N-(3-(6-chloro-2-methyl-9H-purin-9-yl)phenyl)-N-(cyclopropylmethyl)acetamide | 1362239-63-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(3-(6-chloro-2-methyl-9H-purin-9-yl)phenyl)-N-(cyclopropylmethyl)acetamide
• 英文别名: N-[3-(6-chloro-2-methylpurin-9-yl)phenyl]-N-(cyclopropylmethyl)acetamide
• CAS: 1362239-63-1
• 化学式: C₁₈H₁₈ClN₅O
• 分子量: 355.827
• InChiKey: KVWUQSMCINAIHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-4,6-二氯-5-氨基嘧啶 在 乙基磺酸 、 sodium hydride 、 溶剂黄146 作用下， 以 异丁醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 5.25h， 生成 N-(3-(6-chloro-2-methyl-9H-purin-9-yl)phenyl)-N-(cyclopropylmethyl)acetamide
  参考文献：
  名称：

  Efficient synthesis and anti-enteroviral activity of 9-arylpurines

  摘要：

  To further explore the anti-enteroviral activity of 9-aryl-6-chloropurines, three different series of compounds with a dialkylamino, (alkyl)amido, or oxazolidinone substituent at the aryl ring have been synthesized, in most cases with the aid of microwave-assisted synthesis. The resulting compounds efficiently inhibit Coxsackie virus type B3 (CVB3) replication with EC50 values varying from 3 to 15 mu M, and with no significant toxicity in Vero cells. The most potent compounds also selectively inhibit the replication of other enteroviruses including Coxsackie virus B4 and Echo virus 11. The cross-resistance studies performed with different 9-aryl-6-chloropurines indicate that they all belong to the same pharmacological family and differ from other CVB3 drugs such as enviroxime. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.022