2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioic O-acid | 1239578-51-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioic O-acid
• CAS: 1239578-51-8
• 化学式: C₁₆H₁₄N₂O₄S
• 分子量: 330.364
• InChiKey: AJGOLDGHSMRQMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94.31
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  哌啶 、 2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioic O-acid 在 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以88.5%的产率得到N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)piperidine-1-carbothiohydrazide
  参考文献：
  名称：

  Synthesis and antitumor activity of liquiritigenin thiosemicarbazone derivatives

  摘要：

  In an attempt to develop potent and selective antitumor agents, a series of liquiritigenin thiosemicarbazone derivatives were designed and synthesized. The cytotoxicities of these compounds were evaluated in vitro against K562, DU-145, SGC-7901, HCT-116 and Hela cell lines. The pharmacological results showed that most of the prepared compounds displayed excellent selective cytotoxicity toward K562 and DU-145 cells. From the structure activity relationships we may conclude that the introduction of a thiosemicarbazone functional group at the 4-position in the skeleton of liquiritigenin is associated with an increase in cytotoxicity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.036
• 作为产物：
  描述：

  肼基二硫代甲酸甲酯 、 7-羟基-2-(4-羟基苯基)-2,3-二氢色烯-4-酮 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85.3%的产率得到2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioic O-acid
  参考文献：
  名称：

  Synthesis and antitumor activity of liquiritigenin thiosemicarbazone derivatives

  摘要：

  In an attempt to develop potent and selective antitumor agents, a series of liquiritigenin thiosemicarbazone derivatives were designed and synthesized. The cytotoxicities of these compounds were evaluated in vitro against K562, DU-145, SGC-7901, HCT-116 and Hela cell lines. The pharmacological results showed that most of the prepared compounds displayed excellent selective cytotoxicity toward K562 and DU-145 cells. From the structure activity relationships we may conclude that the introduction of a thiosemicarbazone functional group at the 4-position in the skeleton of liquiritigenin is associated with an increase in cytotoxicity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.036