2-[4-(4-chloro-phenyl)-thiazol-2-ylamino]-thiazol-4-one | 52471-10-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[4-(4-chloro-phenyl)-thiazol-2-ylamino]-thiazol-4-one
• 英文别名: 2-{[4-(4-chlorophenyl)-1,3-thiazol-2-yl]amino}-1,3-thiazol-4(5H)-one；(2E)-2-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]imino]-1,3-thiazolidin-4-one
• CAS: 52471-10-0
• 化学式: C₁₂H₈ClN₃OS₂
• 分子量: 309.8
• InChiKey: KGZCHMFJWNAECE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4-(4-chloro-phenyl)-thiazol-2-ylamino]-thiazol-4-one 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 5-bromo-5-(bromo-phenyl-methyl)-2-[4-(4-chloro-phenyl)-thiazol-2-ylamino]-thiazol-4-one
  参考文献：
  名称：

  Dhal,P.N. et al., Journal of the Indian Chemical Society, 1973, vol. 50, p. 680 - 684

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-4-(4-氯苯基)噻唑 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-[4-(4-chloro-phenyl)-thiazol-2-ylamino]-thiazol-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-heteroarylimino-1,3-thiazolidin-4-ones as potential anti-tumor agents

  摘要：

  A series of 35 heteroarylimino-1,3-thiazolidinones with three sites of functionalization were synthesized and their antiproliferative properties were studied. The in vitro screening by MTT assay was performed against five cancer cell lines (human colon cancer cell lines HT29, HCT116 and SW620 and breast cancer cell lines MCF7 and MDA-MB-231). It was observed that N3-substituted thiazolidinones had moderate activities whereas 5-benzylidene thiazolidinones showed promising activities. To investigate the mechanism of action, detailed biological studies of six selected compounds (those presenting the lower mitotic index) were carried out on the human colon cancer HT29 cell line. Cell cycle assay revealed that those compounds induced cell accumulation in G2/M and in subG0/G1 phases of cell cycle. Moreover, dissipation of mitochondria membrane potential was observed as well as redox changes in treated cells. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.02.053

文献信息

• Dhakar, Neelam; Ojha, Swati; Jat, Jawahar Lal, Journal of the Indian Chemical Society, 2008, vol. 85, # 6, p. 660 - 664
  作者：Dhakar, Neelam、Ojha, Swati、Jat, Jawahar Lal、Talesara

  DOI：——

  日期：——