HUP9901658A2 - Eljárás d-treo- (R,R)-metil-fenidát előállítására, és a nem kívánt enantiomerek visszanyerése epimerizálással - Google Patents

Eljárás d-treo- (R,R)-metil-fenidát előállítására, és a nem kívánt enantiomerek visszanyerése epimerizálással

Info

Publication number
HUP9901658A2
HUP9901658A2 HU9901658A HUP9901658A HUP9901658A2 HU P9901658 A2 HUP9901658 A2 HU P9901658A2 HU 9901658 A HU9901658 A HU 9901658A HU P9901658 A HUP9901658 A HU P9901658A HU P9901658 A2 HUP9901658 A2 HU P9901658A2
Authority
HU
Hungary
Prior art keywords
preparation
epimerisation
threo
recycling
enantiomers
Prior art date
Application number
HU9901658A
Other languages
English (en)
Inventor
Marianne Langston
Hooshang Shahriari Zavareh
Original Assignee
Medeva Europe Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GBGB9602174.6A external-priority patent/GB9602174D0/en
Priority claimed from GBGB9618836.2A external-priority patent/GB9618836D0/en
Application filed by Medeva Europe Limited filed Critical Medeva Europe Limited
Publication of HUP9901658A2 publication Critical patent/HUP9901658A2/hu
Publication of HUP9901658A3 publication Critical patent/HUP9901658A3/hu

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic 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
    • C07D211/08Heterocyclic 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
    • C07D211/18Heterocyclic 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
    • C07D211/34Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4458Non condensed piperidines, e.g. piperocaine only substituted in position 2, e.g. methylphenidate
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D9/00Crystallisation
    • B01D9/0004Crystallisation cooling by heat exchange
    • B01D9/0013Crystallisation cooling by heat exchange by indirect heat exchange

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (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 eljárás treő-metil-fenidát egyetlen, d- vagy 2-enantiőmere előállítására. A találmány értelmében úgy járnak el, hőgyaz enantiőmerek keverékét rezőlválják, a nem kívánt enantiőmertracemizálják, így mind a négy sztereőizőmer keverékét kapják, majd azeritrő sztereőizőmereket elkülönítik a rezőlválásra visszamaradóenantiőmerkeveréktől. ŕ
HU9901658A 1996-02-02 1997-01-31 Process for the preparation of d-threo-(r,r)-methyl phenidate and recycling of undesired enantiomers by epimerisation HUP9901658A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9602174.6A GB9602174D0 (en) 1996-02-02 1996-02-02 Resolution/racemization process
GBGB9618836.2A GB9618836D0 (en) 1996-09-10 1996-09-10 Resolution/racemisation process

Publications (2)

Publication Number Publication Date
HUP9901658A2 true HUP9901658A2 (hu) 1999-09-28
HUP9901658A3 HUP9901658A3 (en) 1999-12-28

Family

ID=26308593

Family Applications (1)

Application Number Title Priority Date Filing Date
HU9901658A HUP9901658A3 (en) 1996-02-02 1997-01-31 Process for the preparation of d-threo-(r,r)-methyl phenidate and recycling of undesired enantiomers by epimerisation

Country Status (16)

