2-((3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)hydrazine-1-carbothioamide | 1445223-07-3

• 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-((3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)hydrazine-1-carbothioamide
• CAS: 1445223-07-3
• 化学式: C₁₇H₁₅N₅OS
• 分子量: 337.405
• InChiKey: KMXDZUKSJXNJOH-UHFFFAOYSA-N

物化性质

• 熔点：
  213-215 °C
• 沸点：
  576.6±60.0 °C(predicted)
• 密度：
  1.35±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.46
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  马来酸酐 、 2-((3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)hydrazine-1-carbothioamide 以 甲苯 为溶剂， 反应 3.0h， 以80%的产率得到2-(2-(((3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)hydrazineylidene)-4-oxothiazolidin-5-yl)acetic acid
  参考文献：
  名称：

  Synthesis and antihyperglycemic evaluation of new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids having pyrazolyl pharmacophores

  摘要：

  In the search of new antihyperglycemic agents and following rational approach of drug designing here new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids (4a-g) with pyrazolyl pharmacophore have been synthesized via thia Michael addition reaction of 1-((3-(4-substituted phenyl)-1-phenyl-1H-pyrazol-4-yl) methylene) thiosemicarbazides (3a-g) with maleic anhydride. The required precursors, (3a-g) were obtained by condensing known 3-(4-substituted phenyl)-1-phenyl-1H-pyrazole-4-carbaldehydes (1a-g) with thiosemicarbazide in ethanol. The newly synthesized compounds (4a-g) have been evaluated for the antihyperglycemic activity in sucrose loaded rat model and among these compounds 4d, 4f and 4g have displayed significant antihyperglycemic activity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.064
• 作为产物：
  描述：

  氨基硫脲 、 3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde 以 乙醇 为溶剂， 反应 1.0h， 以82%的产率得到2-((3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Synthesis and antihyperglycemic evaluation of new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids having pyrazolyl pharmacophores

  摘要：

  In the search of new antihyperglycemic agents and following rational approach of drug designing here new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids (4a-g) with pyrazolyl pharmacophore have been synthesized via thia Michael addition reaction of 1-((3-(4-substituted phenyl)-1-phenyl-1H-pyrazol-4-yl) methylene) thiosemicarbazides (3a-g) with maleic anhydride. The required precursors, (3a-g) were obtained by condensing known 3-(4-substituted phenyl)-1-phenyl-1H-pyrazole-4-carbaldehydes (1a-g) with thiosemicarbazide in ethanol. The newly synthesized compounds (4a-g) have been evaluated for the antihyperglycemic activity in sucrose loaded rat model and among these compounds 4d, 4f and 4g have displayed significant antihyperglycemic activity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.064