| 797783-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• CAS: 797783-31-4
• 化学式: C₂₃H₁₂Cl₂N₂O₂
• 分子量: 419.266
• InChiKey: KMXPRZDCYXGTNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.86
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-methyl-2-triethylsilanyl-1H-imidazole 、 在 叔丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.5h， 以26%的产率得到1-(3-Chloro-phenyl)-7-[(4-chloro-phenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-oxo-1,4-dihydro-quinoline-3-carbonitrile
  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：

  2-氟-4-溴苯甲酸甲酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 lithium hydroxide 、 氯化亚砜 、 sodium hydride 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 戊醇 、 苯甲醚 、 甲苯 为溶剂， 反应 7.75h， 生成
  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