1-[2-(benzylthio)-4-chloro-5-methylphenylsulfonyl]-3-(4-methylphenylsulfonylamino)guanidine | 1415470-14-2

• 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: 1-[2-(benzylthio)-4-chloro-5-methylphenylsulfonyl]-3-(4-methylphenylsulfonylamino)guanidine
• 英文别名: 2-(2-benzylsulfanyl-4-chloro-5-methylphenyl)sulfonyl-1-[(4-methylphenyl)sulfonylamino]guanidine
• CAS: 1415470-14-2
• 化学式: C₂₂H₂₃ClN₄O₄S₃
• 分子量: 539.1
• InChiKey: BFYIURCZINKCTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  173
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2-(benzylthio)-4-chloro-5-methylphenylsulfonyl]-3-(4-methylphenylsulfonylamino)guanidine 在 对甲基苯磺酰异氰酸酯 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以72%的产率得到2-(benzylthio)-4-chloro-N-[4,5-dihydro-1-(4-methylphenylsulfonyl)-5-oxo-1H-1,2,4-triazol-3-yl]-5-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis and molecular structure of novel 2-(alkylthio)-4-chloro-N-(4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)-5-methylbenzenesulfonamides with potential anticancer activity

  摘要：

  A series of novel 4-chloro-N-(4,5-dihydro-5-oxo-1-R-2-1H-1,2,4-triazol-3-yl)-5-methyl-2-(R-1-methylthio)benzenesulfonamide derivatives have been synthesized as potential anticancer agents. The in vitro antitumor activity of some compounds was evaluated in the US National Cancer Institute (NCI) against the NCI-60 cell line panel. The most prominent compound showed remarkable activity against 13 human tumor cell lines representing lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast at low micromolar GI(50) level in the range of 1.9-3.0 mu M.

  DOI：

  10.1007/s00706-012-0849-7
• 作为产物：
  描述：

  3-amino-6-chloro-7-methyl-1,1-dioxo-1,4,2-benzodithiazine 在 吡啶 、 hydrazine hydro-chloride 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 1-[2-(benzylthio)-4-chloro-5-methylphenylsulfonyl]-3-(4-methylphenylsulfonylamino)guanidine
  参考文献：
  名称：

  Synthesis and molecular structure of novel 2-(alkylthio)-4-chloro-N-(4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)-5-methylbenzenesulfonamides with potential anticancer activity

  摘要：

  A series of novel 4-chloro-N-(4,5-dihydro-5-oxo-1-R-2-1H-1,2,4-triazol-3-yl)-5-methyl-2-(R-1-methylthio)benzenesulfonamide derivatives have been synthesized as potential anticancer agents. The in vitro antitumor activity of some compounds was evaluated in the US National Cancer Institute (NCI) against the NCI-60 cell line panel. The most prominent compound showed remarkable activity against 13 human tumor cell lines representing lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast at low micromolar GI(50) level in the range of 1.9-3.0 mu M.

  DOI：

  10.1007/s00706-012-0849-7