1-cyanocycloheptaneacetonitrile | 156547-85-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-cyanocycloheptaneacetonitrile
• 英文别名: (1-cyano-cycloheptyl)-acetonitrile；(1-Cyan-cycloheptyl)-acetonitril；1-(Cyanomethyl)cycloheptane-1-carbonitrile
• CAS: 156547-85-2
• 化学式: C₁₀H₁₄N₂
• 分子量: 162.235
• InChiKey: QZPBSLNDHMMWOC-UHFFFAOYSA-N

物化性质

• 熔点：
  58 °C
• 沸点：
  334.0±15.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-cyanocycloheptaneacetonitrile 在 叠氮基三甲基硅烷 作用下， 以 甲苯 为溶剂， 生成 1-(1H-Tetrazol-5-ylmethyl)-cycloheptanecarbonitrile
  参考文献：
  名称：

  Carboxylate bioisosteres of gabapentin

  摘要：

  A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the alpha(2)-delta protein. Further characterization Of alpha(2)-delta binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.016
• 作为产物：
  描述：

  cyano-(1-cyano-cycloheptyl)-acetic acid ethyl ester 在 sodium hydroxide 作用下， 生成 1-cyanocycloheptaneacetonitrile
  参考文献：
  名称：

  Dickens; Horton; Thorpe, Journal of the Chemical Society, 1924, vol. 125, p. 1836

  摘要：

  DOI：

文献信息

• Nitrilase-Catalyzed Selective Hydrolysis of Dinitriles and Green Access to the Cyanocarboxylic Acids of Pharmaceutical Importance
  作者：Dunming Zhu、Chandrani Mukherjee、Edward R. Biehl、Ling Hua

  DOI：10.1002/adsc.200700067

  日期：2007.7.2

  further explore its synthetic applications, the nitrilase bll6402 from Bradyrhizobium japonicum strain USDA110 has been examined toward the hydrolysis of various dinitriles. It has been found that nitrilase bll6402 effectively hydrolyzed α,ω-dinitriles to ω-cyanocarboxylic acids, and the selectivity was independent of the substrate chain length. This feature is distinct from all the known nitrilases of

  为了进一步探索其合成应用，已研究了日本根瘤菌（Bradyrhizobium japonicum）菌株USDA110的腈水解酶bll6402对各种二腈的水解作用。已经发现腈水解酶bll6402有效地将α，ω-二腈水解为ω-氰基羧酸，并且选择性与底物链长无关。该特征不同于各种来源的所有已知的腈水解酶。因此，将腈水解酶bll6402用于​​合成1-氰基环烷乙酸，这是合成加巴喷丁及其类似物的有用前体。
• Identification Of A Nitrilase From B. Japonicum By Rational Genome Mining And Methods Of Use
  申请人：Zhu Dunming

  公开号：US20070178575A1

  公开（公告）日：2007-08-02

  The present disclosure relates to methods of rational genome mining. A method may include narrowing the number of clones that would otherwise need to be screened and/or identifying a gene with a desired catalytic activity. The disclosure also relates to a nitrile hydrolase from Bradyrhizobium japonicum USDA110 first identified by rational genome mining. In addition, the disclosure relates to nitrilase bll6402 and catalytically active variants capable of converting an α-hydroxy nitriles, a β-hydroxy nitrile and/or an α,ω-dinitrile to a carboxylic acid.
• IDENTIFICATION OF A NITRILASE FROM B. JAPONICUM BY RATIONAL GENOME MINING AND METHODS OF USE
  申请人：Zhu Dunming

  公开号：US20100137636A1

  公开（公告）日：2010-06-03

  The present disclosure relates to methods of rational genome mining. A method may include narrowing the number of clones that would otherwise need to be screened and/or identifying a gene with a desired catalytic activity. The disclosure also relates to a nitrile hydrolase from Bradyrhizobium japonicum USDA110 first identified by rational genome mining. In addition, the disclosure relates to nitrilase bll6402 and catalytically active variants capable of converting an α-hydroxy nitriles, a β-hydroxy nitrile and/or an α,ω-dinitrile to a carboxylic acid.
• [EN] IDENTIFICATION OF A NITRILASE FROM B. JAPONICUM BY RATIONAL GENOME MINING AND METHODS OF USE<br/>[FR] IDENTIFICATION D'UNE NITRILASE À PARTIR DE B.JAPONICUM PAR LA RECHERCHE GÉNOMIQUE RATIONNELLE ET SES PROCÉDÉS D'UTILISATION
  申请人：UNIV SOUTHERN METHODIST

  公开号：WO2007094885A2

  公开（公告）日：2007-08-23

  [EN] The present disclosure relates to methods of rational genome mining. A method may include narrowing the number of clones that would otherwise need to be screened and/or identifying a gene with a desired catalytic activity. The disclosure also relates to a nitrile hydrolase from Bradyrhizobium japonicum USDA110 first identified by rational genome mining. In addition, the disclosure relates to nitrilase bll6402 and catalytically active variants capable of converting an a-hydroxy nitriles, a ß-hydroxy nitrile and/or an a, ?-dinitrile to a carboxylic acid.
  [FR] La présente invention concerne des procédés de recherche génomique rationnelle. Un procédé peut comprendre la réduction du nombre de clones qui devraient autrement être criblés et/ou l'identification d'un gène avec une activité catalytique souhaitée. L'invention concerne également une nitrile hydrolase à partir de Bradyrhizobium japonicum USDA110 préalablement identifié par la recherche génomique rationnelle. L'invention concerne en outre la nitrilase bll6402 et des variants d'activité catalytique capables de convertir un nitrile alpha-hydroxy, un nitrile bêta-hydroxy et/ou un alpha, oméga-dinitrile en un acide carboxylique.
• Carboxylate bioisosteres of gabapentin
  作者：Carmen E. Burgos-Lepley、Lisa R. Thompson、Clare O. Kneen、Simon A. Osborne、Justin S. Bryans、Thomas Capiris、Nirmala Suman-Chauhan、David J. Dooley、Cindy M. Donovan、Mark J. Field、Mark G. Vartanian、Jack J. Kinsora、Susan M. Lotarski、Ayman El-Kattan、Karen Walters、Madhu Cherukury、Charles P. Taylor、David J. Wustrow、Jacob B. Schwarz

  DOI：10.1016/j.bmcl.2005.05.016

  日期：2006.5

  A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the alpha(2)-delta protein. Further characterization Of alpha(2)-delta binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1. (C) 2005 Elsevier Ltd. All rights reserved.