DOP2005000055A - Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicos. - Google Patents

Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicos.

Info

Publication number
DOP2005000055A
DOP2005000055A DO2005000055A DO2005000055A DOP2005000055A DO P2005000055 A DOP2005000055 A DO P2005000055A DO 2005000055 A DO2005000055 A DO 2005000055A DO 2005000055 A DO2005000055 A DO 2005000055A DO P2005000055 A DOP2005000055 A DO P2005000055A
Authority
DO
Dominican Republic
Prior art keywords
bioconversion
acids
estereoselective
dinitrils
cyanocarboxyl
Prior art date
Application number
DO2005000055A
Other languages
English (en)
Inventor
Michael Paul Burns
Justin Kaine Weaver
John Wing Wong
Original Assignee
Pfizer Prod Inc
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 Pfizer Prod Inc filed Critical Pfizer Prod Inc
Publication of DOP2005000055A publication Critical patent/DOP2005000055A/es

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    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/40Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • C12P13/002Nitriles (-CN)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • C12P13/001Amines; Imines
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/006Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/20Oxygen containing
    • Y10T436/200833Carbonyl, ether, aldehyde or ketone containing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/20Oxygen containing
    • Y10T436/207497Molecular oxygen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Analytical Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Neurosurgery (AREA)
  • Animal Behavior & Ethology (AREA)
  • Neurology (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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

La presente invención està dirigida a una bioconversión regio- y estereoselectiva de dinitrilos alifàticos seleccionados en los correspondientes àcidos cianocarboxilicos. Mas particularmente, la presente invención proporciona métodos para la conversión de 2isobutil-succinonitrilo en àcido (S)-3-ciano-5-metilhexanoico, el cual es un producto intermedio útil en la sintesis de àcido (S)-3-(aminometil)-5-metilhexanoico (pregabalina). La pregabalina puede usarse para tratar ciertas enfermedades cerebrales, por ejemplo, en el tratamiento y prevención de trastornos repentinos, dolor, y trastornos psicóticos.
DO2005000055A 2004-04-14 2005-04-01 Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicos. DOP2005000055A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US56213304P 2004-04-14 2004-04-14

Publications (1)

Publication Number Publication Date
DOP2005000055A true DOP2005000055A (es) 2005-12-15

Family

ID=34962755

Family Applications (1)

Application Number Title Priority Date Filing Date
DO2005000055A DOP2005000055A (es) 2004-04-14 2005-04-01 Bioconversion estereoselectiva de dinitrilos alifaticos en acidos cianocarboxilicos.

Country Status (44)

Country Link
US (2) US7727749B2 (es)
EP (1) EP1745136B1 (es)
JP (1) JP4051082B2 (es)
KR (1) KR100887777B1 (es)
CN (1) CN1942587B (es)
AP (1) AP2301A (es)
AR (1) AR048690A1 (es)
AT (1) ATE445019T1 (es)
AU (1) AU2005233371B2 (es)
BR (1) BRPI0509908A (es)
CA (1) CA2563307C (es)
CR (2) CR8686A (es)
CY (1) CY1109556T1 (es)
DE (1) DE602005017027D1 (es)
DK (1) DK1745136T3 (es)
DO (1) DOP2005000055A (es)
EA (1) EA010305B1 (es)
EC (1) ECSP066917A (es)
ES (1) ES2331140T3 (es)
GE (1) GEP20084530B (es)
GT (1) GT200500086A (es)
HK (1) HK1105215A1 (es)
HN (1) HN2005000162A (es)
HR (1) HRP20090562T1 (es)
IL (1) IL177918A (es)
MA (1) MA28536B1 (es)
ME (1) ME01107B (es)
MY (1) MY144296A (es)
NL (1) NL1028762C2 (es)
NO (1) NO335624B1 (es)
NZ (1) NZ549698A (es)
PA (1) PA8629801A1 (es)
PE (1) PE20060252A1 (es)
PL (1) PL1745136T3 (es)
PT (1) PT1745136E (es)
RS (1) RS50994B (es)
SI (1) SI1745136T1 (es)
SV (1) SV2005002085A (es)
TN (1) TNSN06329A1 (es)
TW (1) TWI304095B (es)
UA (1) UA82292C2 (es)
UY (1) UY28851A1 (es)
WO (1) WO2005100580A1 (es)
ZA (1) ZA200607476B (es)

