CAS: 133481-09-1; 2-(1-Cyanocyclohexyl)Acetic Acid

该化合物是一种有机化合物,其特征是附于环环的西诺组(-CN)和箱状酸组(-COOH),该化合物通常具有与酸性和极地功能相关的特性,分别与碳箱酸和西诺组有关,存在环乙烷酸和极极地功能有关系,它有助于其疏水特性,而功能组则加强其在极地溶剂中的再活性和溶性,它可能参与各种化学反应,包括核循环替代和酸基反应,使其成为有机合成的多种中间体.此外,该化合物的结构表明,在制药或农用化学中可能具有潜在用途,其中,对生物活动而言,对碳箱酸和碳箱酸的功能至关重要.与许多有机化合物一样,其稳定性和再活性可能受到温度和pH等环境条件的影响.

结构式图片

相似化合物

67950-95-2 4355-11-7 4172-99-0

欧盟法规

C&L通报

上下游产品

1-(1,3-dioxolan-2-ylmethyl)cyclohexanecarbonitrile (1-cyan°Cyclohexyl)acetonitrile (1-cyan°Cyclohexyl)-malonic acid (1-Cyan°Cyclohexyl)acetic acid ethyl ester H-Gpn-OH gabapentin-lactam

合成工艺路线路线简述

    (1-Cyanocyclohexyl)-Malonic Acid置于甲苯,Crude Product,碳酸氢钠,乙酸乙酯,Ice,水,Sodium Sulfate-Iii体系中,用 甲苯 用作溶剂,化学反应 1.0H,以19.6 G Of The Title Compound Are Obtained (70% Of Theory)的收率获得1-氰基环己烷乙酸
    参考文献:Process For The Preparation Of Cyclic Amino Acids And Intermediates
    标题:Process For The Preparation Of Cyclic Amino Acids And Intermediates
    摘要:本发明揭示了制备环状氨基酸衍生物的工艺,该衍生物在治疗癫痫等脑部疾病中有用.同时还揭示了在该工艺中有用的新型中间体.

    海关参考信息

    专利信息


    专利号:US-11987826-B2
    优先权日:2020-01-21
    标 题:Nitrilase mutant and application thereof in the synthesis of an anti-epileptic drug intermediate
    发明人:XUE YAPING; XIONG NENG; Lv Peijin; ZHENG YUGUO
    权利人:UNIV ZHEJIANG TECHNOLOGY
    摘要:The present invention provides a nitrilase mutant protein with increased thermal stability and its application in the synthesis of an anti-epileptic drug intermediate, wherein the mutant is obtained by mutating one or two of the amino acids at position 151, 223 and 250 of the amino acid sequence shown in SEQ ID No. 2. the thermal stability of the nitrilase mutant AcN-T151V/C223A/C250G was increased by up to 1.73 folds. The yield of the final product was up to 95% using the recombinant Escherichia coli containing the nitrilase mutant to hydrolyze 1M 1-cyanocyclohexylacetonitrile to produce 1-cyanocyclohexyl acetic acid at 35° C. And the yield of the final product was up to 97% when hydrolyzing 1.2M 1-cyanocyclohexylacetonitrile at 35° C. The final yield was up to 80% when using the nitrilase mutants obtained by the present invention to synthesize gabapentin.

    专利号:US-12428656-B2
    优先权日:2020-02-28
    标题 :Nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid
    发明人:XUE YAPING; XIONG NENG; LI QIAN; ZHENG YUGUO
    权利人:UNIV ZHEJIANG TECHNOLOGY
    摘要:The present invention provides a nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid, the nitrilase mutant is obtained by mutating one or two of the amino acids at position 180 and 205 of the amino acid sequence shown in SEQ ID No. 2. In the present invention, by semi-rational design and protein molecular modification, the specific enzyme activity of the nitrilase double mutant AcN-G180D/A205C was increased by up to 1.6 folds, and the conversion rate>99%. And the reaction time was shortened to a quarter of the original using the recombinant Escherichia coli containing the nitrilase mutant to hydrolyze 1-cyanocyclohexylacetonitrile at high temperature (50° C.). Therefore, the mutants obtained by the present invention have a good application prospect in efficiently catalyzing 1-cyanocyclohexylacetonitrile to synthesize gabapentin intermediate, 1-cyanocyclohexyl acetic acid.

    专利号:US-11807883-B2
    优先权日:2020-11-03
    标 题:Polypeptide tag, highly soluble recombinant nitrilase and application thereof in synthesis of pharmaceutical chemicals
    发明人:XUE YAPING; XIE DONG; XIONG NENG; ZHENG YUGUO
    权利人:UNIV ZHEJIANG TECHNOLOGY
    摘要:The present invention provides a polypeptide tag and its application in the synthesis of pharmaceutical chemicals, the recombinant nitrilase was obtained by connecting a polypeptide tag to the N-terminus of the amino acid sequence of the nitrilase; wherein amino acids at both ends of the polypeptide tag are uncharged glycine G, and the rest are a random combination of any one or more of glycine G, histidine H, glutamic acid E, aspartic acid D, lysine K and arginine R; The activity of the recombinant nitrilase in the preparation of 1-cyanocyclohexyl acetic acid is up to 3034.7 U/g dcw, the polypeptide tag significantly improves the soluble expression of nitrilase, and the whole cell catalyst hydrolyzes 1M substrate with the same concentration 30 minutes faster than the mother enzyme. The method provided by the present invention can also be used for the biocatalytic reaction of other pharmaceutical intermediates as the substrate catalyzed by the nitrilase, improving the activity of the whole cell catalyst in reaction, and also improving the solubility of other types of nitrilases and the activity of the corresponding whole cell catalysts.

    专利号:US-2005009154-A1
    优先权日:2003-06-19
    标 题:Biocatalytic preparation of 1-cyano-cyclohexaneacetic acid
    发明人:WONG JOHN WING; BURNS MICHAEL PAUL
    权利人:PFIZER
    摘要:The present invention is directed to novel biocatalytic processes for the conversion of aliphatic âˆ?, ω-dinitriles into the corresponding ω-nitrilecarboxylic acid. More particularly, the present invention provides a method for the conversion of 1-cyanocyclohexaneacetonitrile to 1-cyanocyclohexaneacetic acid using an enzyme catalyst with nitrilase activity. 1-cyanocyclohexaneacetic acid is a useful intermediate in the synthesis of gabapentin.

    专利号:CN-113754726-A
    优先权日:2020-11-03
    标题:A kind of recombinant enzyme containing polypeptide tag and its application in the synthesis of medicinal chemicals

    专利号:US-2022372531-A1
    优先权日:2020-02-28
    标题:A nitrilase mutant and application thereof in the synthesis of 1-cyanocyclohexyl acetic acid
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    合成参考文献


    参考文献:10.1007/s00253-019-09915-8
    摘要:Chen Z, Zhao J, Jiang S, Wei D. Recent research advancements on regioselective nitrilase: fundamental and applicative aspects. Applied Microbiology and Biotechnology. 2019 Jun 24;103(16):6393–405. doi: 10.1007/s00253-019-09915-8.
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