone maleate |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE186724T1 (de) * | 1987-09-04 | 1999-12-15 | Beecham Group Plc | Substituierte thiazolidindionderivate |
| GB8820389D0 (en) * | 1988-08-26 | 1988-09-28 | Beecham Group Plc | Novel compounds |
| GB9218830D0 (en) | 1992-09-05 | 1992-10-21 | Smithkline Beecham Plc | Novel compounds |
| WO1995021608A1 (en) * | 1994-02-10 | 1995-08-17 | Smithkline Beecham Plc | Use of insulin sensitisers for treating renal diseases |
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1997
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1998
- 1998-12-14 EP EP98964510A patent/EP1040110A1/en not_active Withdrawn
- 1998-12-14 EA EA200000654A patent/EA004260B1/ru not_active IP Right Cessation
- 1998-12-14 AU AU19679/99A patent/AU1967999A/en not_active Abandoned
- 1998-12-14 CN CNA200810087031XA patent/CN101381367A/zh active Pending
- 1998-12-14 TR TR2000/01799T patent/TR200001799T2/xx unknown
- 1998-12-14 IL IL13642498A patent/IL136424A/xx unknown
- 1998-12-14 JP JP2000539019A patent/JP2002508373A/ja not_active Withdrawn
- 1998-12-14 WO PCT/EP1998/008155 patent/WO1999031095A1/en not_active Ceased
- 1998-12-14 EP EP05077331A patent/EP1661895A1/en not_active Withdrawn
- 1998-12-14 AP APAP/P/2000/001831A patent/AP1365A/en active
- 1998-12-14 HR HR20000408A patent/HRP20000408B1/xx not_active IP Right Cessation
- 1998-12-14 PL PL98341146A patent/PL341146A1/xx not_active Application Discontinuation
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- 1998-12-14 CN CNA2008100870305A patent/CN101302215A/zh active Pending
- 1998-12-14 CN CN98812089A patent/CN1281453A/zh active Pending
- 1998-12-14 RS YUP-363/00A patent/RS50126B/sr unknown
- 1998-12-14 UA UA2000063485A patent/UA72198C2/uk unknown
- 1998-12-14 CA CA002314107A patent/CA2314107A1/en not_active Abandoned
- 1998-12-14 SK SK917-2000A patent/SK286618B6/sk not_active IP Right Cessation
- 1998-12-14 CZ CZ20002204A patent/CZ299965B6/cs not_active IP Right Cessation
- 1998-12-14 HU HU0100509A patent/HUP0100509A3/hu unknown
- 1998-12-14 BR BR9813600-3A patent/BR9813600A/pt not_active Application Discontinuation
- 1998-12-14 KR KR1020007006515A patent/KR100549142B1/ko not_active Expired - Fee Related
- 1998-12-15 ZA ZA9811506A patent/ZA9811506B/xx unknown
- 1998-12-15 EG EG155698A patent/EG22337A/xx active
- 1998-12-15 DZ DZ980291A patent/DZ2681A1/xx active
- 1998-12-15 UY UY25308A patent/UY25308A1/es not_active IP Right Cessation
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- 1998-12-16 PE PE1998001233A patent/PE20000058A1/es not_active Application Discontinuation
- 1998-12-16 CO CO98074834A patent/CO4980880A1/es unknown
- 1998-12-16 IN IN3772DE1998 patent/IN192487B/en unknown
- 1998-12-16 TR TR1998/02625A patent/TR199802625A3/tr unknown
- 1998-12-16 TW TW087121121A patent/TW509690B/zh not_active IP Right Cessation
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1999
- 1999-02-27 SA SA99191115A patent/SA99191115B1/ar unknown
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2000
- 2000-06-15 NO NO20003069A patent/NO317254B1/no not_active IP Right Cessation
- 2000-07-13 BG BG104603A patent/BG64988B1/bg unknown
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