4-(Dipropylsulfamoyl)-N-(naphthalen-2-yl)benzamide | 918666-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(Dipropylsulfamoyl)-N-(naphthalen-2-yl)benzamide
• 英文别名: 4-(dipropylsulfamoyl)-N-naphthalen-2-ylbenzamide
• CAS: 918666-57-6
• 化学式: C₂₃H₂₆N₂O₃S
• 分子量: 410.537
• InChiKey: YKEWFMXUSBPKAV-UHFFFAOYSA-N

物化性质

• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙磺舒 反应 3.0h， 生成 4-(Dipropylsulfamoyl)-N-(naphthalen-2-yl)benzamide
  参考文献：
  名称：

  Discovery and initial development of a novel class of antibacterials: Inhibitors of Staphylococcus aureus transcription/translation

  摘要：

  The novel bacterial transcription/translation (TT) inhibitor 1 was identified through a combination of high throughput screening and exploratory medicinal chemistry. Initial optimization of the anthranilic acid moiety and sulfonamide amine diversity was accomplished via 1- and two-dimensional solution phase libraries, resulting in an improvement in the MIC of the lead from 64 to 8 mu g/mL (compound 4I). Subsequent modification of the central aromatic ring and further refinement of the sulfonamide amines required the development of a solid phase route on Wang resin. The resulting libraries generated a number of potent antibacterials with MICs of <= 1 mu g/mL (e.g., 10b, 12, and 13). During the course of this work, it became apparent that the antibacterial activity of the series is not fully correlated with TT inhibition, suggesting that at least one additional mechanism of action is operative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.044

文献信息

• 一种将羧酸类化合物快速转化为酰胺和/或酯的方法
  申请人：中国科学院兰州化学物理研究所

  公开号：CN114956926A

  公开（公告）日：2022-08-30

  本发明公开了一种将羧酸类化合物快速转化为酰胺和/或酯的方法。所述方法包括：使包含羧酸类化合物、有机碱、三氟甲磺酰基吡啶盐、亲核试剂和溶剂的混合反应体系发生反应，制得酰胺和/或酯；其中，所述亲核试剂包括醇类化合物和/或胺类化合物。本发明提供的方法反应操作简单，可以在空气与少量水分的环境下进行，反应条件温和、高效，具有良好的官能团兼容性；同时制得的酰胺和酯类化合物在生物、医药、材料等领域有着重要的作用。
• Discovery and initial development of a novel class of antibacterials: Inhibitors of Staphylococcus aureus transcription/translation
  作者：Scott D. Larsen、Matthew R. Hester、J. Craig Ruble、Gregg M. Kamilar、Donna L. Romero、Brian Wakefield、Earline P. Melchior、Michael T. Sweeney、Keith R. Marotti

  DOI：10.1016/j.bmcl.2006.09.044

  日期：2006.12

  The novel bacterial transcription/translation (TT) inhibitor 1 was identified through a combination of high throughput screening and exploratory medicinal chemistry. Initial optimization of the anthranilic acid moiety and sulfonamide amine diversity was accomplished via 1- and two-dimensional solution phase libraries, resulting in an improvement in the MIC of the lead from 64 to 8 mu g/mL (compound 4I). Subsequent modification of the central aromatic ring and further refinement of the sulfonamide amines required the development of a solid phase route on Wang resin. The resulting libraries generated a number of potent antibacterials with MICs of <= 1 mu g/mL (e.g., 10b, 12, and 13). During the course of this work, it became apparent that the antibacterial activity of the series is not fully correlated with TT inhibition, suggesting that at least one additional mechanism of action is operative. (c) 2006 Elsevier Ltd. All rights reserved.