N-(3-(2-oxooxazolidin-3-yl)phenyl)acetamide | 1362239-65-3

• 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: N-(3-(2-oxooxazolidin-3-yl)phenyl)acetamide
• 英文别名: N-[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]acetamide
• CAS: 1362239-65-3
• 化学式: C₁₁H₁₂N₂O₃
• mdl: MFCD21368918
• 分子量: 220.228
• InChiKey: CNZJIALERPJJMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-(2-oxooxazolidin-3-yl)phenyl)acetamide 在 盐酸 、 乙基磺酸 、 sodium hydroxide 作用下， 以 乙醇 、 异丁醇 、 水 为溶剂， 反应 1.75h， 生成 2-((3-(6-ethoxy-9H-purin-9-yl)phenyl)amino)ethanol
  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
• 作为产物：
  描述：

  氯甲酸氯乙酯 、 间氨基乙酰苯胺 在 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以81%的产率得到N-(3-(2-oxooxazolidin-3-yl)phenyl)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

文献信息

• Efficient synthesis and anti-enteroviral activity of 9-arylpurines
  作者：Leire Aguado、María-Dolores Canela、Hendrik Jan Thibaut、Eva-María Priego、María-José Camarasa、Pieter Leyssen、Johan Neyts、María-Jesús Pérez-Pérez

  DOI：10.1016/j.ejmech.2012.01.022

  日期：2012.3

  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.