ES2130083A1 - Procedimiento para la obtencion de los enantiomeros de cizolirtina. - Google Patents

Procedimiento para la obtencion de los enantiomeros de cizolirtina.

Info

Publication number
ES2130083A1
ES2130083A1 ES09701728A ES9701728A ES2130083A1 ES 2130083 A1 ES2130083 A1 ES 2130083A1 ES 09701728 A ES09701728 A ES 09701728A ES 9701728 A ES9701728 A ES 9701728A ES 2130083 A1 ES2130083 A1 ES 2130083A1
Authority
ES
Spain
Prior art keywords
olirtine
cis
enantiomer
order
obtaining enantiomers
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
ES09701728A
Other languages
English (en)
Other versions
ES2130083B1 (es
Inventor
Antoni Torrens-Jover
Jordi Firgola-Constansa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Esteve Pharmaceuticals SA
Original Assignee
Laboratorios del Dr Esteve SA
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 to ES009701728A priority Critical patent/ES2130083B1/es
Application filed by Laboratorios del Dr Esteve SA filed Critical Laboratorios del Dr Esteve SA
Priority to ES98935042T priority patent/ES2187044T3/es
Priority to AT98935042T priority patent/ATE227272T1/de
Priority to PCT/ES1998/000223 priority patent/WO1999007684A1/es
Priority to EP98935042A priority patent/EP1029852B1/en
Priority to CA002299447A priority patent/CA2299447C/en
Priority to DK98935042T priority patent/DK1029852T3/da
Priority to AU84426/98A priority patent/AU8442698A/en
Priority to JP2000506188A priority patent/JP2001512718A/ja
Priority to DE69809282T priority patent/DE69809282T2/de
Priority to US09/485,023 priority patent/US6118009A/en
Priority to PT98935042T priority patent/PT1029852E/pt
Publication of ES2130083A1 publication Critical patent/ES2130083A1/es
Application granted granted Critical
Publication of ES2130083B1 publication Critical patent/ES2130083B1/es
Priority to NO20000560A priority patent/NO314499B1/no
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Procedimiento papa la obtención de los enantiómeros de cizolirtina. El procedimiento comprende (a) la reducción de enantioselectiva de una cetona proquiral (III) mediante en empleo de un reductor y un catalizador quiral derivados de boro en un disolvente o mezcla de disolventes anhidros para formar un enantiómero de un alcohol (II), y (b) la alquilación de (II), en condiciones de transferencia de fase, opcionalmente previo aislamiento y purificación del mismo, con 2-cloro-N, N-dimetiletilamina, para formar un enantiómero de (I). La cizolirtina tiene propiedades analgésicas. Fórmulas (I), (II) y (III).
ES009701728A 1997-08-04 1997-08-04 Procedimiento para la obtencion de los enantiomeros de cizolirtina. Expired - Fee Related ES2130083B1 (es)

Priority Applications (13)

