4-(3-Chloro-phenyl)-5-methyl-6-oxo-1,6-dihydro-pyridine-2-carbonitrile | 777096-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(3-Chloro-phenyl)-5-methyl-6-oxo-1,6-dihydro-pyridine-2-carbonitrile
• CAS: 777096-64-7
• 化学式: C₁₃H₉ClN₂O
• 分子量: 244.68
• InChiKey: SWXIUVICVZUQKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  56.65
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(3-Chloro-phenyl)-5-methyl-6-oxo-1,6-dihydro-pyridine-2-carbonitrile 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 silver(l) oxide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-Chloro-phenyl)-5-[(4-cyano-phenyl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-1-methyl-6-oxo-1,6-dihydro-pyridine-2-carbonitrile
  参考文献：
  名称：

  Synthesis of 1H-pyridin-2-one derivatives as potent and selective farnesyltransferase inhibitors

  摘要：

  Two novel series of potent and selective FTase inhibitors have been synthesized using structure-based design. Medicinal chemistry efforts led to the discovery of compound 4e with potent cellular activity and good oral bioavailability in dog. A synthetic route toward novel heterocycles 1,5-dimethyl-6-oxo-4-aryl-1,6-dihydro-pyridine-2-carbonitrile was established. The structure of compound 5c was confirmed by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.004
• 作为产物：
  描述：

  在 sodium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 生成 4-(3-Chloro-phenyl)-5-methyl-6-oxo-1,6-dihydro-pyridine-2-carbonitrile
  参考文献：
  名称：

  Synthesis of 1H-pyridin-2-one derivatives as potent and selective farnesyltransferase inhibitors

  摘要：

  Two novel series of potent and selective FTase inhibitors have been synthesized using structure-based design. Medicinal chemistry efforts led to the discovery of compound 4e with potent cellular activity and good oral bioavailability in dog. A synthetic route toward novel heterocycles 1,5-dimethyl-6-oxo-4-aryl-1,6-dihydro-pyridine-2-carbonitrile was established. The structure of compound 5c was confirmed by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.004