3-ethyl-2-thioxo-5-vanillylidene-thiazolidin-4-one | 23509-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-ethyl-2-thioxo-5-vanillylidene-thiazolidin-4-one
• 英文别名: 3-Aethyl-2-thioxo-5-vanillyliden-thiazolidin-4-on；(5Z)-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• CAS: 23509-47-9
• 化学式: C₁₃H₁₃NO₃S₂
• 分子量: 295.383
• InChiKey: XWXASULPQVFPEN-XFFZJAGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-乙基-2-硫代-4-噻唑烷二酮 、 香草醛 生成 3-ethyl-2-thioxo-5-vanillylidene-thiazolidin-4-one
  参考文献：
  名称：

  Rhodanine derivatives as novel inhibitors of PDE4

  摘要：

  The discovery, synthesis and in vitro activity of a novel series of rhodanine based phosphodiesterase-4 (PDE4) inhibitors is described. Structure-activity relationship studies directed toward improving potency led to the development of submicromolar inhibitors 2n and 3i ( IC50 = 0.89 & 0.74 mu M). The replacement of rhodanine with structurally related heterocycles was also investigated and led to the synthesis of pseudothiohydantoin 7 ( IC50 = 0.31 mu M). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.117

文献信息

• Andreasch; Zipser, Monatshefte fur Chemie, 1904, vol. 25, p. 178
  作者：Andreasch、Zipser

  DOI：——

  日期：——
• Rhodanine derivatives as novel inhibitors of PDE4
  作者：Mark W. Irvine、Graham L. Patrick、Justin Kewney、Stuart F. Hastings、Simon J. MacKenzie

  DOI：10.1016/j.bmcl.2008.01.117

  日期：2008.3

  The discovery, synthesis and in vitro activity of a novel series of rhodanine based phosphodiesterase-4 (PDE4) inhibitors is described. Structure-activity relationship studies directed toward improving potency led to the development of submicromolar inhibitors 2n and 3i ( IC50 = 0.89 & 0.74 mu M). The replacement of rhodanine with structurally related heterocycles was also investigated and led to the synthesis of pseudothiohydantoin 7 ( IC50 = 0.31 mu M). (c) 2008 Elsevier Ltd. All rights reserved.