3-(3-hydroxypropyl)-2-phenylimino-4-thiazolidinone | 958300-69-1

• 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: 3-(3-hydroxypropyl)-2-phenylimino-4-thiazolidinone
• 英文别名: 3-(3-Hydroxypropyl)-2-phenylimino-1,3-thiazolidin-4-one
• CAS: 958300-69-1
• 化学式: C₁₂H₁₄N₂O₂S
• 分子量: 250.321
• InChiKey: HZHHOZSGCBZGPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-hydroxypropyl)-2-phenylimino-4-thiazolidinone 、 4-(甲基巯基)苯甲醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以62%的产率得到3-(3-hydroxypropyl)-5-(4-methylthiophenyl)methylidene-2-phenylimino-4-thiazolidinone
  参考文献：
  名称：

  Synthesis and in vitro evaluation of 5-arylidene-3-hydroxyalkyl-2-phenylimino-4-thiazolidinones with antidegenerative activity on human chondrocyte cultures

  摘要：

  5-Arylidene-3-hydroxyalkyl-2-phenylimino-4-thiazolidinones (7,8) were synthesized and evaluated for their antidegenerative activity on human chondrocyte cultures stimulated by IL-1 beta. This in vitro model has proven to be a useful experimental model to reproduce the mechanisms involved in arthritic diseases. The cell viability, the amount of GAGs, the production of NO and PGE(2) and the inhibition of MMP-3 were measured. Several thiazolidinones 7 and 8 exhibited the ability to block the production or action of the degenerative factors induced by IL-1 beta. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.09.001
• 作为产物：
  描述：

  1-(3-羟基丙基)-3-苯基硫脲 、 溴乙酸甲酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以85%的产率得到3-(3-hydroxypropyl)-2-phenylimino-4-thiazolidinone
  参考文献：
  名称：

  Synthesis and in vitro evaluation of 5-arylidene-3-hydroxyalkyl-2-phenylimino-4-thiazolidinones with antidegenerative activity on human chondrocyte cultures

  摘要：

  5-Arylidene-3-hydroxyalkyl-2-phenylimino-4-thiazolidinones (7,8) were synthesized and evaluated for their antidegenerative activity on human chondrocyte cultures stimulated by IL-1 beta. This in vitro model has proven to be a useful experimental model to reproduce the mechanisms involved in arthritic diseases. The cell viability, the amount of GAGs, the production of NO and PGE(2) and the inhibition of MMP-3 were measured. Several thiazolidinones 7 and 8 exhibited the ability to block the production or action of the degenerative factors induced by IL-1 beta. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.09.001