HUP9900798A2 - Metil-fenidát optikai rezolválása O,O'-bisz-aroil-borkősavakkal - Google Patents
Metil-fenidát optikai rezolválása O,O'-bisz-aroil-borkősavakkalInfo
- Publication number
- HUP9900798A2 HUP9900798A2 HU9900798A HUP9900798A HUP9900798A2 HU P9900798 A2 HUP9900798 A2 HU P9900798A2 HU 9900798 A HU9900798 A HU 9900798A HU P9900798 A HUP9900798 A HU P9900798A HU P9900798 A2 HUP9900798 A2 HU P9900798A2
- Authority
- HU
- Hungary
- Prior art keywords
- methylphenidate
- bisaroyl
- optical resolution
- tartaric acids
- enantiomers
- Prior art date
Links
- DUGOZIWVEXMGBE-UHFFFAOYSA-N Methylphenidate Chemical compound C=1C=CC=CC=1C(C(=O)OC)C1CCCCN1 DUGOZIWVEXMGBE-UHFFFAOYSA-N 0.000 title abstract 3
- 229960001344 methylphenidate Drugs 0.000 title abstract 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical class [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 title 1
- 230000003287 optical effect Effects 0.000 title 1
- 235000002906 tartaric acid Nutrition 0.000 title 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- DUGOZIWVEXMGBE-CHWSQXEVSA-N dexmethylphenidate Chemical compound C([C@@H]1[C@H](C(=O)OC)C=2C=CC=CC=2)CCCN1 DUGOZIWVEXMGBE-CHWSQXEVSA-N 0.000 abstract 1
- 239000003344 environmental pollutant Substances 0.000 abstract 1
- DUGOZIWVEXMGBE-STQMWFEESA-N methyl (S)-phenyl[(S)-piperidin-2-yl]acetate Chemical compound C([C@H]1[C@@H](C(=O)OC)C=2C=CC=CC=2)CCCN1 DUGOZIWVEXMGBE-STQMWFEESA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 210000003205 muscle Anatomy 0.000 abstract 1
- 239000003158 myorelaxant agent Substances 0.000 abstract 1
- 231100000719 pollutant Toxicity 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4458—Non condensed piperidines, e.g. piperocaine only substituted in position 2, e.g. methylphenidate
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/0004—Crystallisation cooling by heat exchange
- B01D9/0013—Crystallisation cooling by heat exchange by indirect heat exchange
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Thermal Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Hospice & Palliative Care (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Psychiatry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A találmány tárgya metil-fenidát egyik izőmerje, a d- és l-treő-enantiőmerekből kiválasztva, vagy ennek gyógyászatilag elfőgadhatósója, összesen kevesebb, mint 2 tömeg% rezőlváló szer és/vagyritalinsav szennyező anyag tartalőmmal. A találmány tárgya tővábbámetil-fenidát egyik izőmeje, a d- és l-treő-enantiő-merekbőlkiválasztva, vagy ennek gyógyászatilag elfőgadható sója, mely legalább98% tisztaságú. A találmány tárgyát képezi a d- vagy l-treő-metil-fenidát lényegében tiszta egyik enantiőmerjének előállítására eljárásais, melynek sőrán egy enantiőmerkeveréket egy O,O'-diarőil-bőrkősav,mint rezőlváló szer alkalmazásával rezőlválnak. ŕ
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9601228.1A GB9601228D0 (en) | 1996-01-22 | 1996-01-22 | Resolution |
GB9700156 | 1997-01-20 |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP9900798A2 true HUP9900798A2 (hu) | 1999-07-28 |
HUP9900798A3 HUP9900798A3 (en) | 1999-11-29 |
Family
ID=26308503
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU9900798A HUP9900798A3 (en) | 1996-01-22 | 1997-01-22 | Optical resolution of methylphenidate by o,o'-bisaroyl tartaric acids |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0883608B1 (hu) |
JP (1) | JP4163748B2 (hu) |
KR (1) | KR19990081891A (hu) |
AT (1) | ATE373640T1 (hu) |
AU (1) | AU716570B2 (hu) |
CA (1) | CA2242595A1 (hu) |
CZ (1) | CZ225198A3 (hu) |
DE (1) | DE69738154T2 (hu) |
HU (1) | HUP9900798A3 (hu) |
MX (1) | MX9805870A (hu) |
SK (1) | SK98098A3 (hu) |
WO (1) | WO1997027176A1 (hu) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6486177B2 (en) | 1995-12-04 | 2002-11-26 | Celgene Corporation | Methods for treatment of cognitive and menopausal disorders with D-threo methylphenidate |
JP2000504008A (ja) * | 1996-02-02 | 2000-04-04 | メデバ・ユアラプ・リミテッド | D―トレオ―(r,r)―メチルフェニデートの調製およびエピメリゼーションによる不要エナンチオマーリサイクルの方法 |
US6100401A (en) * | 1998-04-20 | 2000-08-08 | Novartris Ag | Process for preparing the d-threo isomer of methylphenidate hydrochloride |
US6162919A (en) * | 1998-12-03 | 2000-12-19 | Novartis Ag | Process for preparing the d-threo isomer of methylphenidate hydrochloride |
US6025502A (en) * | 1999-03-19 | 2000-02-15 | The Trustees Of The University Of Pennsylvania | Enantopselective synthesis of methyl phenidate |
GB9913458D0 (en) * | 1999-06-09 | 1999-08-11 | Medeva Europ Ltd | The therapeutic use of d-threo-methylphenidate |
