4-chloro-N-(2,5-dichlorophenyl)-N-(1R)-(2-hydroxy-1-methylethyl)benzenesulfonamide | 290328-15-3

• 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-(2,5-dichlorophenyl)-N-(1R)-(2-hydroxy-1-methylethyl)benzenesulfonamide
• 英文别名: 4-chloro-N-(2,5-dichlorophenyl)-N-[(2R)-1-hydroxypropan-2-yl]benzenesulfonamide
• CAS: 290328-15-3
• 化学式: C₁₅H₁₄Cl₃NO₃S
• 分子量: 394.706
• InChiKey: UYWOEYRNKANGQQ-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-N-(2,5-dichlorophenyl)-N-(1R)-(2-hydroxy-1-methylethyl)benzenesulfonamide 、 对硝基苯基氯甲酸酯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成
  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：

  N-[(2R)-1-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-4-chloro-N-(2,5-dichlorophenyl)benzenesulfonamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-chloro-N-(2,5-dichlorophenyl)-N-(1R)-(2-hydroxy-1-methylethyl)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

文献信息

• Antiamyloid phenylsulfonamides: N-alkanol derivatives
  申请人：——

  公开号：US20040097572A1

  公开（公告）日：2004-05-20

  A series of N-alkanol-N-phenyl benzenesulfonamide and related derivatives of the Formula I are disclosed, 1 wherein R 1 , R 2 , R 3 , X, and Y are defined herein. The compounds are inhibitors of &bgr;-amyloid peptide (&bgr;-AP) production and are useful in the treatment of Alzheimer's Disease and other conditions characterized by aberrant extracellular deposition of amyloid. Pharmaceutical compositions and methods of treatment are also disclosed.

  公开了一系列Formula I中的N-烷基-N-苯基苯磺酰胺及相关衍生物，其中R1、R2、R3、X和Y在此定义。这些化合物是β-淀粉样肽（β-AP）产生的抑制剂，对治疗阿尔茨海默病和其他以异常细胞外淀粉样沉积为特征的疾病有用。还公开了药物组合物和治疗方法。
• US6989399B2
  申请人：——

  公开号：US6989399B2

  公开（公告）日：2006-01-24
• Carbamate-appended N-alkylsulfonamides as inhibitors of γ-secretase
  作者：Carl P. Bergstrom、Charles P. Sloan、Wai-Yu Lau、David W. Smith、Ming Zheng、Steven B. Hansel、Craig T. Polson、Jason A. Corsa、Donna M. Barten、Kevin M. Felsenstein、Susan B. Roberts

  DOI：10.1016/j.bmcl.2007.11.102

  日期：2008.1

  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.