FI107149B - Förfarande för framställning av en stabil polymorfisk form av (E)-N,N-dietyl-2-cyano-3-(3,4-dihydroxi-5-nitro-fenyl)akrylamid - Google Patents
Förfarande för framställning av en stabil polymorfisk form av (E)-N,N-dietyl-2-cyano-3-(3,4-dihydroxi-5-nitro-fenyl)akrylamid Download PDFInfo
- Publication number
- FI107149B FI107149B FI905198A FI905198A FI107149B FI 107149 B FI107149 B FI 107149B FI 905198 A FI905198 A FI 905198A FI 905198 A FI905198 A FI 905198A FI 107149 B FI107149 B FI 107149B
- Authority
- FI
- Finland
- Prior art keywords
- dihydroxy
- acrylamide
- cyano
- diethyl
- polymorphic form
- Prior art date
Links
Classifications
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Claims (3)
1. Förfarande för framställning av den farmaceutiskt aktiva kristallografiskt väsentligen rena polymorfa formen A av (E)-N,N-dietyl-2-cyano-3-(3,4-dihydroxi-5-nitrofenyl)-akrylamid med följande absorptionsband av det infraröda spektrumet i kaliumbromid: Vägtal Vägtal (cm-1) (cm-1) 3339 1512 3092 1441 3066 1377 3039 1298 2981 1281 2938 1210 2217 1165 1628 1150 1607 800 1580 779 1544 740 kännetecknat därav, att obehandlad N,N-dietyl-2-cyano-3-(3,4-dihydroxi-5-nitrofenyl)akrylamid kristalliseras ur en lägre alifatisk karboxylsyra innehällande en katalytisk mängd av väteklorid eller vätebromid.
2. Förfarandet enligt patentkrav 1, kännetecknat därav, att den lägre alifatiska karboxylsyra är ättiksyra.
3. Förfarandet enligt patentkrav 1, kännetecknat därav, att den lägre alifatiska karboxylsyra är myrsyra.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8924838 | 1989-11-03 | ||
GB8924838A GB2238047B (en) | 1989-11-03 | 1989-11-03 | Stable polymorphic form of (e)-n,n-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide and the process for its preparation |
Publications (2)
Publication Number | Publication Date |
---|---|
FI905198A0 FI905198A0 (fi) | 1990-10-23 |
FI107149B true FI107149B (sv) | 2001-06-15 |
Family
ID=10665678
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI905198A FI107149B (sv) | 1989-11-03 | 1990-10-23 | Förfarande för framställning av en stabil polymorfisk form av (E)-N,N-dietyl-2-cyano-3-(3,4-dihydroxi-5-nitro-fenyl)akrylamid |
Country Status (13)
Country | Link |
---|---|
US (1) | US5135950A (sv) |
EP (1) | EP0426468B1 (sv) |
JP (1) | JP2823680B2 (sv) |
AT (1) | ATE127447T1 (sv) |
BR (1) | BR1100289A (sv) |
DE (2) | DE122004000014I1 (sv) |
DK (1) | DK0426468T3 (sv) |
ES (1) | ES2075885T3 (sv) |
FI (1) | FI107149B (sv) |
GB (1) | GB2238047B (sv) |
GR (1) | GR3017526T3 (sv) |
LU (1) | LU91071I2 (sv) |
NL (1) | NL300147I1 (sv) |
Families Citing this family (40)
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 |
GB9113431D0 (en) * | 1991-06-20 | 1991-08-07 | Orion Yhytma Oy | Method for the preparation of 3,4-dihydroxy-5-nitrobenzaldehyde |
JPH05301838A (ja) * | 1991-10-15 | 1993-11-16 | Mitsubishi Kasei Corp | スチレン誘導体 |
CA2080554A1 (en) * | 1991-10-15 | 1993-04-16 | Mitsubishi Chemical Corporation | Styrene derivatives |
US7094427B2 (en) * | 2002-05-29 | 2006-08-22 | Impax Laboratories, Inc. | Combination immediate release controlled release levodopa/carbidopa dosage forms |