Application Number Priority Date Filing Date Title
ES009701728A ES2130083B1 (es) 1997-08-04 1997-08-04 Procedimiento para la obtencion de los enantiomeros de cizolirtina.
US09/485,023 US6118009A (en) 1997-08-04 1998-07-31 Process for obtaining enantiomers of cis-olirtine
PCT/ES1998/000223 WO1999007684A1 (es) 1997-08-04 1998-07-31 Procedimiento para la obtencion de los enantiomeros de cizolirtina
EP98935042A EP1029852B1 (en) 1997-08-04 1998-07-31 Process for obtaining enantiomers of cis-olirtine
CA002299447A CA2299447C (en) 1997-08-04 1998-07-31 Procedure for obtaining the enantiomers of cyzolirtine
DK98935042T DK1029852T3 (da) 1997-08-04 1998-07-31 Fremgangsmåde til udvinding af enantiomerer af cis-olirtin
ES98935042T ES2187044T3 (es) 1997-08-04 1998-07-31 Procedimiento para la obtencion de enantiomeros de cizolirtina.
JP2000506188A JP2001512718A (ja) 1997-08-04 1998-07-31 シゾリルチンの鏡像体を得るための方法
DE69809282T DE69809282T2 (de) 1997-08-04 1998-07-31 Verfahren zur gewinnung von enantiomeren von cis-olirtin
AT98935042T ATE227272T1 (de) 1997-08-04 1998-07-31 Verfahren zur gewinnung von enantiomeren von cis- olirtin
PT98935042T PT1029852E (pt) 1997-08-04 1998-07-31 Processo para obtencao de enantiomeros de cis-olirtina
AU84426/98A AU8442698A (en) 1997-08-04 1998-07-31 Process for obtaining enantiomers of cis-olirtine
NO20000560A NO314499B1 (no) 1997-08-04 2000-02-03 Fremgangsmåte for å oppnå enantiomerer av cis-olirtin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES009701728A ES2130083B1 (es) 1997-08-04 1997-08-04 Procedimiento para la obtencion de los enantiomeros de cizolirtina.

Publications (2)

Publication Number Publication Date
ES2130083A1 true ES2130083A1 (es) 1999-06-16
ES2130083B1 ES2130083B1 (es) 2000-01-16

Family

ID=8300306

Family Applications (2)

Application Number Title Priority Date Filing Date
ES009701728A Expired - Fee Related ES2130083B1 (es) 1997-08-04 1997-08-04 Procedimiento para la obtencion de los enantiomeros de cizolirtina.
ES98935042T Expired - Lifetime ES2187044T3 (es) 1997-08-04 1998-07-31 Procedimiento para la obtencion de enantiomeros de cizolirtina.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES98935042T Expired - Lifetime ES2187044T3 (es) 1997-08-04 1998-07-31 Procedimiento para la obtencion de enantiomeros de cizolirtina.

Country Status (12)

