2-[5-(4-morpholinylsulfonyl)-2-(1-pyrrolidinyl)phenyl]-1,2-benzisothiazol-3(2H)-one | 522606-75-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-[5-(4-morpholinylsulfonyl)-2-(1-pyrrolidinyl)phenyl]-1,2-benzisothiazol-3(2H)-one
• 英文别名: 2-(5-Morpholin-4-ylsulfonyl-2-pyrrolidin-1-ylphenyl)-1,2-benzothiazol-3-one
• CAS: 522606-75-3
• 化学式: C₂₁H₂₃N₃O₄S₂
• 分子量: 445.563
• InChiKey: NQBINQNEBDVFFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-mercapto-N-(5-(morpholinosulfonyl)-2-(pyrrolidin-1-yl)phenyl)benzamide 在 三氟乙酸 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 为溶剂， 生成 2-[5-(4-morpholinylsulfonyl)-2-(1-pyrrolidinyl)phenyl]-1,2-benzisothiazol-3(2H)-one
  参考文献：
  名称：

  Design, synthesis and evaluation of benzoisothiazolones as selective inhibitors of PHOSPHO1

  摘要：

  We report the discovery and characterization of a series of benzoisothiazolone inhibitors of PHOSPHO1, a newly identified soluble phosphatase implicated in skeletal mineralization and soft tissue ossification abnormalities. High-throughput screening (HTS) of a small molecule library led to the identification of benzoisothiazolones as potent and selective inhibitors of PHOSPHO1. Critical structural requirements for activity were determined, and the compounds were subsequently derivatized and measured for in vitro activity and ADME parameters including metabolic stability and permeability. On the basis of its overall profile the benzoisothiazolone analogue 2q was selected as MLPCN probe ML086.

  DOI：

  10.1016/j.bmcl.2014.07.013

文献信息

• TREATMENT OF MALARIA USING INHIBITORS OF THE ISPD ENZYME IN THE NON-MEVALONATE PATHWAY
  申请人：Washington University

  公开号：US20160046651A1

  公开（公告）日：2016-02-18

  Compounds are disclosed that inhibit the methylerythritol cytidyltransferase (IspD) enzyme in the non-mevalonate pathway (MEP pathway), which is present in many organisms including the P. falciparum parasite. Inhibitors of the IspD enzyme in the non-mevalonate pathway of the P. falciparum parasite are useful for treating malaria.