(2Z,5Z)-2-{[4-(adamantan-1-yl)-1,3-thiazol-2-yl]imino}-5-(4-hydroxy-3,5-dimethoxy-benzylidene)-1,3-thiazolidin-4-one | 1208255-10-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (2Z,5Z)-2-{[4-(adamantan-1-yl)-1,3-thiazol-2-yl]imino}-5-(4-hydroxy-3,5-dimethoxy-benzylidene)-1,3-thiazolidin-4-one
• 英文别名: (5Z)-2-[[4-(1-adamantyl)-1,3-thiazol-2-yl]imino]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one
• CAS: 1208255-10-0
• 化学式: C₂₅H₂₇N₃O₄S₂
• 分子量: 497.639
• InChiKey: XABMQLCZOSQQOW-UWVJOHFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(4-(1-adamantyl)thiazol-2-ylimino)thiazolidin-4-one 、 丁香醛 在 sodium acetate 、 溶剂黄146 作用下， 以49%的产率得到(2Z,5Z)-2-{[4-(adamantan-1-yl)-1,3-thiazol-2-yl]imino}-5-(4-hydroxy-3,5-dimethoxy-benzylidene)-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Novel 4-thiazolidinone derivatives as potential antifungal and antibacterial drugs

  摘要：

  As part of ongoing studies in developing new antimicrobials, a class of structurally novel 4-thiazolidinone derivatives incorporating three known bioactive nuclei such as thiazole, thiazolidinone and adamantane was synthesized by the multi-step reaction protocol, already reported in the literature. NMR and Molecular Modeling techniques were employed for structure elucidation and Z/E potential isomerism configuration of the analogues. Evaluation of antibacterial and antifungal activity showed that almost all compounds exhibited better results than reference drugs thus they could be promising candidates for novel drugs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.041