ethyl 4-(4-benzoyl-5-phenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-yl carbamoyl)-1H-pyrazol-1-yl)phenylcarbamate | 1453222-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(4-benzoyl-5-phenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-yl carbamoyl)-1H-pyrazol-1-yl)phenylcarbamate
• CAS: 1453222-50-8
• 化学式: C₂₈H₂₃N₇O₆S₂
• 分子量: 617.666
• InChiKey: MRXPZJRLFCGUNN-UHFFFAOYSA-N

物化性质

• 熔点：
  128-130 °C
• 密度：
  1.53±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  43.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  188.26
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  1-(4-aminophenyl)-4-benzoyl-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide 、 氯甲酸乙酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以89%的产率得到ethyl 4-(4-benzoyl-5-phenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-yl carbamoyl)-1H-pyrazol-1-yl)phenylcarbamate
  参考文献：
  名称：

  Synthesis and antiproliferative activities of some pyrazole-sulfonamide derivatives

  摘要：

  In this study, a series of pyrazole-sulfonamide derivatives were designed and synthesized from 1-(4-aminophenyl)-4-benzoyl-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide (1). The newly synthesized sulfonamides were characterized by FT-IR, H-1 NMR, C-13 NMR, and elemental analyses. The compounds were tested for their in vitro antiproliferative activities against HeLa and C6 cell lines. The tests were carried out as dose-dependent assay starting from 5 to 100 mu g/mL. All compounds showed especially cell selective effect against rat brain tumor cells (C6). Some of the tested compounds (3) and (7) showed promising broad spectrum antitumor activity comparable to the activities of the commonly used anticancer drugs, 5-fluorouracil and cisplatin.

  DOI：

  10.1007/s00044-013-0721-2