ES2187044T3 - Procedimiento para la obtencion de enantiomeros de cizolirtina. - Google Patents

Procedimiento para la obtencion de enantiomeros de cizolirtina.

Info

Publication number
ES2187044T3
ES2187044T3 ES98935042T ES98935042T ES2187044T3 ES 2187044 T3 ES2187044 T3 ES 2187044T3 ES 98935042 T ES98935042 T ES 98935042T ES 98935042 T ES98935042 T ES 98935042T ES 2187044 T3 ES2187044 T3 ES 2187044T3
Authority
ES
Spain
Prior art keywords
cizolirtine
enantiomers
procedure
obtaining
enantiomer
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.)
Expired - Lifetime
Application number
ES98935042T
Other languages
English (en)
Inventor
Antoni Torrens-Jover
Jordi Frigola-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
Application filed by Laboratorios del Dr Esteve SA filed Critical Laboratorios del Dr Esteve SA
Application granted granted Critical
Publication of ES2187044T3 publication Critical patent/ES2187044T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime 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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Un procedimiento para la obtención de los enantiómeros de cizolirtina, -2-[fenil(1-metil-1H-pirazol-5-il)metoxi]-N,N-dimetiletanamina, de fórmula I, **fórmula** que comprende la reducción nantioselectiva de la cetona proquiral de fórmula III, **fórmula** utilizando un agente reductor de borano y un catalizador quiral derivado de boro seleccionado de una oxazaborolidina quiral, en un disolvente anhidro o una mezcla de disolventes anhidros a temperaturas comprendidas entre 78ºC y 55ºC, para formar un enantiómero del alcohol de fórmula II, **fórmula** y la alquilación, en condiciones de transferencia de fase, de este compuesto ópticamente activo, previo aislamiento y purificación o sin aislamiento con 2-cloro-N,N-dimetiletilamina.
ES98935042T 1997-08-04 1998-07-31 Procedimiento para la obtencion de enantiomeros de cizolirtina. Expired - Lifetime ES2187044T3 (es)

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 (1)

Publication Number Publication Date
ES2187044T3 true ES2187044T3 (es) 2003-05-16

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 Before (1)

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.

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
ES2244326B1 (es) * 2004-04-05 2007-02-16 Laboratorios Del Dr. Esteve, S.A. Combinacion de substancias activas.
JP2007531785A (ja) * 2004-04-05 2007-11-08 ラボラトリオス・デル・デエレ・エステベ・エセ・ア 活性物質組合せ物
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
WO2006063861A1 (en) * 2004-12-17 2006-06-22 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
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
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
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

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4943635A (en) * 1987-08-27 1990-07-24 President & Fellows Of Harvard College Enantioselective reduction of ketones
NZ249302A (en) * 1992-05-14 1996-11-26 Pfizer 4,5-diphenyl-1,3,2-oxazaborolidine derivatives and their use as catalysts in reduction of ketones to chiral alcohols
US5442118A (en) * 1994-04-22 1995-08-15 Sepracor, Inc. Asymmetric synthesis of (R)- and (S)-arylethanolamines from iminoketones

Also Published As

Publication number Publication date
CA2299447A1 (en) 1999-02-18
WO1999007684A1 (es) 1999-02-18
CA2299447C (en) 2007-05-29
US6118009A (en) 2000-09-12
DE69809282D1 (de) 2002-12-12
JP2001512718A (ja) 2001-08-28
ATE227272T1 (de) 2002-11-15
DK1029852T3 (da) 2003-02-24
DE69809282T2 (de) 2003-09-11
NO20000560L (no) 2000-03-29
NO20000560D0 (no) 2000-02-03
ES2130083A1 (es) 1999-06-16
AU8442698A (en) 1999-03-01
EP1029852A1 (en) 2000-08-23
ES2130083B1 (es) 2000-01-16
EP1029852B1 (en) 2002-11-06
NO314499B1 (no) 2003-03-31
PT1029852E (pt) 2003-03-31

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