2-(4-aminobenzenesulfonyl)amino-5-methyl-benzo[d]isothiazol-3-one | 1160784-44-0

• 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-(4-aminobenzenesulfonyl)amino-5-methyl-benzo[d]isothiazol-3-one
• 英文别名: 4-amino-N-(5-methyl-3-oxo-1,2-benzothiazol-2-yl)benzenesulfonamide
• CAS: 1160784-44-0
• 化学式: C₁₄H₁₃N₃O₃S₂
• 分子量: 335.408
• InChiKey: NTIIHSQSIQWKJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(4'-acetylaminobenzenesulfonyl)amino-5-methyl-benzo[d]isothiazol-3-one 在 盐酸 、 水 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以73%的产率得到2-(4-aminobenzenesulfonyl)amino-5-methyl-benzo[d]isothiazol-3-one
  参考文献：
  名称：

  Hybrid molecules between benzenesulfonamides and active antimicrobial benzo[d]isothiazol-3-ones

  摘要：

  Novel hybrid molecules between benzenesulfonamides and active antimicrobial 2-amino-benzo[d]isothiazol-3-ones were synthesized and characterised and their in vitro antimicrobial activity was evaluated by the minimal inhibitory concentration (MIC). The compounds exhibit moderate antibacterial properties against Gram-positive bacteria (MIC 6-100 mu g ml(-1)) such as several bacilli, staphylococci and streptococci, including methicillin-resistant Staphylococcus aureus and Staphylococcus epidermidis strains, while no inhibition of Gram-negative Escherichia coli is detected up to the concentration of 100 mu g ml(-1). Synergistic inhibitory activity occurs when sulfanilamides 4a and 4c are tested in combination with trimethoprim against S. aureus. Concerning antifungal properties, only compound 4c is able to inhibit the growth of Saccharomyces cerevisiae and Cryptococcus neoformans yeasts and several dermatophytes. Structure-activity relationships are discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.022

文献信息

• Hybrid molecules between benzenesulfonamides and active antimicrobial benzo[d]isothiazol-3-ones
  作者：Franca Zani、Matteo Incerti、Rocco Ferretti、Paola Vicini

  DOI：10.1016/j.ejmech.2008.07.022

  日期：2009.6

  Novel hybrid molecules between benzenesulfonamides and active antimicrobial 2-amino-benzo[d]isothiazol-3-ones were synthesized and characterised and their in vitro antimicrobial activity was evaluated by the minimal inhibitory concentration (MIC). The compounds exhibit moderate antibacterial properties against Gram-positive bacteria (MIC 6-100 mu g ml(-1)) such as several bacilli, staphylococci and streptococci, including methicillin-resistant Staphylococcus aureus and Staphylococcus epidermidis strains, while no inhibition of Gram-negative Escherichia coli is detected up to the concentration of 100 mu g ml(-1). Synergistic inhibitory activity occurs when sulfanilamides 4a and 4c are tested in combination with trimethoprim against S. aureus. Concerning antifungal properties, only compound 4c is able to inhibit the growth of Saccharomyces cerevisiae and Cryptococcus neoformans yeasts and several dermatophytes. Structure-activity relationships are discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.