AR008756A1 - Proceso enzimatico para la preparacion estereoselectiva de amidas terapeuticas - Google Patents

Proceso enzimatico para la preparacion estereoselectiva de amidas terapeuticas

Info

Publication number
AR008756A1
AR008756A1 ARP970101401A ARP970101401A AR008756A1 AR 008756 A1 AR008756 A1 AR 008756A1 AR P970101401 A ARP970101401 A AR P970101401A AR P970101401 A ARP970101401 A AR P970101401A AR 008756 A1 AR008756 A1 AR 008756A1
Authority
AR
Argentina
Prior art keywords
cyano
alkoxy
hydroxy
nitrogen
alkyl
Prior art date
Application number
ARP970101401A
Other languages
English (en)
Original Assignee
Zeneca Ltd
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 Zeneca Ltd filed Critical Zeneca Ltd
Publication of AR008756A1 publication Critical patent/AR008756A1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • 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
    • C07C255/11—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton
    • 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
    • C07C255/11—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton
    • C07C255/14—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton containing cyano groups and esterified hydroxy groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/005—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C12P7/42—Hydroxy-carboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Microbiology (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Analytical Chemistry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Pulmonology (AREA)
  • Vascular Medicine (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pyridine Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)

Abstract

Un método para preparar un compuesto opticamente activo de formula I donde E se selecciona entre nitrogeno y CZ, donde C es un carbono de anillo y Z es unsustituyente tal como se define más adelante, donde: cuando E es CZ, X y Z se seleccionan delgrupo formado por: (A) X es ArY donde Y es un grupo de enlaceseleccionado entre carbonilo, sulfinilo y sulfonilo y Ar se selecciona entre el grupo formado por fenilo sustituido con 0-2 sustituyentes seleccionados entrehalo, hidroxi, ciano C1-C4 alquilo, y C1-C4 alcoxi; anillos heteroarilo de seis miembros que contienen 1-2 átomos de nitrogeno como los unicos heteroátomos;anillos heteroarilo de cinco miembros que contienen 1-2 heteroátomos seleccionados entre nitrogeno, oxígeno y azufre; y Z se selecciona entrehidrogeno, ciano, halo, hidroxi, C1-C4 alquilo y C1-C4 alcoxi; y (B) X es ciano y Z se selecciona entre el grupo formado por feniltio, fenilsulfinilo, yfenilsulfonilo cuyos anillos fenilo están sustituidos con 0-2 sustituyentes seleccionados entre halo, hidroxi, ciano, nitro, C1-C4 alquilo, y C1-C4 alcoxi;y cuando E es nitrogeno, X es independientemente seleccionado entre cualquiera de los valores de X mencionados precedentemente (A); y * es uncentro quiral opticamente activo, que comprende el paso de tratar un compuesto racémico de formula II donde X y E son los definidos precedentemente y R1 esalquilo opcionalmente sustituido por uno o más sustituyentes independientemente seleccionados entre hidroxi, halogeno, C1-C4 alcoxi, ciano, C1-C4 alquilamino yC1-C4 con una enzima hidrolasa. La invencion provee asimismo intermediarios quirales utiles para preparar el compuesto de formula I y procesos enzimáticospara preparar dichos intermediariosquirales.
ARP970101401A 1996-04-10 1997-04-09 Proceso enzimatico para la preparacion estereoselectiva de amidas terapeuticas AR008756A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB9607458.8A GB9607458D0 (en) 1996-04-10 1996-04-10 Enzymatic process for stereoselective preparation of therapeutic amides

Publications (1)

Publication Number Publication Date
AR008756A1 true AR008756A1 (es) 2000-02-23

Family

ID=10791844

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP970101401A AR008756A1 (es) 1996-04-10 1997-04-09 Proceso enzimatico para la preparacion estereoselectiva de amidas terapeuticas

Country Status (22)

