(4-Chloro-phenyl)-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-yl]-acetonitrile | 406161-89-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (4-Chloro-phenyl)-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-yl]-acetonitrile
• 英文别名: 2-(4-Chlorophenyl)-2-[4-(3-chlorophenyl)-1-methyl-2-oxoquinolin-6-yl]acetonitrile
• CAS: 406161-89-5
• 化学式: C₂₄H₁₆Cl₂N₂O
• 分子量: 419.31
• InChiKey: QPEOXEOYTLDEFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-Chloro-phenyl)-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-yl]-acetonitrile 在 氯化亚砜 、 air 、 potassium tert-butylate 、 sodium methylate 、 镍 、 1-羟基苯并三唑 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 乙醇 为溶剂， 反应 47.5h， 生成 6-[chloro(4-chlorophenyl)(4-methyl-4H-1,2,4-triazol-3-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone
  参考文献：
  名称：

  4-Methyl-1,2,4-triazol-3-yl heterocycle as an alternative to the 1-methylimidazol-5-yl moiety in the Farnesyltransferase inhibitor ZARNESTRA ™

  摘要：

  Replacement of the 1-methylimidazol-5-yl moiety in the farnesyltransferase inhibitor ZARNESTRA(TM) series by a 4-methyl-1,2,4-triazol-3-yl group gave us compounds with similar structure-activity relationship profiles showing that this triazole is potentially a good surrogate to imidazole for farnesyltransferase inhibition. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.043
• 作为产物：
  描述：

  对甲基苯磺酰甲基异腈 、 R104209 在 potassium tert-butylate 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 3.0h， 以74%的产率得到(4-Chloro-phenyl)-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-yl]-acetonitrile
  参考文献：
  名称：

  4-Methyl-1,2,4-triazol-3-yl heterocycle as an alternative to the 1-methylimidazol-5-yl moiety in the Farnesyltransferase inhibitor ZARNESTRA ™

  摘要：

  Replacement of the 1-methylimidazol-5-yl moiety in the farnesyltransferase inhibitor ZARNESTRA(TM) series by a 4-methyl-1,2,4-triazol-3-yl group gave us compounds with similar structure-activity relationship profiles showing that this triazole is potentially a good surrogate to imidazole for farnesyltransferase inhibition. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.043

文献信息

• US7173040B2
  申请人：——

  公开号：US7173040B2

  公开（公告）日：2007-02-06
• 4-Methyl-1,2,4-triazol-3-yl heterocycle as an alternative to the 1-methylimidazol-5-yl moiety in the Farnesyltransferase inhibitor ZARNESTRA ™
  作者：Patrick Angibaud、Ashis K. Saha、Xavier Bourdrez、David W. End、Eddy Freyne、Patricia Lezouret、Geert Mannens、Laurence Mevellec、Christophe Meyer、Isabelle Pilatte、Virginie Poncelet、Bruno Roux、Gerda Smets、Jacky Van Dun、Marc Venet、Walter Wouters

  DOI：10.1016/j.bmcl.2003.09.043

  日期：2003.12

  Replacement of the 1-methylimidazol-5-yl moiety in the farnesyltransferase inhibitor ZARNESTRA(TM) series by a 4-methyl-1,2,4-triazol-3-yl group gave us compounds with similar structure-activity relationship profiles showing that this triazole is potentially a good surrogate to imidazole for farnesyltransferase inhibition. (C) 2003 Elsevier Ltd. All rights reserved.