N-(4-(-5-(4-nitrophenyl)-1-hydrazinecarbonothioyl-1H-pyrazol-3-yl)phenyl)-4-methylbenzenesulfonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(4-(-5-(4-nitrophenyl)-1-hydrazinecarbonothioyl-1H-pyrazol-3-yl)phenyl)-4-methylbenzenesulfonamide
• 英文别名: N-[4-[1-(aminocarbamothioyl)-5-(4-nitrophenyl)pyrazol-3-yl]phenyl]-4-methylbenzenesulfonamide
• 化学式: C₂₃H₂₀N₆O₄S₂
• 分子量: 508.582
• InChiKey: SKPSGUXVJKZFIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  188
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(4-乙酰基苯基)-4-甲基苯磺酰胺 在 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 39.0h， 生成 N-(4-(-5-(4-nitrophenyl)-1-hydrazinecarbonothioyl-1H-pyrazol-3-yl)phenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis, anticancer and radiosensitizing evaluation of some novel sulfonamide derivatives

  摘要：

  In this study, novel series of sulfonamide derivatives were synthesized starting from 2-cyanoacetyl) hydrazono)ethyl)phenyl)benzenesulfonamide 4a and 2-cyanoacetyl)hydrazono)ethyl)phenyl)-4-methylbenzenesulfonamide 4b. Different biologically active moieties as pyrazol, thiophene, pyridine and pyrimidines were introduced in order to investigate their in-vitro anticancer activity, in addition to a novel series of sulfonamide chalcones were synthesized from the reported 4-acetyl-N-(P-tolyl) benze-nesulfonamide 3b. The newly synthesized sulfonamide derivatives were characterized by FT-IR, H-1 NMR, C-13 NMR, mass spectroscopy and elemental analyses and were tested for their in-vitro anticancer activity against human tumor liver cell line (HEPG-2). The most potent compounds in this study were compounds 4a, 4b, 5a, 6a, 6b, 8, 9, 11, 13, 18 and 19 which showed higher activity than doxorubicin with IC50 ranging from 11.0 to 31.8 mu M. Additionally, eight compounds among the most potent were evaluated for their ability to enhance the cell killing effect of gamma-radiation. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.036