CZ297347B6 - Zpusob prípravy rosiglitazonu - Google Patents
Zpusob prípravy rosiglitazonuInfo
- Publication number
- CZ297347B6 CZ297347B6 CZ20040983A CZ2004983A CZ297347B6 CZ 297347 B6 CZ297347 B6 CZ 297347B6 CZ 20040983 A CZ20040983 A CZ 20040983A CZ 2004983 A CZ2004983 A CZ 2004983A CZ 297347 B6 CZ297347 B6 CZ 297347B6
- Authority
- CZ
- Czechia
- Prior art keywords
- general formula
- formic acid
- rosiglitazone
- preparing rosiglitazone
- preparing
- 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 abstract 4
- 229960004586 rosiglitazone Drugs 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 2
- 235000019253 formic acid Nutrition 0.000 abstract 2
- HCDYSWMAMRPMST-UHFFFAOYSA-N 5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methylidene]-1,3-thiazolidine-2,4-dione Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1C=C1SC(=O)NC1=O HCDYSWMAMRPMST-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
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
- 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)
- General Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Endocrinology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
Abstract
Príprava rosiglitazonu vzorce I redukcí 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyliden]thiazolidin-2,4-dionu vzorce II za pouzití smesi kyseliny mravencí vzorce III a bazického aminu vzorce IV nebo amoniové soli kyseliny mravencí vzorce V, kde R.sub.1.n., R.sub.2.n. a R.sub.3.n. znací vodíknebo alkyl (C1-C5), za katalýzy prechodovým kovem.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CZ20040983A CZ297347B6 (cs) | 2004-09-21 | 2004-09-21 | Zpusob prípravy rosiglitazonu |
PCT/CZ2005/000066 WO2006032218A1 (en) | 2004-09-21 | 2005-08-31 | Method for the preparation of rosiglitazone |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CZ20040983A CZ297347B6 (cs) | 2004-09-21 | 2004-09-21 | Zpusob prípravy rosiglitazonu |
Publications (2)
Publication Number | Publication Date |
---|---|
CZ2004983A3 CZ2004983A3 (cs) | 2006-05-17 |
CZ297347B6 true CZ297347B6 (cs) | 2006-11-15 |
Family
ID=35520548
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CZ20040983A CZ297347B6 (cs) | 2004-09-21 | 2004-09-21 | Zpusob prípravy rosiglitazonu |
Country Status (2)
Country | Link |
---|---|
CZ (1) | CZ297347B6 (cs) |
WO (1) | WO2006032218A1 (cs) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1887006A1 (en) * | 2006-08-07 | 2008-02-13 | Krka | Polymorphic forms of rosiglitazone base |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0306228A1 (en) * | 1987-09-04 | 1989-03-08 | Beecham Group Plc | Substituted thiazolidinedione derivatives |
US5726055A (en) * | 1991-11-19 | 1998-03-10 | Smithkline Beecham Plc | Process for the preparation of pharmaceutically active thiazolidine compounds by a yeast reductase |
WO1998037073A1 (en) * | 1997-02-18 | 1998-08-27 | Smithkline Beecham Plc | Process for the preparation of substituted thiazolidinedione |
WO1999023095A1 (en) * | 1997-11-04 | 1999-05-14 | Smithkline Beecham Plc | Process for the preparation of thiazolidinedione derivatives |
EP1231211A1 (en) * | 1999-11-18 | 2002-08-14 | Vita-Invest, S.A. | Thiazolidinedione derivatives as antidiabetic agents |
WO2003053367A2 (en) * | 2001-12-20 | 2003-07-03 | Teva Pharmaceutical Industries Ltd. | Hydrogenation of precursors to thiazolidinedione antihyperglycemics |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2820742B1 (fr) * | 2001-02-14 | 2005-03-11 | Ppg Sipsy | Procede de preparation de composes derives de thiazolidinedione, d'oxazolidinedione ou d'hydantoine |
-
2004
- 2004-09-21 CZ CZ20040983A patent/CZ297347B6/cs not_active IP Right Cessation
-
2005
- 2005-08-31 WO PCT/CZ2005/000066 patent/WO2006032218A1/en active Application Filing
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0306228A1 (en) * | 1987-09-04 | 1989-03-08 | Beecham Group Plc | Substituted thiazolidinedione derivatives |
US5726055A (en) * | 1991-11-19 | 1998-03-10 | Smithkline Beecham Plc | Process for the preparation of pharmaceutically active thiazolidine compounds by a yeast reductase |
WO1998037073A1 (en) * | 1997-02-18 | 1998-08-27 | Smithkline Beecham Plc | Process for the preparation of substituted thiazolidinedione |
WO1999023095A1 (en) * | 1997-11-04 | 1999-05-14 | Smithkline Beecham Plc | Process for the preparation of thiazolidinedione derivatives |
EP1231211A1 (en) * | 1999-11-18 | 2002-08-14 | Vita-Invest, S.A. | Thiazolidinedione derivatives as antidiabetic agents |
WO2003053367A2 (en) * | 2001-12-20 | 2003-07-03 | Teva Pharmaceutical Industries Ltd. | Hydrogenation of precursors to thiazolidinedione antihyperglycemics |
Also Published As
Publication number | Publication date |
---|---|
WO2006032218A1 (en) | 2006-03-30 |
CZ2004983A3 (cs) | 2006-05-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20120921 |