4-(amino(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile | 450841-05-1

• 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: 4-(amino(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
• 英文别名: 4-[amino-(3-methylimidazol-4-yl)methyl]benzonitrile
• CAS: 450841-05-1
• 化学式: C₁₂H₁₂N₄
• 分子量: 212.254
• InChiKey: YEZXZWFJRVJENB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  67.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(amino(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile 、 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 4-(3-chlorophenyl)-N-((4-cyanophenyl)(1-methyl-1H-imidazol-5-yl)methyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
  参考文献：
  名称：

  Design, synthesis, and activity of 4-quinolone and pyridone compounds as nonthiol-containing farnesyltransferase inhibitors

  摘要：

  As a part of our efforts to identify potent inhibitors of farnesyltransferase (FTase), modification of the structure of tipifarnib through structure-based design was undertaken by replacing the 2-quinolones with 4-quinolones and pyridones, and subsequent relocation of the D-ring to the N-methyl group on the imidazole ring. This study has yielded a novel series of potent and selective FTase inhibitors. The X-ray structure of tipifarnib (1) in complex with FTase was described.

  DOI：

  10.1016/j.bmcl.2004.08.012
• 作为产物：
  描述：

  4-(chloro(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile 在 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以77%的产率得到4-(amino(1-methyl-1H-imidazol-5-yl)methyl)benzonitrile
  参考文献：
  名称：

  Design, synthesis, and activity of 4-quinolone and pyridone compounds as nonthiol-containing farnesyltransferase inhibitors

  摘要：

  As a part of our efforts to identify potent inhibitors of farnesyltransferase (FTase), modification of the structure of tipifarnib through structure-based design was undertaken by replacing the 2-quinolones with 4-quinolones and pyridones, and subsequent relocation of the D-ring to the N-methyl group on the imidazole ring. This study has yielded a novel series of potent and selective FTase inhibitors. The X-ray structure of tipifarnib (1) in complex with FTase was described.

  DOI：

  10.1016/j.bmcl.2004.08.012

文献信息

• Farnesyltransferase inhibitors
  申请人：——

  公开号：US20030087940A1

  公开（公告）日：2003-05-08

  Substituted imidazoles and thiazoles having the formula 1 are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

  具有以下化学式的取代咪唑和噻唑对抑制法尼基转移酶具有用处。还公开了抑制法尼基转移酶的组合物和在患者中抑制法尼基转移酶的方法。
• Farnesyltransferase Inhibitors
  申请人：Claiborne K. Akiyo

  公开号：US20060264476A1

  公开（公告）日：2006-11-23

  Substituted imidazoles and thiazoles having the formula are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

  具有以下公式的取代咪唑和噻唑对于抑制法尼酰转移酶是有用的。还披露了抑制法尼酰转移酶的组合物和在患者中抑制法尼酰转移酶的方法。
• FARNESYLTRANSFERASE INHIBITORS
  申请人：ABBOTT LABORATORIES

  公开号：EP1339695B1

  公开（公告）日：2006-04-19
• US7211595B2
  申请人：——

  公开号：US7211595B2

  公开（公告）日：2007-05-01
• US7323570B2
  申请人：——

  公开号：US7323570B2

  公开（公告）日：2008-01-29