3-Phenyl-N-propyl-4,5-dihydro-1H-pyrazole-1-carbothioamide | 848141-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-Phenyl-N-propyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
• 英文别名: 5-phenyl-N-propyl-3,4-dihydropyrazole-2-carbothioamide
• CAS: 848141-17-3
• 化学式: C₁₃H₁₇N₃S
• 分子量: 247.364
• InChiKey: CBSLNXRAIYNAGT-UHFFFAOYSA-N

物化性质

• 熔点：
  106 °C(Solv: methanol (67-56-1); chloroform (67-66-3))
• 沸点：
  359.0±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  β-(二甲氨基)苯丙酮 盐酸盐 、 N-丙基肼基硫代甲酰胺 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 以28%的产率得到3-Phenyl-N-propyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
  参考文献：
  名称：

  Synthesis and antiamoebic activities of 1-N-substituted cyclised pyrazoline analogues of thiosemicarbazones

  摘要：

  A series of 21 new 1-N-substituted cyclised pyrazoline analogues of thiosemicarbazones were synthesised by cyclisation of Mannich bases with thiosemicarbazides of variegated nature. The chemical structures of the compounds were proved by UV, IR, H-1 NMR, C-13 NMR spectroscopic data and elemental analyses. The antiamoebic activities of these compounds were evaluated by microdilution method against HM1:1MSS strain of Entamoeba histolytica. It was found that 3-chloro and 3-bromo substituents on the phenyl ring at position 3 of the pyrazoline ring enhanced the antiamoebic activity as compared to unsubstituted phenyl ring. Compounds 15, 17, 18, 20 and 21 showed less IC50 value than metronidazole. Moreover, compound 21 have shown the most promising antiamoebic activity (IC50 = 0.6 mu M VS IC50 = 1.8 mu M of metronidazole). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.050