(4-(丙基磺酰基)苯基)甲醇 | 1265490-04-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-(丙基磺酰基)苯基)甲醇
• 英文名称: (4-(propylsulfonyl)phenyl)methanol
• 英文别名: (4-Propylsulfonylphenyl)methanol；(4-propylsulfonylphenyl)methanol
• CAS: 1265490-04-7
• 化学式: C₁₀H₁₄O₃S
• 分子量: 214.285
• InChiKey: JPWJEWKKJZZHLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-(丙基磺酰基)苯基)甲醇 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到4-(propane-1-sulfonyl)-benzaldehyde
  参考文献：
  名称：

  Identification of N-(2-(azepan-1-yl)-2-phenylethyl)-benzenesulfonamides as novel inhibitors of GlyT1

  摘要：

  A novel series of glycine transporter 1 (GlyT1) inhibitors is described. Scoping of the heterocycle moiety of hit 4-chlorobenzenesulfonamide 1 led to replacement of the piperidine with an azepane for a modest increase in potency. Phenyl sulfonamides proved superior to alkyl and non-phenyl aromatic sulfonamides, while subsequent ortho substitution of the 2-(azepan-1-yl)-2-phenylethanamine aromatic ring yielded 39 (IC(50) 37 nM, solubility 14 mu M), the most potent GlyT1 inhibitor in this series. Favorable brain-plasma ratios were observed for select compounds in pharmacokinetic studies to evaluate CNS penetration. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.085
• 作为产物：
  描述：

  在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 以46%的产率得到(4-(丙基磺酰基)苯基)甲醇
  参考文献：
  名称：

  Identification of N-(2-(azepan-1-yl)-2-phenylethyl)-benzenesulfonamides as novel inhibitors of GlyT1

  摘要：

  A novel series of glycine transporter 1 (GlyT1) inhibitors is described. Scoping of the heterocycle moiety of hit 4-chlorobenzenesulfonamide 1 led to replacement of the piperidine with an azepane for a modest increase in potency. Phenyl sulfonamides proved superior to alkyl and non-phenyl aromatic sulfonamides, while subsequent ortho substitution of the 2-(azepan-1-yl)-2-phenylethanamine aromatic ring yielded 39 (IC(50) 37 nM, solubility 14 mu M), the most potent GlyT1 inhibitor in this series. Favorable brain-plasma ratios were observed for select compounds in pharmacokinetic studies to evaluate CNS penetration. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.085

文献信息

• Identification of N-(2-(azepan-1-yl)-2-phenylethyl)-benzenesulfonamides as novel inhibitors of GlyT1
  作者：Jeffrey G. Varnes、Janet M. Forst、Tiffany N. Hoerter、Christopher R. Holmquist、Deidre E. Wilkins、Gaochao Tian、Gerald Jonak、Xia Wang、William M. Potts、Michael W. Wood、Cristóbal Alhambra、Todd A. Brugel、Jeffrey S. Albert

  DOI：10.1016/j.bmcl.2010.06.085

  日期：2010.8

  A novel series of glycine transporter 1 (GlyT1) inhibitors is described. Scoping of the heterocycle moiety of hit 4-chlorobenzenesulfonamide 1 led to replacement of the piperidine with an azepane for a modest increase in potency. Phenyl sulfonamides proved superior to alkyl and non-phenyl aromatic sulfonamides, while subsequent ortho substitution of the 2-(azepan-1-yl)-2-phenylethanamine aromatic ring yielded 39 (IC(50) 37 nM, solubility 14 mu M), the most potent GlyT1 inhibitor in this series. Favorable brain-plasma ratios were observed for select compounds in pharmacokinetic studies to evaluate CNS penetration. (c) 2010 Elsevier Ltd. All rights reserved.