HRP20120445T1 - Postupak proizvodnje entakapona - Google Patents
Postupak proizvodnje entakapona Download PDFInfo
- Publication number
- HRP20120445T1 HRP20120445T1 HRP20120445TT HRP20120445T HRP20120445T1 HR P20120445 T1 HRP20120445 T1 HR P20120445T1 HR P20120445T T HRP20120445T T HR P20120445TT HR P20120445 T HRP20120445 T HR P20120445T HR P20120445 T1 HRP20120445 T1 HR P20120445T1
- Authority
- HR
- Croatia
- Prior art keywords
- mixture
- dihydroxy
- diethyl
- cyano
- acrylamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 18
- 238000004519 manufacturing process Methods 0.000 title claims abstract 6
- JRURYQJSLYLRLN-BJMVGYQFSA-N entacapone Chemical compound CCN(CC)C(=O)C(\C#N)=C\C1=CC(O)=C(O)C([N+]([O-])=O)=C1 JRURYQJSLYLRLN-BJMVGYQFSA-N 0.000 title claims abstract 5
- 229960003337 entacapone Drugs 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 claims 21
- JRURYQJSLYLRLN-UHFFFAOYSA-N 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide Chemical compound CCN(CC)C(=O)C(C#N)=CC1=CC(O)=C(O)C([N+]([O-])=O)=C1 JRURYQJSLYLRLN-UHFFFAOYSA-N 0.000 claims 8
- 239000013078 crystal Substances 0.000 claims 6
- 238000001816 cooling Methods 0.000 claims 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 3
- 238000007873 sieving Methods 0.000 claims 3
- BBFJODMCHICIAA-UHFFFAOYSA-N 3,4-dihydroxy-5-nitrobenzaldehyde Chemical compound OC1=CC(C=O)=CC([N+]([O-])=O)=C1O BBFJODMCHICIAA-UHFFFAOYSA-N 0.000 claims 2
- RYSHIRFTLKZVIH-UHFFFAOYSA-N N,N-diethylcyanoacetamide Chemical compound CCN(CC)C(=O)CC#N RYSHIRFTLKZVIH-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 238000010899 nucleation Methods 0.000 claims 2
- 238000009331 sowing Methods 0.000 claims 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 claims 1
- 238000006386 neutralization reaction Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/06—Preparation of carboxylic acid amides from nitriles by transformation of cyano groups into carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
-
- 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
- A61K31/275—Nitriles; Isonitriles
- A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/22—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Psychology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76519606P | 2006-02-06 | 2006-02-06 | |
| PCT/FI2007/000029 WO2007090923A1 (en) | 2006-02-06 | 2007-02-06 | Process for manufacturing entacapone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20120445T1 true HRP20120445T1 (hr) | 2012-06-30 |
Family
ID=38008007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20120445TT HRP20120445T1 (hr) | 2006-02-06 | 2012-05-24 | Postupak proizvodnje entakapona |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7932415B2 (ja) |
| EP (1) | EP1981840B1 (ja) |
| JP (1) | JP5232015B2 (ja) |
| KR (1) | KR101382160B1 (ja) |
| CN (1) | CN101379024B (ja) |
| AT (1) | ATE554064T1 (ja) |
| AU (1) | AU2007213628B2 (ja) |
| CA (1) | CA2641396C (ja) |
| EA (1) | EA014912B1 (ja) |
| ES (1) | ES2382896T3 (ja) |
| HR (1) | HRP20120445T1 (ja) |
| IL (1) | IL192153A (ja) |
| NO (1) | NO341142B1 (ja) |
| PL (1) | PL1981840T3 (ja) |
| PT (1) | PT1981840E (ja) |
| SI (1) | SI1981840T1 (ja) |
| WO (1) | WO2007090923A1 (ja) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104402764A (zh) * | 2014-11-26 | 2015-03-11 | 千辉药业（安徽）有限责任公司 | 一种恩他卡朋的制备方法 |
| RU2017120184A (ru) | 2014-11-28 | 2018-12-28 | БИАЛ - ПОРТЕЛА ЭНД Ка, С.А. | Лекарства для замедления течения болезни паркинсона |
