2-(2-(p-tolyl)acetyl)benzo[d]isothiazol-3(2H)-one

• 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: 2-(2-(p-tolyl)acetyl)benzo[d]isothiazol-3(2H)-one
• 英文别名: 2-[2-(4-Methylphenyl)acetyl]-1,2-benzothiazol-3-one；2-[2-(4-methylphenyl)acetyl]-1,2-benzothiazol-3-one
• 化学式: C₁₆H₁₃NO₂S
• 分子量: 283.351
• InChiKey: KQZXEDILUFRWGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-苯并异噻唑-3-酮 、 对甲基苯乙酸 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以82%的产率得到2-(2-(p-tolyl)acetyl)benzo[d]isothiazol-3(2H)-one
  参考文献：
  名称：

  Synthesis and evaluation of N-acyl-substituted 1,2-benzisothiazol-3-one derivatives as caspase-3 inhibitors

  摘要：

  A small molecule library of N-acyl-substituted 1,2-benzisothiazol-3-one derivatives has been synthesized and evaluated as inhibitors of caspase-3 and -7, in which some of them showed nanomolar potency against caspase-3 and -7 in vitro. Meanwhile, in 10 mu M concentration, both compounds 24 and 25 showed significant protection against apoptosis in camptothecin-induced Jurkat T cells system. The docking studies predicted the interactions and binding modes of the synthesized inhibitors in the caspase-3 active site. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.11.005

文献信息

• Synthesis and evaluation of N-acyl-substituted 1,2-benzisothiazol-3-one derivatives as caspase-3 inhibitors
  作者：Zhenghui Li、Yang Pan、Weilong Zhong、Yunpeng Zhu、Yongle Zhao、Lixin Li、Wei Liu、Honggang Zhou、Cheng Yang

  DOI：10.1016/j.bmc.2014.11.005

  日期：2014.12

  A small molecule library of N-acyl-substituted 1,2-benzisothiazol-3-one derivatives has been synthesized and evaluated as inhibitors of caspase-3 and -7, in which some of them showed nanomolar potency against caspase-3 and -7 in vitro. Meanwhile, in 10 mu M concentration, both compounds 24 and 25 showed significant protection against apoptosis in camptothecin-induced Jurkat T cells system. The docking studies predicted the interactions and binding modes of the synthesized inhibitors in the caspase-3 active site. (C) 2014 Elsevier Ltd. All rights reserved.