methyl (E)-3-(4-chloro-2-(methylthio)phenyl)acrylate | 1000052-66-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (E)-3-(4-chloro-2-(methylthio)phenyl)acrylate
• CAS: 1000052-66-3
• 化学式: C₁₁H₁₁ClO₂S
• 分子量: 242.726
• InChiKey: ZBRBTFJKLDTAEX-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl (E)-3-(4-chloro-2-(methylthio)phenyl)acrylate 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 以60%的产率得到methyl (E)-3-(4-chloro-2-(methylsulfonyl)phenyl)acrylate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of second-generation hydroxamate botulinum neurotoxin A protease inhibitors

  摘要：

  Botulinum neurotoxins are the most toxic proteins currently known. Based on a recently identified potent lead structure, 2,4-dichlorocinnamic acid hydroxamate, herein we report on the structure- activity relationship of a series of hydroxamate BoNT/A inhibitors. Among them, 2-bromo-4-chlorocinnamic acid hydroxamate, 2-methyl-4-chlorocinnamic acid hydroxamate, and 2-trifluoromethyl-4-chlorocinnamic acid hydroxamate displayed comparable inhibitory activity to that of the lead structure. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.103
• 作为产物：
  描述：

  4-chloro-2-(methylthio)benzaldehyde 、 膦酰基乙酸甲酯二乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 以87%的产率得到methyl (E)-3-(4-chloro-2-(methylthio)phenyl)acrylate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of second-generation hydroxamate botulinum neurotoxin A protease inhibitors

  摘要：

  Botulinum neurotoxins are the most toxic proteins currently known. Based on a recently identified potent lead structure, 2,4-dichlorocinnamic acid hydroxamate, herein we report on the structure- activity relationship of a series of hydroxamate BoNT/A inhibitors. Among them, 2-bromo-4-chlorocinnamic acid hydroxamate, 2-methyl-4-chlorocinnamic acid hydroxamate, and 2-trifluoromethyl-4-chlorocinnamic acid hydroxamate displayed comparable inhibitory activity to that of the lead structure. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.103