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PT934061E (pt) 1996-07-24 2003-10-31 Warner Lambert Co Isobutilgaba e seus derivados para o tratamento da dor
AT412092B (de) * 2003-02-27 2004-09-27 Dsm Fine Chem Austria Gmbh Verfahren zur herstellung chiraler alpha-hydroxycarbonsäuren durch enzymatische hydrolyse von chiralen cyanhydrinen
CN101160281A (zh) 2005-04-06 2008-04-09 特瓦制药工业有限公司 结晶形态的普瑞巴林
US7488846B2 (en) 2005-04-11 2009-02-10 Teva Pharmaceuical Industries Ltd. Pregabalin free of lactam and a process for preparation thereof
ATE523484T1 (de) 2005-05-10 2011-09-15 Teva Pharma Optische lösung a us 3-carbamoylmethyl-5-methyl- hexansäure
MX2007000525A (es) 2005-05-10 2007-03-28 Teva Pharma Pregabalina libre de acido isobutilglutarico y un proceso para la preparacion de ella.
CA2604602A1 (en) 2005-05-10 2006-11-16 Teva Pharmaceutical Industries Ltd. Method for the preparation of pregabalin and salts thereof
WO2007035890A1 (en) 2005-09-19 2007-03-29 Teva Pharmaceutical Industries Ltd. An asymmetric synthesis of ( s ) - ( + ) -3- (aminomethyl) -5-methylhexanoic acid
US20070141684A1 (en) * 2005-12-21 2007-06-21 Pfizer Inc Preparation of gamma-amino acids having affinity for the alpha-2-delta protein
WO2007139933A2 (en) 2006-05-24 2007-12-06 Teva Pharmaceutical Industries Ltd. Processes for the preparation of r-(+)-3-(carbamoyl methyl)-5-methylhexanoic acid and salts thereof
BRPI0702897A2 (pt) * 2006-05-31 2011-03-15 Teva Pharmaceutical Ind Ltda processo para preparar um intermediário de pregabalina
EP1881077A1 (en) * 2006-07-19 2008-01-23 Solvay Organics GmbH Process for the production of fluorine containing a-hydroxy carboxylic acids
EP2021318A2 (en) 2007-03-22 2009-02-11 Teva Pharmaceutical Industries Ltd. Synthesis of (s)-(+)-3-(aminomethyl)-5-methyl hexanoic acid
WO2009087650A2 (en) * 2007-10-15 2009-07-16 V.B. Medicare Pvt. Ltd. A novel process for synthesis of pregabalin from substituted cyclopropane intermediate and a process for enzymatic resolution of racemic pregabalin
AU2009248750B2 (en) 2008-05-21 2015-05-21 Sandoz Ag Process for the stereoselective enzymatic hydrolysis of 5-methyl-3-nitromethyl-hexanoic acid ester
WO2011011630A2 (en) 2009-07-23 2011-01-27 Codexis, Inc. Nitrilase biocatalysts
WO2011141923A2 (en) 2010-05-14 2011-11-17 Lupin Limited Improved synthesis of optically pure (s) - 3-cyano-5-methyl-hexanoic acid alkyl ester, an intermediate of (s)- pregabalin
US8604062B2 (en) * 2011-10-20 2013-12-10 Hoffman-La Roche Inc. Process for the preparation of isoxazolyl-methoxy nicotinic acids
EP2916832B1 (en) * 2012-11-07 2019-01-16 Hikal Limited A process for the preparation of pregabalin
WO2016075082A1 (en) 2014-11-10 2016-05-19 Sandoz Ag Stereoselective reductive amination of alpha-chiral aldehydes using omega-transaminases for the synthesis of precursors of pregabalin and brivaracetam
CN105017072B (zh) * 2015-06-30 2017-10-03 河北诚信有限责任公司 异丁基琥珀腈的合成方法
CN105176955B (zh) 2015-08-27 2018-11-02 浙江工业大学 来源于高山南芥的腈水解酶、基因、载体、工程菌及其应用
CN108424900B (zh) * 2018-02-09 2020-11-03 浙江工业大学 一种腈水解酶突变体及其构建方法和应用
CN111100856B (zh) * 2020-01-13 2021-12-07 浙江工业大学 腈水解酶突变体及在普瑞巴林手性中间体合成中的应用
CN113651717B (zh) * 2021-08-05 2024-08-30 浙江工业大学 一种光学纯异丁基丁二腈的消旋方法
CN116041214A (zh) * 2022-11-15 2023-05-02 奥锐特药业股份有限公司 一种普瑞巴林中间体的制备方法及其应用