Country Link
US (2) US6110729A (es)
EP (1) EP0904400B1 (es)
JP (3) JP3896162B2 (es)
KR (1) KR20000005286A (es)
CN (1) CN1215434A (es)
AR (1) AR008756A1 (es)
AT (1) ATE291095T1 (es)
AU (1) AU723526B2 (es)
BR (1) BR9708532A (es)
CA (1) CA2251634A1 (es)
CZ (1) CZ324698A3 (es)
DE (1) DE69732772T2 (es)
GB (1) GB9607458D0 (es)
IL (1) IL126451A0 (es)
MY (1) MY133666A (es)
NO (1) NO984712D0 (es)
NZ (1) NZ331401A (es)
PL (1) PL329290A1 (es)
SK (1) SK140198A3 (es)
TR (1) TR199802019T2 (es)
WO (1) WO1997038124A2 (es)
ZA (1) ZA973019B (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1175889A (ja) * 1997-07-15 1999-03-23 Mitsubishi Rayon Co Ltd 光学活性α−トリフルオロメチル乳酸及びその対掌体エステルの製造方法及び精製方法
GB9804648D0 (en) 1998-03-06 1998-04-29 Zeneca Ltd Chemical compounds
GB9805520D0 (en) 1998-03-17 1998-05-13 Zeneca Ltd Chemical compounds
GB9811427D0 (en) 1998-05-29 1998-07-22 Zeneca Ltd Chemical compounds
DE60036758T2 (de) * 1999-08-04 2008-07-24 Sumitomo Chemical Co., Ltd. Verfahren zur Herstellung von optisch aktiver 3,3,3-Trifluor-2-hydroxy-2-methylpropionsäure und deren Salze
TR200200550T2 (tr) 1999-09-04 2002-06-21 Astrazeneca Ab Piruvat dehidrojenaz aktivitesini yükselten ikameli n-fenil 2-hidroksi -2- metil -3,3,3- triflüoropropanamid türevleri.
WO2001017942A1 (en) 1999-09-04 2001-03-15 Astrazeneca Ab Amides as inhibitors for pyruvate dehydrogenase
DE60031699T2 (de) 1999-09-04 2007-08-30 Astrazeneca Ab Hydroxyacetamidobenzolsulfonamidderivate
JP4529419B2 (ja) * 2002-11-25 2010-08-25 東ソー株式会社 光学活性含フッ素化合物類、及びこれらの製造方法
EP1422226A1 (en) 2002-11-25 2004-05-26 Tosoh Corporation Optically active fluorine-containing compounds and processes for their production
JP2007217440A (ja) * 2007-06-06 2007-08-30 Mitsubishi Rayon Co Ltd 光学活性α−トリフルオロメチル乳酸の精製方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2541466A (en) * 1949-05-21 1951-02-13 Eastman Kodak Co Alpha-fluoromethyl acrylonitriles and copolymers thereof
JPS59205989A (ja) * 1983-05-09 1984-11-21 Sumitomo Chem Co Ltd 光学活性なアルコ−ル化合物の生化学的製法
DE3528265A1 (de) * 1985-08-07 1987-02-12 Bayer Ag Phosphonsaeureester
US4929760A (en) * 1987-11-24 1990-05-29 Showa Shell Sekiyu Kabushiki Kaisha Fluorine-containing carbonyl compounds and method for preparing the same
JPH03254694A (ja) * 1990-03-01 1991-11-13 Kurita Water Ind Ltd 光学活性な含フッ素アルコールの製造方法
GB9005467D0 (en) * 1990-03-12 1990-05-09 Ici Plc Process for the preparation of optically active intermediates for insecticidal compounds
JP3010497B2 (ja) * 1990-05-31 2000-02-21 チッソ株式会社 光学活性α―ヒドロキシエステル類の製造方法
GB9214120D0 (en) * 1991-07-25 1992-08-12 Ici Plc Therapeutic amides
US5334534A (en) * 1992-04-15 1994-08-02 The Board Of Governors For Higher Education, State Of Rhode Island And Providence Plantations Enzymatic preparation of optically active propanolol and β-adrenergic blockers using esterase
JP3133480B2 (ja) * 1992-04-15 2001-02-05 昭和シェル石油株式会社 光学活性ハロゲン含有アルコールの製造方法
GB9304256D0 (en) * 1993-03-03 1993-04-21 Chiros Ltd Arylalkanoic acid resolution
GB9309716D0 (en) * 1993-05-12 1993-06-23 Zeneca Ltd Heterocyclic derivatives
WO1995001450A1 (en) * 1993-07-02 1995-01-12 Unichema Chemie B.V. Process for the esterification of carboxylic acids with tertiary alcohols
BE1007297A3 (nl) * 1993-07-19 1995-05-09 Dsm Nv Werkwijze voor de bereiding van optisch aktieve alcoholen en esters, en alcoholen en esters toegepast en bereid in dergelijke werkwijzen.
GB9322472D0 (en) * 1993-11-01 1993-12-22 Chiros Ltd Chiral compounds and their preparation

Also Published As

Publication number Publication date
WO1997038124A2 (en) 1997-10-16
ATE291095T1 (de) 2005-04-15
ZA973019B (en) 1997-10-10
CA2251634A1 (en) 1997-10-16
NO984712L (no) 1998-10-09
AU723526B2 (en) 2000-08-31
PL329290A1 (en) 1999-03-15
SK140198A3 (en) 1999-03-12
CZ324698A3 (cs) 1999-01-13
JP2000509254A (ja) 2000-07-25
KR20000005286A (ko) 2000-01-25
IL126451A0 (en) 1999-08-17
JP3896162B2 (ja) 2007-03-22
TR199802019T2 (xx) 1999-04-21
JP2006345873A (ja) 2006-12-28
WO1997038124A3 (en) 1997-12-18
DE69732772T2 (de) 2005-10-27
EP0904400A2 (en) 1999-03-31
US6110729A (en) 2000-08-29
EP0904400B1 (en) 2005-03-16
US6261830B1 (en) 2001-07-17
NZ331401A (en) 2000-06-23
CN1215434A (zh) 1999-04-28
JP2005287514A (ja) 2005-10-20
BR9708532A (pt) 1999-08-03
AU2302897A (en) 1997-10-29
MY133666A (en) 2007-11-30
NO984712D0 (no) 1998-10-09
GB9607458D0 (en) 1996-06-12
DE69732772D1 (de) 2005-04-21

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