3,5-dichloro-N-[4-(1,3-oxazol-5-yl)phenyl]benzenesulfonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-dichloro-N-[4-(1,3-oxazol-5-yl)phenyl]benzenesulfonamide
• 化学式: C₁₅H₁₀Cl₂N₂O₃S
• 分子量: 369.228
• InChiKey: XMEWECBJZOPGCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  3,5-二氯苯磺酰氯 、 4-(5-噁唑基)苯胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 生成 3,5-dichloro-N-[4-(1,3-oxazol-5-yl)phenyl]benzenesulfonamide
  参考文献：
  名称：

  Discovery of 2-methylpyridine-based biaryl amides as γ-secretase modulators for the treatment of Alzheimer’s disease

  摘要：

  gamma-Secretase modulators (GSMs) are potentially disease-modifying treatments for Alzheimer's disease. They selectively lower pathogenic A beta 42 levels by shifting the enzyme cleavage sites without inhibiting gamma-secretase activity, possibly avoiding known adverse effects observed with complete inhibition of the enzyme complex. A cell-based HTS effort identified the sulfonamide 1 as a GSM lead. Lead optimization studies identified compound 25 with improved cell potency, PKDM properties, and it lowered A beta 42 levels in the cerebrospinal fluid ( CSF) of Sprague-Dawley rats following oral administration. Further optimization of 25 to improve cellular potency is described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.041