2-bromo-4-(((3,4-dichlorobenzyl)oxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile | 371765-83-2

• 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: 2-bromo-4-(((3,4-dichlorobenzyl)oxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
• 英文别名: 2-Bromo-4-[(3,4-dichlorophenyl)methoxy-(3-methylimidazol-4-yl)methyl]benzonitrile
• CAS: 371765-83-2
• 化学式: C₁₉H₁₄BrCl₂N₃O
• 分子量: 451.15
• InChiKey: LUPXHRMCFMRXTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(三氟甲基)苯硼酸 、 2-bromo-4-(((3,4-dichlorobenzyl)oxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile 在 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 丙醇 、 水 为溶剂， 生成 5-(((3,4-dichlorobenzyl)oxy)(1-methyl-1H-imidazol-5-yl)methyl)-2'-(trifluoromethyl)(1,1'-biphenyl)-2-carbonitrile
  参考文献：
  名称：

  Design and synthesis of o-trifluoromethylbiphenyl substituted 2-amino-nicotinonitriles as inhibitors of farnesyltransferase

  摘要：

  A non-methionine FT inhibitor lead structure (1) was designed through computer modeling of the peptidomimetic FT inhibitor ABT839. Optimization of this lead resulted in compounds 2e and 2g, with FT IC50 values of 1.3 and 1.8 nM, GGT IC50 of 1400 nM, and EC50 (Ras processing) values of 13 and 11 nM, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.014
• 作为产物：
  描述：

  3-溴-4-氰基苯甲酸乙酯 在 叔丁基锂 、 二异丁基氢化铝 、 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 2-bromo-4-(((3,4-dichlorobenzyl)oxy)(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
  参考文献：
  名称：

  Design and synthesis of o-trifluoromethylbiphenyl substituted 2-amino-nicotinonitriles as inhibitors of farnesyltransferase

  摘要：

  A non-methionine FT inhibitor lead structure (1) was designed through computer modeling of the peptidomimetic FT inhibitor ABT839. Optimization of this lead resulted in compounds 2e and 2g, with FT IC50 values of 1.3 and 1.8 nM, GGT IC50 of 1400 nM, and EC50 (Ras processing) values of 13 and 11 nM, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.014

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。
• Design and synthesis of o-trifluoromethylbiphenyl substituted 2-amino-nicotinonitriles as inhibitors of farnesyltransferase
  作者：Gary T. Wang、Xilu Wang、Weibo Wang、Lisa A. Hasvold、Gerry Sullivan、Charles W. Hutchins、Steve O’Conner、Robert Gentiles、Thomas Sowin、Jerry Cohen、Wen-Zhen Gu、Haiying Zhang、Saul H. Rosenberg、Hing L. Sham

  DOI：10.1016/j.bmcl.2004.10.014

  日期：2005.1

  A non-methionine FT inhibitor lead structure (1) was designed through computer modeling of the peptidomimetic FT inhibitor ABT839. Optimization of this lead resulted in compounds 2e and 2g, with FT IC50 values of 1.3 and 1.8 nM, GGT IC50 of 1400 nM, and EC50 (Ras processing) values of 13 and 11 nM, respectively. (C) 2004 Elsevier Ltd. All rights reserved.