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US5593871A (en) * 1990-09-20 1997-01-14 E. I. Du Pont De Nemours And Company Process for the preparation of enantiometric 2-alkanoic acid amides from nitriles
JP3218133B2 (ja) * 1993-02-03 2001-10-15 三菱レイヨン株式会社 フェニル基を有する光学活性α−ヒドロキシカルボン酸の製造法
US5637767A (en) * 1995-06-07 1997-06-10 Warner-Lambert Company Method of making (S)-3-(aminomethyl)-5-methylhexanoic acid
US5858736A (en) * 1996-05-17 1999-01-12 E. I. Du Pont De Nemours And Company Preparation of lactams from aliphatic α,ω-dinitriles
CN1303059C (zh) * 1997-10-27 2007-03-07 沃尼尔·朗伯公司 作为药物的环状氨基酸及其衍生物
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US20040014195A1 (en) * 1999-12-29 2004-01-22 Diversa Corporation Nitrilases, nucleic acids encoding them and methods for making and using them
KR100549748B1 (ko) * 2000-01-27 2006-02-08 워너-램버트 캄파니 엘엘씨 프레가발린의 비대칭 합성
FR2824823A1 (fr) * 2001-05-21 2002-11-22 Aventis Animal Nutrition Sa Procede de preparation d'acides carboxyliques aliphatiques par hydrolyse enzymatique de composes nitriles aliphatiques
BRPI0411654A (pt) * 2003-06-19 2006-08-08 Pfizer Prod Inc preparação biocatalìtica de ácido 1-cianocicloexanoacético

Also Published As

Publication number Publication date
PL1745136T3 (pl) 2010-02-26
IL177918A0 (en) 2006-12-31
DE602005017027D1 (de) 2009-11-19
DK1745136T3 (da) 2009-11-30
GEP20084530B (en) 2008-11-10
NO20065181L (no) 2006-11-10
IL177918A (en) 2013-11-28
PE20060252A1 (es) 2006-04-01
EP1745136B1 (en) 2009-10-07
RS50994B (sr) 2010-10-31
CY1109556T1 (el) 2014-08-13
EA200601574A1 (ru) 2007-04-27
AU2005233371B2 (en) 2007-12-20
AR048690A1 (es) 2006-05-17
NZ549698A (en) 2009-10-30
UA82292C2 (uk) 2008-03-25
US7727749B2 (en) 2010-06-01
SI1745136T1 (sl) 2009-12-31
CN1942587B (zh) 2010-05-05
US20070196905A1 (en) 2007-08-23
NO335624B1 (no) 2015-01-12
EP1745136A1 (en) 2007-01-24
ME01107B (me) 2012-12-20
TWI304095B (en) 2008-12-11
KR100887777B1 (ko) 2009-03-09
AU2005233371A1 (en) 2005-10-27
ATE445019T1 (de) 2009-10-15
TNSN06329A1 (fr) 2008-02-22
PT1745136E (pt) 2009-11-26
CN1942587A (zh) 2007-04-04
ZA200607476B (en) 2008-05-28
CR20110356A (es) 2011-07-21
CR8686A (es) 2006-11-21
US8304252B2 (en) 2012-11-06
JP2007532125A (ja) 2007-11-15
ES2331140T3 (es) 2009-12-22
US20100204503A1 (en) 2010-08-12
AP2006003764A0 (en) 2006-10-31
NL1028762A1 (nl) 2005-10-17
MA28536B1 (fr) 2007-04-03
UY28851A1 (es) 2005-11-30
GT200500086A (es) 2006-01-10
BRPI0509908A (pt) 2007-09-18
KR20070020009A (ko) 2007-02-16
MY144296A (en) 2011-08-29
HRP20090562T1 (en) 2009-11-30
ECSP066917A (es) 2006-12-20
EA010305B1 (ru) 2008-08-29
AP2301A (en) 2011-10-31
CA2563307C (en) 2011-02-08
HN2005000162A (es) 2007-11-16
NL1028762C2 (nl) 2006-07-25
WO2005100580A1 (en) 2005-10-27
JP4051082B2 (ja) 2008-02-20
TW200533756A (en) 2005-10-16
SV2005002085A (es) 2005-12-13
HK1105215A1 (en) 2008-02-06
PA8629801A1 (es) 2005-11-25
CA2563307A1 (en) 2005-10-27

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