4-(3-chlorophenyl)-N,2-dimethoxy-N-methyl-6-quinazolinecarboxamide | 406196-93-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(3-chlorophenyl)-N,2-dimethoxy-N-methyl-6-quinazolinecarboxamide
• 英文别名: 4-(3-chlorophenyl)-N,2-dimethoxy-N-methylquinazoline-6-carboxamide
• CAS: 406196-93-8
• 化学式: C₁₈H₁₆ClN₃O₃
• 分子量: 357.796
• InChiKey: MIGWSPJCEOOYIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3-chlorophenyl)-N,2-dimethoxy-N-methyl-6-quinazolinecarboxamide 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以59%的产率得到2-chloro-4-(3-chlorophenyl)-N-methoxy-N-methyl-6-quinazolinecarboxamide
  参考文献：
  名称：

  Impact on farnesyltransferase inhibition of 4-chlorophenyl moiety replacement in the Zarnestra® series

  摘要：

  Based on the structure of R 115777 (tipifarnib, Zarnestra (R)), a series of farnesyltransferase inhibitors have been synthesized by modification of the 2-quinolinone motif and transposition of the 4-chlorophenyl ring to the imidazole or its replacement by 5-membered rings. This has yielded a novel series of potent farnesyltransferase inhibitors. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.12.007
• 作为产物：
  描述：

  6-bromo-2-methoxy-4-(3-chlorophenyl)quinazoline 、 一氧化碳 、 二甲羟胺盐酸盐 在 四(三苯基膦)钯 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 100.0 ℃ 、500.01 kPa 条件下， 反应 18.0h， 以27%的产率得到4-(3-chlorophenyl)-N,2-dimethoxy-N-methyl-6-quinazolinecarboxamide
  参考文献：
  名称：

  Impact on farnesyltransferase inhibition of 4-chlorophenyl moiety replacement in the Zarnestra® series

  摘要：

  Based on the structure of R 115777 (tipifarnib, Zarnestra (R)), a series of farnesyltransferase inhibitors have been synthesized by modification of the 2-quinolinone motif and transposition of the 4-chlorophenyl ring to the imidazole or its replacement by 5-membered rings. This has yielded a novel series of potent farnesyltransferase inhibitors. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.12.007

文献信息

• Farnesyl transferase inhibiting 6-heterocyclylmethyl quinoline and quinazoline derivatives
  申请人：——

  公开号：US20030207887A1

  公开（公告）日：2003-11-06

  This invention comprises the novel compounds of formula (I) 1 wherein r, t, Y 1 -Y 2 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 have defined meanings, having farnesyl transferase inhibiting activity; their preparation, compositions containing them and their use as a medicine.

  这项发明包括式（I）的新化合物1，其中r，t，Y1-Y2，R1，R2，R3，R4，R5，R6和R7具有定义的含义，具有长链烯丙基转移酶抑制活性；它们的制备、含有它们的组合物以及它们作为药物的用途。
• FARNESYL TRANSFERASE INHIBITING 6-HETEROCYCLYLMETHYL QUINOLINE AND QUINAZOLINE DERIVATIVES
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1322650A2

  公开（公告）日：2003-07-02
• US7196094B2
  申请人：——

  公开号：US7196094B2

  公开（公告）日：2007-03-27
• [EN] FARNESYL TRANSFERASE INHIBITING 6-HETEROCYCLYLMETHYL QUINOLINE AND QUINAZOLINE DERIVATIVES<br/>[FR] DERIVES DE LA QUINOLEINE ET DE LA QUINAZOLINE 6-HETEROCYCLYLMETHYLE INHIBITEURS DE LA FARNESYLE TRANSFERASE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2002024686A2

  公开（公告）日：2002-03-28

  This invention comprises the novel compounds of formula (I) wherein r, t, Y?1-Y2, R1, R2, R3, R4, R5, R6 and R7¿ have defined meanings, having farnesyl transferase inhibiting activity; their preparation, compositions containing them and their use as a medicine.