6-cyano-2'-methyl(1,1'-biphenyl)-3-carboxylic acid | 398457-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-cyano-2'-methyl(1,1'-biphenyl)-3-carboxylic acid
• 英文别名: 4-cyano-3-(2-methylphenyl)benzoic acid
• CAS: 398457-02-8
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: CJSCVKIDAMWTTN-UHFFFAOYSA-N

物化性质

• 沸点：
  458.5±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-cyano-2'-methyl(1,1'-biphenyl)-3-carboxylic acid 在 二苯基磷酸 、 potassium tert-butylate 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 5-((3-cyanobenzyl)((1-methyl-1H-imidazol-5-yl)methyl)amino)-2'-methyl(1,1'-biphenyl)-2-carbonitrile
  参考文献：
  名称：

  Novel and selective imidazole-containing biphenyl inhibitors of protein farnesyltransferase

  摘要：

  A series of imidazole-containing biphenyls was prepared and evaluated in vitro for inhibition of FTase and cellular Ras processing. Several of these analogues, such as 21, are potent inhibitors of FTase (< 1 nM), FTase/GGTase selective (> 300-fold) and cellularly active ( less than or equal to 80 nM). An X-ray crystal structure of inhibitor 21 bound to rat farnesyltransferase is also presented. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00096-9
• 作为产物：
  描述：

  3-氯-4-氰基苯甲酸甲酯 在 palladium diacetate 、 lithium hydroxide 、 cesium fluoride 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 生成 6-cyano-2'-methyl(1,1'-biphenyl)-3-carboxylic acid
  参考文献：
  名称：

  Novel and selective imidazole-containing biphenyl inhibitors of protein farnesyltransferase

  摘要：

  A series of imidazole-containing biphenyls was prepared and evaluated in vitro for inhibition of FTase and cellular Ras processing. Several of these analogues, such as 21, are potent inhibitors of FTase (< 1 nM), FTase/GGTase selective (> 300-fold) and cellularly active ( less than or equal to 80 nM). An X-ray crystal structure of inhibitor 21 bound to rat farnesyltransferase is also presented. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00096-9

文献信息

• Substituted phenyl farnesyltransferase inhibitors
  申请人：——

  公开号：US20020019527A1

  公开（公告）日：2002-02-14

  Compounds of formula (I) 1 or pharmaceutically acceptable salts thereof, inhibit farnesyltransferase. Methods for making the compounds, pharmaceutical compositions containing the compounds, and methods of treatment using the compounds are disclosed.

  式(I)的化合物或其药学上可接受的盐，抑制法尼基转移酶。公开了制备这些化合物的方法，含有这些化合物的药物组合物，以及使用这些化合物进行治疗的方法。
• SUBSTITUTED PHENYL FARNESYLTRANSFERASE INHIBITORS
  申请人：Abbott Laboratories

  公开号：EP1276726A2

  公开（公告）日：2003-01-22
• [EN] SUBSTITUTED PHENYL FARNESYLTRANSFERASE INHIBITORS<br/>[FR] INHIBITEURS DE PHENYLE FARNESYLTRANSFERASE SUBSTITUES
  申请人：ABBOTT LAB

  公开号：WO2001081316A2

  公开（公告）日：2001-11-01

  Compounds of formula (I) or pharmaceutically acceptable salts thereof, inhibit farnesyltransferase. Methods for making the compounds, pharmaceutical compositions containing the compounds, and methods of treatment using the compounds are disclosed.
• Novel and selective imidazole-containing biphenyl inhibitors of protein farnesyltransferase
  作者：Michael L. Curtin、Alan S. Florjancic、Jerome Cohen、Wen-Zhen Gu、David J. Frost、Steven W. Muchmore、Hing L. Sham

  DOI：10.1016/s0960-894x(03)00096-9

  日期：2003.4

  A series of imidazole-containing biphenyls was prepared and evaluated in vitro for inhibition of FTase and cellular Ras processing. Several of these analogues, such as 21, are potent inhibitors of FTase (< 1 nM), FTase/GGTase selective (> 300-fold) and cellularly active ( less than or equal to 80 nM). An X-ray crystal structure of inhibitor 21 bound to rat farnesyltransferase is also presented. (C) 2003 Elsevier Science Ltd. All rights reserved.