Country Link
US (1) US6118009A (es)
EP (1) EP1029852B1 (es)
JP (1) JP2001512718A (es)
AT (1) ATE227272T1 (es)
AU (1) AU8442698A (es)
CA (1) CA2299447C (es)
DE (1) DE69809282T2 (es)
DK (1) DK1029852T3 (es)
ES (2) ES2130083B1 (es)
NO (1) NO314499B1 (es)
PT (1) PT1029852E (es)
WO (1) WO1999007684A1 (es)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040142929A1 (en) * 2001-07-06 2004-07-22 Ramon Merce-Vidal Derivatives of aryl (or heteroaryl) azolylcarbinoles for the treatment of urinary incontinence
TW200533657A (en) * 2004-02-17 2005-10-16 Esteve Labor Dr Substituted pyrazoline compounds, their preparation and use as medicaments
EP1584335A3 (en) * 2004-04-05 2006-02-22 Laboratorios Del Dr. Esteve, S.A. Active substance combination comprising a carbinol composition and an opioid
WO2005097192A2 (en) * 2004-04-05 2005-10-20 Laboratorios Del Dr. Esteve, S.A. Active substance combination of a carbinol compound and an opioid
ES2244326B1 (es) * 2004-04-05 2007-02-16 Laboratorios Del Dr. Esteve, S.A. Combinacion de substancias activas.
US20060040924A1 (en) * 2004-06-22 2006-02-23 Laboratorios Dr. Esteve S.A. Derivatives of aryl (or heteroaryl) azolylcarbinols for the treatment of renal colic
EP1838678A1 (en) * 2004-12-17 2007-10-03 Laboratorios Del Dr. Esteve, S.A. Process for obtaining cizolirtine and its enantiomers
EP1671953A1 (en) 2004-12-17 2006-06-21 Laboratorios Del Dr. Esteve, S.A. Process for obtaining cizolirtine and its enantiomers
EP1671968A1 (en) * 2004-12-17 2006-06-21 Laboratorios Del Dr. Esteve, S.A. Process for obtaining enantiomers of thienylazolylalcoxyethanamines
US7897589B2 (en) * 2005-07-15 2011-03-01 Laboratorios Del Dr. Esteve, S.A. Substituted pyrazoline compounds, their preparation and use as medicaments
EP1743892A1 (en) * 2005-07-15 2007-01-17 Laboratorios del Dr. Esteve S.A. Substituted pyrazoline compounds, their preparation and use as medicaments
EP1757587A1 (en) * 2005-07-15 2007-02-28 Laboratorios Del Dr. Esteve, S.A. Substituted pyrazoline compounds, their preparation and use as medicaments
EP1743890A1 (en) * 2005-07-15 2007-01-17 Laboratorios Del Dr. Esteve, S.A. 4,5-Dihydro-1H-pyrazole derivatives, their preparation and use as medicaments
EP1820502A1 (en) 2006-02-10 2007-08-22 Laboratorios Del Dr. Esteve, S.A. Active substance combination comprising azolylcarbinol compounds
EP2151234A1 (en) * 2008-07-28 2010-02-10 Laboratorios Del. Dr. Esteve, S.A. Pharmaceutical formulation comprising a CB1-receptor compound in a solid solution and/or solid dispersion
US20100291151A1 (en) * 2009-04-21 2010-11-18 Auspex Pharmaceuticals, Inc. 1-methylpyrazole modulators of substance p, calcitonin gene-related peptide, adrenergic receptor, and/or 5-ht receptor
DE102010056283A1 (de) 2010-12-24 2012-06-28 Volkswagen Ag Wärmeübertragungssystem
CN108558695A (zh) * 2018-05-15 2018-09-21 浙江华贝药业有限责任公司 2，2，2-三氟-n-[(1s，4s)-4-羟基四氢萘-1-基]-乙酰胺制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0305180A2 (en) * 1987-08-27 1989-03-01 The President And Fellows Of Harvard College Enantioselective reduction of ketones
WO1993023408A1 (en) * 1992-05-14 1993-11-25 Pfizer Inc. Enantioselective oxazaborolidine catalysts
WO1995029146A1 (en) * 1994-04-22 1995-11-02 Sepracor, Inc. Asymmetric synthesis of (r)- and (s)-arylethanolamines from iminoketones

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0305180A2 (en) * 1987-08-27 1989-03-01 The President And Fellows Of Harvard College Enantioselective reduction of ketones
WO1993023408A1 (en) * 1992-05-14 1993-11-25 Pfizer Inc. Enantioselective oxazaborolidine catalysts
WO1995029146A1 (en) * 1994-04-22 1995-11-02 Sepracor, Inc. Asymmetric synthesis of (r)- and (s)-arylethanolamines from iminoketones

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Bioorganic & Medicinal Chemistry Letters, Vol. 3, no 2, paginas 269-272, 1993. J.A. HUESO-RODRIGUEZ et al., "Preparation of the enantiomers of the analgesic E-3710". Citada en la solicitud. *

Also Published As

Publication number Publication date
DE69809282T2 (de) 2003-09-11
JP2001512718A (ja) 2001-08-28
EP1029852A1 (en) 2000-08-23
PT1029852E (pt) 2003-03-31
ES2187044T3 (es) 2003-05-16
NO20000560L (no) 2000-03-29
WO1999007684A1 (es) 1999-02-18
AU8442698A (en) 1999-03-01
CA2299447C (en) 2007-05-29
DE69809282D1 (de) 2002-12-12
US6118009A (en) 2000-09-12
ES2130083B1 (es) 2000-01-16
ATE227272T1 (de) 2002-11-15
NO314499B1 (no) 2003-03-31
DK1029852T3 (da) 2003-02-24
CA2299447A1 (en) 1999-02-18
NO20000560D0 (no) 2000-02-03
EP1029852B1 (en) 2002-11-06

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