4-chloro-N-[5-chloro-2-(oxan-2-yloxymethyl)phenyl]benzenesulfonamide | 290327-97-8

• 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: 4-chloro-N-[5-chloro-2-(oxan-2-yloxymethyl)phenyl]benzenesulfonamide
• CAS: 290327-97-8
• 化学式: C₁₈H₁₉Cl₂NO₄S
• 分子量: 416.325
• InChiKey: WHXUSZJUHXJVFV-UHFFFAOYSA-N

物化性质

• 沸点：
  542.3±60.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-chloro-N-[5-chloro-2-(oxan-2-yloxymethyl)phenyl]benzenesulfonamide 、 (2S)-4-[(tert-butyldimethylsilyl)oxy]butan-2-ol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以67%的产率得到N-((R)-4-((tert-butyldimethylsilyl)oxy)butan-2-yl)-4-chloro-N-(5-chloro-2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)benzenesulfonamide
  参考文献：
  名称：

  Carbamate-appended N-alkylsulfonamides as inhibitors of γ-secretase

  摘要：

  The synthesis and gamma-secretase inhibition data for a series of carbamate-appended N-alkylsulfonamides are described. Carbamate 54 was found to significantly reduce brain A beta in transgenic mice. 54 was also found to possess markedly improved brain levels in transgenic mice compared to previously disclosed 1 and 2. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.102
• 作为产物：
  描述：

  5-氯-2-{(四氢-2H-吡喃-2-氧基)甲基}苯胺 、 4-氯苯磺酰氯 在 吡啶 作用下， 生成 4-chloro-N-[5-chloro-2-(oxan-2-yloxymethyl)phenyl]benzenesulfonamide
  参考文献：
  名称：

  N-(5-Chloro-2-(hydroxymethyl)-N-alkyl-arylsulfonamides as γ-secretase inhibitors

  摘要：

  A series of N-alkylbenzeiiesulfonamides were developed from a high throughput screening hit. Classic and parallel synthesis strategies were employed to produce compounds with good in vitro and in vivo gamma-secretase activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.022

文献信息

• Nitrogen-appended N-alkylsulfonamides as inhibitors of γ-secretase
  作者：Carl P. Bergstrom、Charles P. Sloan、Henry H. Wang、Michael F. Parker、David W. Smith、Ming Zheng、Steven B. Hansel、Craig T. Polson、Lauren E. Barber、Isia Bursuker、Valerie L. Guss、Jason A. Corsa、Donna M. Barten、Kevin M. Felsenstein、Susan B. Roberts

  DOI：10.1016/j.bmcl.2007.10.105

  日期：2008.1

  The synthesis and gamma-secretase inhibition data for a series of nitrogen-appended N-alkylsulfonamides (11-47) are described. Inhibition of brain A beta in transgenic mice was demonstrated by two of these compounds (23 and 44). (C) 2007 Elsevier Ltd. All rights reserved.