[5-(3-Chlorophenyl)tetrazolo[1,5-a]quinazolin-7-yl]-(5-chlorothiophen-2-yl)-(3-methylimidazol-4-yl)methanol | 406196-99-4

• 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: [5-(3-Chlorophenyl)tetrazolo[1,5-a]quinazolin-7-yl]-(5-chlorothiophen-2-yl)-(3-methylimidazol-4-yl)methanol
• CAS: 406196-99-4
• 化学式: C₂₃H₁₅Cl₂N₇OS
• 分子量: 508.39
• InChiKey: BGMFVJMFQZXQKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [5-(3-Chlorophenyl)tetrazolo[1,5-a]quinazolin-7-yl]-(5-chlorothiophen-2-yl)-(3-methylimidazol-4-yl)methanol 在 氯化亚砜 、 氨 作用下， 以 异丙醇 为溶剂， 反应 3.5h， 生成 [5-(3-Chlorophenyl)tetrazolo[1,5-a]quinazolin-7-yl]-(5-chlorothiophen-2-yl)-(3-methylimidazol-4-yl)methanamine
  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：

  5-氯噻吩-2-甲醛 在 乙酸铵 、 manganese(IV) oxide 、 正丁基锂 、 sodium azide 、 titanium(III) chloride 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.5h， 生成 [5-(3-Chlorophenyl)tetrazolo[1,5-a]quinazolin-7-yl]-(5-chlorothiophen-2-yl)-(3-methylimidazol-4-yl)methanol
  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 NV

  公开号：EP1322650B1

  公开（公告）日：2008-09-24
• US7196094B2
  申请人：——

  公开号：US7196094B2

  公开（公告）日：2007-03-27
• Impact on farnesyltransferase inhibition of 4-chlorophenyl moiety replacement in the Zarnestra® series
  作者：Patrick Angibaud、Laurence Mevellec、Christophe Meyer、Xavier Bourdrez、Patricia Lezouret、Isabelle Pilatte、Virginie Poncelet、Bruno Roux、Sophie Merillon、David W. End、Jacky Van Dun、Walter Wouters、Marc Venet

  DOI：10.1016/j.ejmech.2006.12.007

  日期：2007.5

  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.