(E)-3-(4-Hydroxy-3-methoxy-phenyl)-thioacrylic acid S-phenyl ester | 56254-02-5

• 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: (E)-3-(4-Hydroxy-3-methoxy-phenyl)-thioacrylic acid S-phenyl ester
• 英文别名: S-phenyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enethioate
• CAS: 56254-02-5
• 化学式: C₁₆H₁₄O₃S
• 分子量: 286.351
• InChiKey: CBBRNCPRKBDBJH-UHFFFAOYSA-N

物化性质

• 沸点：
  441.9±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  、 苯硫酚 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (E)-3-(4-Hydroxy-3-methoxy-phenyl)-thioacrylic acid S-phenyl ester
  参考文献：
  名称：

  Synthesis and evaluation of a novel series of pseudo-cinnamic derivatives as antituberculosis agents

  摘要：

  In an effort to develop potent new antituberculous drugs effective against Mycobacterium tuberculosis, we have prepared series of cinnamic derivatives (thioesters and amides) with 4-hydroxy and 4-alkoxy groups and investigated the in vitro activities of these compounds. Among them some displayed a good in vitro antibacterial activity, such as (E)-N-(2-acetamidoethyl)-3-{4-[(E)-3,7-dimethylocta-2,6-dienyloxy]phenyl} acrylamide 4b that showed a minimum inhibitory concentration of 0.1 mu g/mL (0.26 mu M) against M. tuberculosis H37Rv. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.082