| CN105061259A (zh) * | 2015-08-25 | 2015-11-18 | 重庆植恩药业有限公司 | 一种恩他卡朋a型晶的制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5283352A (en) * | 1986-11-28 | 1994-02-01 | Orion-Yhtyma Oy | Pharmacologically active compounds, methods for the preparation thereof and compositions containing the same |
| YU213587A (en) * | 1986-11-28 | 1989-06-30 | Orion Yhtymae Oy | Process for obtaining new pharmacologic active cateholic derivatives |
| GB2238047B (en) * | 1989-11-03 | 1993-02-10 | Orion Yhtymae Oy | Stable polymorphic form of (e)-n,n-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide and the process for its preparation |
| WO2005070881A1 (en) * | 2003-12-24 | 2005-08-04 | Wockhardt Limited | An efficient process for the manufacture of (e)-entacapone polymorphic form a |
| EP1699753B1 (en) * | 2003-12-29 | 2014-11-26 | Suven Life Sciences Limited | Improved process for the preparation of entacapone |
| EP1701937A4 (en) * | 2003-12-29 | 2007-05-02 | Wockhardt Ltd | STABLE POLYMORPHS OF (E) -N, N-DIETHYL-2-CYANO-3- (3,4-DIHYDROXY-5-NITROPHENYL) ACRYLAMIDE |
| US20080076825A1 (en) * | 2003-12-31 | 2008-03-27 | Thomas Bader | Novel Crystalline Forms of Entacapone and Production Thereof |
| WO2007113845A1 (en) * | 2006-04-03 | 2007-10-11 | Alembic Limited | A process for the preparation of (e)-2-cyano-3-(3, 4-dihydroxy-5-nitrophenyl)-n, n-diethyl-2-propenamide (entacapone) |
-
2007
- 2007-02-06 EA EA200870235A patent/EA014912B1/ru not_active IP Right Cessation
- 2007-02-06 AT AT07704803T patent/ATE554064T1/de active
- 2007-02-06 CN CN2007800043698A patent/CN101379024B/zh active Active
- 2007-02-06 CA CA2641396A patent/CA2641396C/en active Active
- 2007-02-06 KR KR1020087015662A patent/KR101382160B1/ko active IP Right Grant
- 2007-02-06 US US12/278,043 patent/US7932415B2/en active Active
- 2007-02-06 WO PCT/FI2007/000029 patent/WO2007090923A1/en active Application Filing
- 2007-02-06 SI SI200730933T patent/SI1981840T1/sl unknown
- 2007-02-06 EP EP07704803A patent/EP1981840B1/en active Active
- 2007-02-06 AU AU2007213628A patent/AU2007213628B2/en active Active
- 2007-02-06 ES ES07704803T patent/ES2382896T3/es active Active
- 2007-02-06 PT PT07704803T patent/PT1981840E/pt unknown
- 2007-02-06 PL PL07704803T patent/PL1981840T3/pl unknown
- 2007-02-06 JP JP2008552835A patent/JP5232015B2/ja active Active
-
2008
- 2008-06-12 IL IL192153A patent/IL192153A/en active IP Right Grant
- 2008-08-28 NO NO20083730A patent/NO341142B1/no unknown
-
2012
- 2012-05-24 HR HRP20120445TT patent/HRP20120445T1/hr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2007213628B2 (en) | 2012-08-09 |
| CA2641396A1 (en) | 2007-08-16 |
| KR20080091115A (ko) | 2008-10-09 |
| JP5232015B2 (ja) | 2013-07-10 |
| EA014912B1 (ru) | 2011-02-28 |
| EA200870235A1 (ru) | 2009-02-27 |
| NO341142B1 (no) | 2017-08-28 |
| IL192153A0 (en) | 2008-12-29 |
| KR101382160B1 (ko) | 2014-04-07 |
| JP2009525971A (ja) | 2009-07-16 |
| EP1981840A1 (en) | 2008-10-22 |
| AU2007213628A1 (en) | 2007-08-16 |
| CA2641396C (en) | 2014-07-22 |
| ES2382896T3 (es) | 2012-06-14 |
| CN101379024B (zh) | 2012-06-06 |
| CN101379024A (zh) | 2009-03-04 |
| IL192153A (en) | 2012-08-30 |
| PL1981840T3 (pl) | 2012-09-28 |
| NO20083730L (no) | 2008-08-28 |
| PT1981840E (pt) | 2012-05-07 |
| ATE554064T1 (de) | 2012-05-15 |
| US20090012176A1 (en) | 2009-01-08 |
| WO2007090923A1 (en) | 2007-08-16 |
| EP1981840B1 (en) | 2012-04-18 |
| SI1981840T1 (sl) | 2012-07-31 |
| US7932415B2 (en) | 2011-04-26 |
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