US20060013875A1 (en) * | 2002-05-29 | 2006-01-19 | Impax Laboratories, Inc. | Combination immediate release controlled release levodopa/carbidopa dosage forms |
WO2005058228A2 (en) * | 2003-12-19 | 2005-06-30 | F. Hoffmann-La Roche Ag | Comt inhibitors |
EP1701936A4 (en) * | 2003-12-24 | 2007-01-24 | Wockhardt Ltd | EFFICIENT METHOD FOR PREPARING THE POLYMORPHOS FORM A FROM (E) -ENTACAPONE |
CA2551791A1 (en) * | 2003-12-29 | 2005-07-21 | Wockhardt Limited | Stable polymorphs of (e)-n,n-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide |
WO2005063696A2 (de) * | 2003-12-31 | 2005-07-14 | Cilag Ag | Neue kristalline formen von entacapone und deren herstellung |
AU2003287844A1 (en) * | 2003-12-31 | 2005-07-21 | Cilag Ag | Novel crystalline forms of entacapone, and production thereof |
EP1577289A1 (en) | 2004-03-18 | 2005-09-21 | Revotar Biopharmaceuticals AG | Non-glycosylated/-glycosidic/-peptidic small molecule selectin inhibitors for the treament of inflammatory disorders |
WO2006002082A2 (en) * | 2004-06-16 | 2006-01-05 | Jack Arbiser | Carbazole formulations for the treatment of psoriasis and angiogenesis |
WO2006051154A1 (en) | 2004-11-10 | 2006-05-18 | Orion Corporation | Treatment of restless legs syndrome |
EA013161B1 (ru) | 2005-06-08 | 2010-02-26 | Орион Корпорейшн | Дозированная форма для перорального применения |
EP1901720A2 (en) * | 2005-06-23 | 2008-03-26 | Spherics, Inc. | Improved dosage forms for movement disorder treatment |
EP1764096A1 (en) | 2005-09-20 | 2007-03-21 | Revotar Biopharmaceuticals AG | Novel phloroglucinol derivatives having selectin ligand activity |
EP1764093A1 (en) | 2005-09-20 | 2007-03-21 | Revotar Biopharmaceuticals AG | Novel aromatic compounds and their use in medical applications |
EP1764095A1 (en) | 2005-09-20 | 2007-03-21 | Revotar Biopharmaceuticals AG | Novel nitrocatechol derivatives having selectin ligand activity |
EP1945607B1 (en) * | 2005-11-09 | 2009-10-14 | USV Limited | A process for the preparation of highly pure (e) n,n-diethyl-2-cyano-3-(3,4-dihydroxy- 5-nitro phenyl) acrylamide (entacapone) |
CN101460451A (zh) * | 2006-01-02 | 2009-06-17 | 阿克塔维什集团Ptc公司 | A型恩他卡朋的制备方法 |
US7932415B2 (en) * | 2006-02-06 | 2011-04-26 | Orion Corporation | Process for manufacturing entacapone |
WO2007094007A1 (en) * | 2006-02-13 | 2007-08-23 | Suven Life Sciences Ltd., | An improved process for the preparation of entacapone |
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) |
GB0610207D0 (en) * | 2006-05-23 | 2006-07-05 | Pliva Istrazivanje I Razvoj D | New forms of active pharmaceutical ingredient |
US20080131492A1 (en) * | 2006-06-23 | 2008-06-05 | Spherics, Inc. | Dosage forms for movement disorder treatment |
US20080004343A1 (en) * | 2006-06-29 | 2008-01-03 | Wockhardt Limited | Stable polymorphs of (E)-N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide |
GB0613826D0 (en) * | 2006-07-12 | 2006-08-23 | Pliva Istrazivanje I Razvoj D | Process and product |
ES2306587B1 (es) * | 2006-11-15 | 2009-08-07 | Quimica Sintetica, S.A. | Nueva forma cristalina de entacapona y procedimiento para su obtencion. |