WO2001043730A2 (en) * | 1999-12-17 | 2001-06-21 | Medeva Europe Limited | The treatment of convulsive states |
AU2002353803A1 (en) * | 2001-10-12 | 2003-04-22 | Sention, Inc. | Direct resolution of racemic threo-methylphenidate hydrochloride |
FR2853650B1 (fr) * | 2003-04-10 | 2006-07-07 | Merck Sante Sas | Procede de dedoublement d'amines utiles pour le traitement de desordres associes au syndrome d'insulino-resistance |
US7229557B2 (en) | 2004-02-04 | 2007-06-12 | Konec, Inc. | Method to separate stereoisomers |
US7897777B2 (en) * | 2007-01-05 | 2011-03-01 | Archimica, Inc. | Process of enantiomeric resolution of D,L-(±)-threo-methylphenidate |
US8552030B2 (en) | 2009-05-07 | 2013-10-08 | Malladi Drugs & Pharmaceuticals Ltd. | Process for the preparation of d-threo-ritalinic acid hydrochloride by resolution of dl-threo-ritalinic acid using chiral carboxylic acid |
US9603809B2 (en) | 2011-03-23 | 2017-03-28 | Ironshore Pharmaceuticals & Development, Inc. | Methods of treatment of attention deficit hyperactivity disorder |
US9283214B2 (en) | 2011-03-23 | 2016-03-15 | Ironshore Pharmaceuticals & Development, Inc. | Compositions for treatment of attention deficit hyperactivity disorder |
US9498447B2 (en) | 2011-03-23 | 2016-11-22 | Ironshore Pharmaceuticals & Development, Inc. | Compositions for treatment of attention deficit hyperactivity disorder |
US10292937B2 (en) | 2011-03-23 | 2019-05-21 | Ironshore Pharmaceuticals & Development, Inc. | Methods of treatment of attention deficit hyperactivity disorder |
US9119809B2 (en) | 2011-03-23 | 2015-09-01 | Ironshore Pharmaceuticals & Development, Inc. | Compositions for treatment of attention deficit hyperactivity disorder |
US11241391B2 (en) | 2011-03-23 | 2022-02-08 | Ironshore Pharmaceuticals & Development, Inc. | Compositions for treatment of attention deficit hyperactivity disorder |
US10905652B2 (en) | 2011-03-23 | 2021-02-02 | Ironshore Pharmaceuticals & Development, Inc. | Compositions for treatment of attention deficit hyperactivity disorder |
US8916588B2 (en) | 2011-03-23 | 2014-12-23 | Ironshore Pharmaceuticals & Development, Inc. | Methods for treatment of attention deficit hyperactivity disorder |
WO2012129551A1 (en) | 2011-03-23 | 2012-09-27 | Ironshore Pharmaceuticals & Development, Inc. | Methods and compositions for treatment of attention deficit disorder |
US8927010B2 (en) | 2011-03-23 | 2015-01-06 | Ironshore Pharmaceuticals & Development, Inc. | Compositions for treatment of attention deficit hyperactivity disorder |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2957880A (en) * | 1953-12-23 | 1960-10-25 | Ciba Pharm Prod Inc | Process for the conversion of stereoisomers |
JPH07247286A (ja) * | 1994-01-18 | 1995-09-26 | Sankyo Co Ltd | 含窒素環状化合物の光学分割方法 |
MX9605611A (es) * | 1994-05-16 | 1998-05-31 | Merrell Pharma Inc | Procedimiento y sales diastereomericas utiles para la resolucion optica de a-(4-(1,1-dimetiletil)fenil)-4-(hidroxidifenil-metil)-1-pipe ridinbutanol racemico y compuestos derivados. |
-
1997
- 1997-01-20 MX MX9805870A patent/MX9805870A/es active IP Right Grant
- 1997-01-22 HU HU9900798A patent/HUP9900798A3/hu not_active Application Discontinuation
- 1997-01-22 KR KR1019980705603A patent/KR19990081891A/ko not_active Application Discontinuation
- 1997-01-22 EP EP97901158A patent/EP0883608B1/en not_active Expired - Lifetime
- 1997-01-22 WO PCT/GB1997/000185 patent/WO1997027176A1/en active IP Right Grant
- 1997-01-22 CA CA002242595A patent/CA2242595A1/en not_active Abandoned
- 1997-01-22 DE DE69738154T patent/DE69738154T2/de not_active Expired - Fee Related
- 1997-01-22 AT AT97901158T patent/ATE373640T1/de not_active IP Right Cessation
- 1997-01-22 JP JP52664997A patent/JP4163748B2/ja not_active Expired - Fee Related
- 1997-01-22 SK SK980-98A patent/SK98098A3/sk unknown
- 1997-01-22 AU AU14503/97A patent/AU716570B2/en not_active Ceased
- 1997-01-22 CZ CZ982251A patent/CZ225198A3/cs unknown
Also Published As
Publication number | Publication date |
---|---|
EP0883608B1 (en) | 2007-09-19 |
AU716570B2 (en) | 2000-03-02 |
ATE373640T1 (de) | 2007-10-15 |
SK98098A3 (en) | 1999-03-12 |
MX9805870A (hu) | 1999-01-31 |
CA2242595A1 (en) | 1997-07-31 |
DE69738154D1 (de) | 2007-10-31 |
HUP9900798A3 (en) | 1999-11-29 |
DE69738154T2 (de) | 2008-06-12 |
KR19990081891A (ko) | 1999-11-15 |
EP0883608A1 (en) | 1998-12-16 |
AU1450397A (en) | 1997-08-20 |
JP4163748B2 (ja) | 2008-10-08 |
JP2000517288A (ja) | 2000-12-26 |
CZ225198A3 (cs) | 1998-12-16 |
WO1997027176A1 (en) | 1997-07-31 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FC4A | Lapse of provisional application due to refusal |