BE2010C024I2 - Polymorphs of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylic acid and method of producing the same - Google Patents
Polymorphs of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylic acid and method of producing the sameInfo
- Publication number
- BE2010C024I2 BE2010C024I2 BE2010C024C BE2010C024C BE2010C024I2 BE 2010C024 I2 BE2010C024 I2 BE 2010C024I2 BE 2010C024 C BE2010C024 C BE 2010C024C BE 2010C024 C BE2010C024 C BE 2010C024C BE 2010C024 I2 BE2010C024 I2 BE 2010C024I2
- Authority
- BE
- Belgium
- Prior art keywords
- isobutyloxyphenyl
- cyano
- methyl
- producing
- thiazolecarboxylic acid
- Prior art date
Links
- BQSJTQLCZDPROO-UHFFFAOYSA-N febuxostat Chemical compound C1=C(C#N)C(OCC(C)C)=CC=C1C1=NC(C)=C(C(O)=O)S1 BQSJTQLCZDPROO-UHFFFAOYSA-N 0.000 title abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 239000012046 mixed solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Physical Education & Sports Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention provides a technique of selectively producing a polymorph of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylic acid.
The present invention also provides a method of producing the said polymorphs of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylic acid, which comprises crystallizing under the conditions defined by a specific temperature and a composition of a mixed solvent of methanol and water.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17307998 | 1998-06-19 | ||
| EP99957054A EP1020454B2 (en) | 1998-06-19 | 1999-06-18 | Polymorphic modifications of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazole-carboxylic acid and processes for the preparation thereof |
| PCT/JP1999/003258 WO1999065885A1 (en) | 1998-06-19 | 1999-06-18 | Polymorphic modifications of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazole-carboxylic acid and processes for the preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE2010C024I2 true BE2010C024I2 (en) | 2018-08-24 |
Family
ID=15953825
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE2010C024C BE2010C024I2 (en) | 1998-06-19 | 2010-05-12 | Polymorphs of 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylic acid and method of producing the same |
Country Status (38)
| Country | Link |
|---|---|
| US (1) | US6225474B1 (en) |
| EP (4) | EP1020454B2 (en) |
| JP (1) | JP3547707B2 (en) |
| KR (1) | KR100511183B1 (en) |
| CN (3) | CN1275126A (en) |
| AT (2) | ATE449765T1 (en) |
| AU (1) | AU748026B2 (en) |
| BE (1) | BE2010C024I2 (en) |
| BG (1) | BG64734B1 (en) |
| BR (1) | BR9906539A (en) |
| CA (2) | CA2301863C (en) |
| CY (3) | CY1109720T1 (en) |
| CZ (1) | CZ298170B6 (en) |
| DE (2) | DE69941672D1 (en) |
| DK (3) | DK1956014T3 (en) |
| ES (3) | ES2336287T5 (en) |
| FR (1) | FR10C0022I2 (en) |
| GT (1) | GT199900216A (en) |
| HR (2) | HRP20120217B1 (en) |
| HU (2) | HU229405B1 (en) |
| ID (1) | ID25775A (en) |
| IL (1) | IL134594A (en) |
| IN (1) | IN191537B (en) |
| IS (4) | IS9020A (en) |
| LT (1) | LT1956014T (en) |
| LU (1) | LU91682I2 (en) |
| NO (1) | NO321308B1 (en) |
| NZ (1) | NZ503326A (en) |
| PL (1) | PL200710B1 (en) |
| PT (3) | PT1956015E (en) |
| RU (1) | RU2198169C3 (en) |
| SI (3) | SI1956014T1 (en) |
| SK (2) | SK287928B6 (en) |
| TR (1) | TR200000458T1 (en) |
| TW (1) | TWI248439B (en) |
| UA (1) | UA57611C2 (en) |
| WO (1) | WO1999065885A1 (en) |
| ZA (1) | ZA200000737B (en) |
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| EP2332934B1 (en) | 2001-08-15 | 2017-03-01 | Pharmacia & Upjohn Company LLC | Processes for the preparation of crystals including a malic acid salt of n-[2-(diethylamino)ethyl]-5-[(5-fluoro-1,2-dihydro-2-oxo-3h-indole-3-ylidene)methyl]-2,4-dimethyl-1h-pyrrole-3-carboxamide. |
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| JP2003261548A (en) * | 2002-03-07 | 2003-09-19 | Teijin Ltd | Method for producing crystalline polymorph of 2- (3-cyano-4-isobutyloxyphenyl) -4-methyl-5-thiazolecarboxylic acid |
| SI1488790T1 (en) * | 2002-03-28 | 2014-09-30 | Teijin Pharma Limited | Solid preparation containing a single crystal a form of a thiazolecarboxylic acid derivative |
| WO2006121995A2 (en) * | 2005-05-09 | 2006-11-16 | Tap Pharmaceutical Products, Inc. | Methods for treating nephrolithiasis |
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| CN101812035B (en) * | 2006-09-07 | 2012-03-21 | 上海医药工业研究院 | 2-(3-cyano-4-isobutoxy phenyl)-4-methyl-5-thiazole formic acid crystal forms and preparation method thereof |
| BRPI0718611A2 (en) * | 2006-11-13 | 2014-02-25 | Takeda Pharmaceuticals North America Inc | METHODS FOR PRESERVING RENAL FUNCTION USING XANTINE OXIDOREDUTASE INHIBITORS. |
| US20090124623A1 (en) * | 2006-11-13 | 2009-05-14 | Christopher Lademacher | Methods for preserving and/or increasing renal function using xanthine oxidoreductase inhibitors |
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| CN101386605B (en) * | 2008-10-23 | 2010-09-08 | 中国科学院上海药物研究所 | Novel crystal of febuxostat and preparation method thereof |
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| CN106565627B (en) * | 2016-10-10 | 2020-01-10 | 扬子江药业集团有限公司 | Preparation method of febuxostat medicinal crystal form |
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-
1999
- 1999-06-18 CN CN99801366A patent/CN1275126A/en active Pending
- 1999-06-18 HU HU0004325A patent/HU229405B1/en active Protection Beyond IP Right Term
- 1999-06-18 JP JP2000554711A patent/JP3547707B2/en not_active Expired - Fee Related
- 1999-06-18 SK SK220-2000A patent/SK287928B6/en not_active IP Right Cessation
- 1999-06-18 DK DK08005933.0T patent/DK1956014T3/en active
- 1999-06-18 SI SI9931085T patent/SI1956014T1/en unknown
- 1999-06-18 AT AT99957054T patent/ATE449765T1/en active
- 1999-06-18 KR KR10-2000-7001678A patent/KR100511183B1/en not_active Expired - Lifetime
- 1999-06-18 RU RU2000107108A patent/RU2198169C3/en active
- 1999-06-18 HR HRP20120217AA patent/HRP20120217B1/en not_active IP Right Cessation
- 1999-06-18 IS IS9020A patent/IS9020A/en unknown
- 1999-06-18 DK DK08005934.8T patent/DK1956015T4/en active
- 1999-06-18 CA CA002301863A patent/CA2301863C/en not_active Expired - Lifetime
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