ITMI20062450A1 (it) | 2006-12-19 | 2008-06-20 | Dipharma Spa | Procedimento per la preparazione di entacapone |
WO2008079404A2 (en) * | 2006-12-22 | 2008-07-03 | Combinatorx, Incorporated | Pharmaceutical compositions for treatment of parkinson's disease and related disorders |
ES2319024B1 (es) * | 2007-02-13 | 2009-12-11 | Quimica Sintetica, S.A. | Procedimiento para la obtencion de entacapona sustancialmente libre de isomero z, sus intermedios de sintesis y nueva forma cristalina. |
WO2009084031A2 (en) * | 2007-12-03 | 2009-07-09 | Neuland Laboratories Ltd | An improved process for preparation of (2e)-2-cyano-3-(3,4- dihydroxy-5-nitrophenyl)n,n-diethyl-2-propenamide polymorphic form a |
EP2251323B1 (en) | 2009-05-14 | 2014-04-23 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Method for the purification of entacapone |
KR101868326B1 (ko) | 2010-03-04 | 2018-06-19 | 오리온 코포레이션 | 파킨슨병의 치료를 위한 레보도파, 카르비도파 및 엔타카폰의 용도 |
CN103845317B (zh) | 2012-11-28 | 2018-05-08 | 北京生命科学研究所 | 恩他卡朋在预防或治疗肥胖等代谢综合征中的应用 |
US10098845B2 (en) | 2013-10-07 | 2018-10-16 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
US10987313B2 (en) | 2013-10-07 | 2021-04-27 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
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 |
US11986449B2 (en) | 2020-12-22 | 2024-05-21 | Amneal Pharmaceuticals Llc | Levodopa dosing regimen |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
YU213587A (en) * | 1986-11-28 | 1989-06-30 | Orion Yhtymae Oy | Process for obtaining new pharmacologic active cateholic derivatives |
JP2539504B2 (ja) * | 1987-03-11 | 1996-10-02 | 鐘淵化学工業株式会社 | ヒドロキシスチレン誘導体 |
AU618595B2 (en) * | 1988-04-28 | 1992-01-02 | Suntory Limited | Derivative of caffeic acid and pharmaceutical composition containing the same |
JP2535058B2 (ja) * | 1988-07-29 | 1996-09-18 | 富士通株式会社 | 半導体装置の製造方法 |
-
1989
- 1989-11-03 GB GB8924838A patent/GB2238047B/en not_active Revoked
-
1990
- 1990-10-23 FI FI905198A patent/FI107149B/sv not_active IP Right Cessation
- 1990-10-31 US US07/606,717 patent/US5135950A/en not_active Expired - Lifetime
- 1990-11-01 EP EP90311963A patent/EP0426468B1/en not_active Expired - Lifetime
- 1990-11-01 DE DE200412000014 patent/DE122004000014I1/de active Pending
- 1990-11-01 DK DK90311963.4T patent/DK0426468T3/da active
- 1990-11-01 DE DE69022166T patent/DE69022166T2/de not_active Expired - Lifetime
- 1990-11-01 AT AT90311963T patent/ATE127447T1/de active
- 1990-11-01 ES ES90311963T patent/ES2075885T3/es not_active Expired - Lifetime
- 1990-11-02 JP JP2298708A patent/JP2823680B2/ja not_active Expired - Lifetime
-
1995
- 1995-09-26 GR GR950402644T patent/GR3017526T3/el unknown
-
1997
- 1997-04-15 BR BR1100289-1A patent/BR1100289A/pt active IP Right Grant
-
2004
- 2004-04-09 LU LU91071C patent/LU91071I2/fr unknown
- 2004-04-16 NL NL300147C patent/NL300147I1/nl unknown
Also Published As
Publication number | Publication date |
---|---|
GR3017526T3 (en) | 1995-12-31 |
DK0426468T3 (da) | 1995-10-23 |
LU91071I2 (fr) | 2005-06-21 |
GB2238047A (en) | 1991-05-22 |
US5135950A (en) | 1992-08-04 |
DE69022166T2 (de) | 1996-02-15 |
EP0426468A3 (en) | 1992-05-06 |