Country Link
US (1) US7164025B2 (hu)
EP (1) EP0879228B1 (hu)
JP (1) JP2000504008A (hu)
KR (1) KR100453707B1 (hu)
AT (1) ATE226940T1 (hu)
AU (1) AU715183B2 (hu)
CA (1) CA2243534C (hu)
CZ (1) CZ292609B6 (hu)
DE (1) DE69716713T2 (hu)
DK (1) DK0879228T3 (hu)
ES (1) ES2187753T3 (hu)
HU (1) HUP9901658A3 (hu)
MX (1) MX209701B (hu)
PT (1) PT879228E (hu)
SK (1) SK283553B6 (hu)
WO (1) WO1997028124A1 (hu)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
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
US5922736A (en) * 1995-12-04 1999-07-13 Celegene Corporation Chronic, bolus administration of D-threo methylphenidate
US5837284A (en) 1995-12-04 1998-11-17 Mehta; Atul M. Delivery of multiple doses of medications
GB9700912D0 (en) 1997-01-17 1997-03-05 Chiroscience Ltd Resolution
US6962997B1 (en) 1997-05-22 2005-11-08 Celgene Corporation Process and intermediates for resolving piperidyl acetamide steroisomers
US6100401A (en) * 1998-04-20 2000-08-08 Novartris 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
US20050239830A1 (en) * 2004-04-26 2005-10-27 Vikram Khetani Methods of diminishing co-abuse potential
CA2591247A1 (en) * 2004-12-09 2006-06-15 Celgene Corporation Treatment of patients suffering from a disease having a family history or diagnosis of tics or tourette's syndrome with d-threo methylphenidate
US7897777B2 (en) * 2007-01-05 2011-03-01 Archimica, Inc. Process of enantiomeric resolution of D,L-(±)-threo-methylphenidate
WO2012031125A2 (en) 2010-09-01 2012-03-08 The General Hospital Corporation Reversal of general anesthesia by administration of methylphenidate, amphetamine, modafinil, amantadine, and/or caffeine
EP4011364B1 (en) 2011-03-23 2023-12-13 Ironshore Pharmaceuticals & Development, Inc. Methods and compositions for treatment of attention deficit disorder
US10905652B2 (en) 2011-03-23 2021-02-02 Ironshore Pharmaceuticals & Development, Inc. Compositions for 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
US9603809B2 (en) 2011-03-23 2017-03-28 Ironshore Pharmaceuticals & Development, Inc. Methods of 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
US8916588B2 (en) 2011-03-23 2014-12-23 Ironshore Pharmaceuticals & Development, Inc. Methods for 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
US8927010B2 (en) 2011-03-23 2015-01-06 Ironshore Pharmaceuticals & Development, Inc. Compositions for treatment of attention deficit hyperactivity disorder

Family Cites Families (7)

* Cited by examiner, † Cited by third party
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
SU466229A1 (ru) * 1973-01-23 1975-04-05 Всесоюзный научно-исследовательский химико-фармацевтический институт им. С.Орджоникидзе Способ получени гидрохлорида метилового эфира трео- -фенил- (пиперидил-2)-уксусной кислоты
US4254261A (en) * 1979-10-15 1981-03-03 Merck & Co., Inc. Dehydroabietylammonium salts of 6-oxo-2-piperidinecarboxylic acid
US5733756A (en) * 1996-01-05 1998-03-31 Celgene Corporation Lactams and processes for stereoselective enrichment of lactams, amides, and esters
MX9805870A (hu) * 1996-01-22 1999-01-31
US6242464B1 (en) * 1996-01-22 2001-06-05 Chiroscience Limited Single isomer methylphenidate and resolution process
GB9604943D0 (en) * 1996-03-08 1996-05-08 Chiroscience Ltd Resolution

Also Published As

Publication number Publication date
CA2243534C (en) 2003-08-26
KR19990082186A (ko) 1999-11-25
MX209701B (es) 2002-08-15
US20020032335A1 (en) 2002-03-14
DE69716713T2 (de) 2003-07-03
ES2187753T3 (es) 2003-06-16
JP2000504008A (ja) 2000-04-04
MX9806209A (es) 1998-10-31
CZ227598A3 (cs) 1998-12-16
CA2243534A1 (en) 1997-08-07
EP0879228B1 (en) 2002-10-30
DK0879228T3 (da) 2003-03-03
HUP9901658A3 (en) 1999-12-28
SK97998A3 (en) 1999-01-11
EP0879228A1 (en) 1998-11-25
AU1608297A (en) 1997-08-22
CZ292609B6 (cs) 2003-11-12
SK283553B6 (sk) 2003-09-11
ATE226940T1 (de) 2002-11-15
US7164025B2 (en) 2007-01-16
KR100453707B1 (ko) 2005-01-25
DE69716713D1 (de) 2002-12-05
AU715183B2 (en) 2000-01-20
WO1997028124A1 (en) 1997-08-07
PT879228E (pt) 2003-01-31

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