N-benzoyl-4-(1,3-dioxoisoindolin-2-yl)benzenesulfonamide | 1383537-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-benzoyl-4-(1,3-dioxoisoindolin-2-yl)benzenesulfonamide
• 英文别名: N-[4-(1,3-dioxoisoindolin-2-yl)phenyl]sulfonylbenzamide；N-[4-(1,3-dioxoisoindol-2-yl)phenyl]sulfonylbenzamide
• CAS: 1383537-71-0
• 化学式: C₂₁H₁₄N₂O₅S
• 分子量: 406.419
• InChiKey: YVSQNVKVUNPWMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯酐 、 苯甲酰磺胺 在 溶剂黄146 作用下， 以93%的产率得到N-benzoyl-4-(1,3-dioxoisoindolin-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of some phthalimide derivatives

  摘要：

  Structurally modified phthalimide derivatives were prepared through condensation of phthalic and tetrafluorophthalic anhydride with selected sulfonamides with variable yields. All compounds were screened for their antimycobacterium activity against Mycobacterium tuberculosis H37Ra (ATCC 25177) using a micro broth dilution technique. The fluorinated derivatives (compounds 2c, 2d, 2f and 2h) had antimycobacterium activity comparable with classical sulfonamide drugs. The minimum inhibitory concentration ( MIC) of compounds 2c, 2d, 2f and 2h was greater than that of isoniazid (MIC <0.02 mu g/mL) and in vitro activity was greater than that of pyrazinamide, another first line antimycobacterium drug (MIC 50-100 mu g/mL). The new compounds could be considered new lead compounds in the treatment of multi-drug resistant tuberculosis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.04.060

文献信息

• NEUE N-ACYLSULFONAMIDE, NEUE MISCHUNGEN AUS HERBIZIDEN UND ANTIDOTS UND DEREN VERWENDUNG
  申请人：Aventis CropScience GmbH

  公开号：EP0912089B1

  公开（公告）日：2001-11-28
• Synthesis and antimycobacterial activity of some phthalimide derivatives
  作者：Hülya Akgün、İrem Karamelekoğlu、Barkın Berk、Işıl Kurnaz、Gizem Sarıbıyık、Sinem Öktem、Tanıl Kocagöz

  DOI：10.1016/j.bmc.2012.04.060

  日期：2012.7

  Structurally modified phthalimide derivatives were prepared through condensation of phthalic and tetrafluorophthalic anhydride with selected sulfonamides with variable yields. All compounds were screened for their antimycobacterium activity against Mycobacterium tuberculosis H37Ra (ATCC 25177) using a micro broth dilution technique. The fluorinated derivatives (compounds 2c, 2d, 2f and 2h) had antimycobacterium activity comparable with classical sulfonamide drugs. The minimum inhibitory concentration ( MIC) of compounds 2c, 2d, 2f and 2h was greater than that of isoniazid (MIC <0.02 mu g/mL) and in vitro activity was greater than that of pyrazinamide, another first line antimycobacterium drug (MIC 50-100 mu g/mL). The new compounds could be considered new lead compounds in the treatment of multi-drug resistant tuberculosis. (C) 2012 Elsevier Ltd. All rights reserved.