GB8924838D0 (en) | 1989-12-20 |
ATE127447T1 (de) | 1995-09-15 |
EP0426468B1 (en) | 1995-09-06 |
GB2238047B (en) | 1993-02-10 |
DE122004000014I1 (de) | 2004-08-12 |
BR1100289A (pt) | 1999-10-05 |
JP2823680B2 (ja) | 1998-11-11 |
ES2075885T3 (es) | 1995-10-16 |
NL300147I1 (nl) | 2004-07-01 |
EP0426468A2 (en) | 1991-05-08 |
DE69022166D1 (de) | 1995-10-12 |
FI905198A0 (fi) | 1990-10-23 |
JPH03169844A (ja) | 1991-07-23 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
FI107149B (sv) | Förfarande för framställning av en stabil polymorfisk form av (E)-N,N-dietyl-2-cyano-3-(3,4-dihydroxi-5-nitro-fenyl)akrylamid | |
JP4928727B2 (ja) | 脂肪酸アミドの製造方法 | |
JP5112399B2 (ja) | アゴメラチン合成の新規な方法 | |
MX2015004764A (es) | Compuestos utiles en la sintesis de compuestos de benzamida. | |
WO2006064296A1 (en) | Process for the preparation of (e)-n,n-diethyl-2-cyano-3(3,4-dihydroxy-5-nitro-phenyl)-acrylamide in stable polymorphic form and intermediates of the process | |
US20080300420A1 (en) | Process for the Preparation of Entacapone Form-A | |
JP2682705B2 (ja) | 2,6−ジクロロフェニルアミノベンゼン酢酸誘導体及びジフェニルアミン誘導体の製造方法。 | |
AU2003288712A1 (en) | Alternative process for the preparation of entacapone | |
DE69006345T2 (de) | Totale Synthese von Erbstatin-Analogen. | |
AU2003292465A1 (en) | Stable polymorphs of (e)-n,n-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide | |
AU615521B2 (en) | Compounds used in the preparation of nifedipine | |
CN113316573B (zh) | 用于制备i型吡虫啉多晶型体的方法 | |
DE60021410T2 (de) | Verfahren zur herstellung von ketiminen | |
CA2327056C (en) | Phosphine reduction of azides to amides | |
KR0141482B1 (ko) | 0-카르복시피리딜-및 0-카르복시퀴놀릴이미다졸리논의 개선된 제조방법 | |
US6235935B1 (en) | Method of manufacturing high purity oximes from aqueous hydroxylamine and ketones | |
GB2061257A (en) | Method for the preparation of 2-chlorobenzoyl chloride, and its uses | |
US5631403A (en) | Process for the preparation of hydroxycarboxanilides | |
US5231215A (en) | Method of manufacturing substituted monoamides of dicarboxylic-acid monoalkyl esters | |
US5973205A (en) | Process for the preparation of 1, 3-diaminopropane derivatives and intermediates useful in this process | |
HU218599B (hu) | Eljárás 4-(3,4-diklór-fenil)-3,4-dihidro-1-(2H)-naftalin-1-on előállítására | |
US4391991A (en) | Process for the preparation of para-fluoroaniline | |
JPH0757744B2 (ja) | 4‐ブロモアニリン臭化水素酸塩の製法 | |
KR820002043B1 (ko) | β-이소부티릴 아미노크로톤산 아미드의 제조방법 | |
JPS5931748A (ja) | α−シアノアクリル酸エステルの製造法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
SPCF | Supplementary protection certificate application filed |
Spc suppl protection certif: L20020006 |
|
SPCF | Supplementary protection certificate application filed |
Spc suppl protection certif: L20040007 |
|
FG | Patent granted |
Owner name: ORION-YHTYMAE OY |
|
PC | Transfer of assignment of patent |
Owner name: ORION CORPORATION Free format text: ORION CORPORATION |
|
SPCG | Supplementary protection certificate granted |
Spc suppl protection certif: 221 Extension date: 20151023 |
|
SPCR | Lapse or expiry of a supplementary protection certificate |
Spc suppl protection certif: 221 Effective date: 20140311 |