N-(4-morpholinophenyl)-3-oxobenzo[d]isothiazole-2(3H)-carboxamide | 1601403-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-(4-morpholinophenyl)-3-oxobenzo[d]isothiazole-2(3H)-carboxamide
• 英文别名: N-(4-morpholino)-3-oxobenzisothiazol-2(3H)-carboxamide；N-(4-morpholin-4-ylphenyl)-3-oxo-1,2-benzothiazole-2-carboxamide
• CAS: 1601403-12-6
• 化学式: C₁₈H₁₇N₃O₃S
• 分子量: 355.417
• InChiKey: QZFUTELGYWUBNF-UHFFFAOYSA-N

物化性质

• 密度：
  1.436±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-吗啉基)苯胺 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-(4-morpholinophenyl)-3-oxobenzo[d]isothiazole-2(3H)-carboxamide
  参考文献：
  名称：

  1,2-Benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors

  摘要：

  A novel series of 1,2-benzisothiazol-3-one derivatives was synthesized and their biological activities were evaluated for inhibiting caspase-3 and -7 activities, in which some of them showed low nanomolar potency against caspase-3 in vitro and significant protection against apoptosis in a camptothecin-induced Jurkat T cells system. Among the tested compounds, compound 5i exhibited the most potent caspase-3 inhibitory activity (IC50 = 1.15 nM). The molecular docking predicted the interactions and binding modes of the synthesized inhibitor in the caspase-3 active site. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.002