N-isopentyl-4-(oxazol-5-yl)benzenesulfonamide | 1610852-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-isopentyl-4-(oxazol-5-yl)benzenesulfonamide
• 英文别名: N-(3-methylbutyl)-4-(1,3-oxazol-5-yl)benzenesulfonamide
• CAS: 1610852-94-2
• 化学式: C₁₄H₁₈N₂O₃S
• 分子量: 294.375
• InChiKey: KCFWRQNKLLXVLQ-UHFFFAOYSA-N

物化性质

• 沸点：
  443.304±47.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.188±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异戊胺 、 4-(1,3-恶唑-5-基)苯磺酰氯 在 N-甲基吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以44%的产率得到N-isopentyl-4-(oxazol-5-yl)benzenesulfonamide
  参考文献：
  名称：

  Ligand Efficiency Driven Design of New Inhibitors of Mycobacterium tuberculosis Transcriptional Repressor EthR Using Fragment Growing, Merging, and Linking Approaches

  摘要：

  Tuberculosis remains a major cause of mortality and morbidity, killing each year more than one million people. Although the combined use of first line antibiotics (isoniazid, rifampicin, pyrazinamide, and ethambutol) is efficient to treat most patients, the rapid emergence of multidrug resistant strains of Mycobacterium tuberculosis stresses the need for alternative therapies. Mycobacterial transcriptional repressor EthR is a key player in the control of second-line drugs bioactivation such as ethionamide and has been shown to impair the sensitivity of the human pathogen Mycobacterium tuberculosis to this antibiotic. As a way to identify new potent ligands of this protein, we have developed fragment-based approaches. In the current study, we combined surface plasmon resonance assay, X-ray crystallography, and ligand efficiency driven design for the rapid discovery and optimization of new chemotypes of EthR ligands starting from a fragment. The design, synthesis, and in vitro and ex vivo activities of these compounds will be discussed.

  DOI：

  10.1021/jm500422b