3-(4-tert-Butyl-phenyl)-4-cyano-5-phenylsulfanyl-thiophene-2-carboxylic acid ethyl ester | 918121-68-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(4-tert-Butyl-phenyl)-4-cyano-5-phenylsulfanyl-thiophene-2-carboxylic acid ethyl ester
• CAS: 918121-68-3
• 化学式: C₂₄H₂₃NO₂S₂
• 分子量: 421.584
• InChiKey: QZLQOSYWABRGER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.91
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(4-tert-Butyl-phenyl)-4-cyano-5-phenylsulfanyl-thiophene-2-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3-(4-tert-Butyl-phenyl)-4-cyano-5-phenylsulfanyl-thiophene-2-carboxylic acid
  参考文献：
  名称：

  A novel class of AMPA receptor allosteric modulators. Part 1: Design, synthesis, and SAR of 3-aryl-4-cyano-5-substituted-heteroaryl-2-carboxylic acid derivatives

  摘要：

  The synthesis and initial SAR studies of novel, highly potent positive allosteric modulators of AMPA receptors based on 3-(4-tert-butylphenyl)-4-cyano-5-methylsulfanyl-thiophene-2-carboxylic acid (6a) are described. SAR studies at the thioether moiety indicated that substitution at this position was mandatory and better potency was achieved with small groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.035
• 作为产物：
  描述：

  2-(4-tert-butylbenzoyl)-3,3-bis-methylsulfanyl-acrylonitrile 在 四(三苯基膦)钯 、 potassium tert-butylate 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 0.25h， 生成 3-(4-tert-Butyl-phenyl)-4-cyano-5-phenylsulfanyl-thiophene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  A novel class of AMPA receptor allosteric modulators. Part 1: Design, synthesis, and SAR of 3-aryl-4-cyano-5-substituted-heteroaryl-2-carboxylic acid derivatives

  摘要：

  The synthesis and initial SAR studies of novel, highly potent positive allosteric modulators of AMPA receptors based on 3-(4-tert-butylphenyl)-4-cyano-5-methylsulfanyl-thiophene-2-carboxylic acid (6a) are described. SAR studies at the thioether moiety indicated that substitution at this position was mandatory and better potency was achieved with small groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.035