3-phenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide | 128922-11-2

• 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-4,5-dihydro-1H-pyrazole-1-carbothioamide
• 英文别名: 5-phenyl-3,4-dihydropyrazole-2-carbothioamide
• CAS: 128922-11-2
• 化学式: C₁₀H₁₁N₃S
• 分子量: 205.283
• InChiKey: WYFNKSHKGSUPOR-UHFFFAOYSA-N

物化性质

• 熔点：
  118 °C
• 沸点：
  347.1±25.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二氯喹喔啉 、 3-phenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide 以 乙醇 为溶剂， 以70%的产率得到2-(5-Phenyl-3,4-dihydropyrazol-2-yl)-[1,3]thiazolo[4,5-b]quinoxaline
  参考文献：
  名称：

  Synthesis, characterization and antiamoebic activity of 1-(thiazolo[4,5-b]quinoxaline-2-yl)-3-phenyl-2-pyrazoline derivatives

  摘要：

  A new series of 1-N-thiocarboxamide-3-phenyl-2-pyrazolines 1-6 was synthesized by cyclization of different Mannich bases with unsubstituted thiosemicarbazide. The reaction of cyclized pyrazoline derivatives 1-6 with 2,3-dichloroquinoxaline afforded the title compounds 7-12. The structures of the new compounds were confirmed by elemental analyses as well as H-1, C-13 NMR, IR and electronic spectral data. The HM1:IMSS strain of Entamoeba histolytica parasite was cultured in vitro and the sensitivity of the parasite to the synthesized compounds was evaluated using the microdilution method. Among all the pyrazoline derivatives 1-6, none was found to be a better inhibitor as compared to the reference drug, metronidazole. The quinoxaline derivatives, 9, 11 and 12 were found to be potent inhibitors of E. histolytica. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.116
• 作为产物：
  描述：

  苯乙酮 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 3-phenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide
  参考文献：
  名称：

  Synthesis, characterization and antiamoebic activity of 1-(thiazolo[4,5-b]quinoxaline-2-yl)-3-phenyl-2-pyrazoline derivatives

  摘要：

  A new series of 1-N-thiocarboxamide-3-phenyl-2-pyrazolines 1-6 was synthesized by cyclization of different Mannich bases with unsubstituted thiosemicarbazide. The reaction of cyclized pyrazoline derivatives 1-6 with 2,3-dichloroquinoxaline afforded the title compounds 7-12. The structures of the new compounds were confirmed by elemental analyses as well as H-1, C-13 NMR, IR and electronic spectral data. The HM1:IMSS strain of Entamoeba histolytica parasite was cultured in vitro and the sensitivity of the parasite to the synthesized compounds was evaluated using the microdilution method. Among all the pyrazoline derivatives 1-6, none was found to be a better inhibitor as compared to the reference drug, metronidazole. The quinoxaline derivatives, 9, 11 and 12 were found to be potent inhibitors of E. histolytica. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.116

文献信息

• Tomita, Yasuhiro; Kabashima, Shigeru; Okawara, Tadashi, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 3, p. 707 - 710
  作者：Tomita, Yasuhiro、Kabashima, Shigeru、Okawara, Tadashi、Yamasaki, Tetsuo、Furukawa, Mitsuru

  DOI：——

  日期：——
• TOMITA, YASUHIRO;KABASHIMA, SHIGERU;OKAWARA, TADASHI;YAMASAKI, TETSUO;FUR+, J. HETEROCYCL. CHEM., 27,(1990) N, C. 707-710
  作者：TOMITA, YASUHIRO、KABASHIMA, SHIGERU、OKAWARA, TADASHI、YAMASAKI, TETSUO、FUR+

  DOI：——

  日期：——