4-(4-methoxyphenylsulfonyl)-3-(methylthio)-1H-pyrazol-5-amine | 1173104-25-0

• 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-(4-methoxyphenylsulfonyl)-3-(methylthio)-1H-pyrazol-5-amine
• 英文别名: 4-((4-methoxyphenyl)sulfonyl)-5-(methylthio)-1H-pyrazol-3-amine；4-(4-methoxyphenyl)sulfonyl-3-methylsulfanyl-1H-pyrazol-5-amine
• CAS: 1173104-25-0
• 化学式: C₁₁H₁₃N₃O₃S₂
• 分子量: 299.375
• InChiKey: GLHBQBLQHSYGPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(4-methoxyphenylsulfonyl)-3-(methylthio)-1H-pyrazol-5-amine 、 乙酰丙酮 在 溶剂黄146 作用下， 生成 5,7-dimethyl-2-methylthio-3-(4-methoxy-phenylsulfonyl)-pyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  Synthesis and SAR of 3-arylsulfonyl-pyrazolo[1,5-a]pyrimidines as potent serotonin 5-HT6 receptor antagonists

  摘要：

  Syntheses of a series of novel 3-sulfonyl-pyrazolo[1,5-a]pyrimidines and their 5-HT6 receptor antagonistic structure-activity relationship are disclosed. The nature and position of substituents, which affect their receptor antagonistic activity, are analyzed. Among all synthesized derivatives, {3-(3-chlorophenylsulfonyl)-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-2-yl}-methyl-amine 33 (K-i = 190 pM), (3-phenylsulfonyl-7-methyl-pyrazolo[1,5-a]pyrimidin-2-yl)-methyl-amine 44 (K-i = 240 pM), (3-phenylsulfonyl-5-metoxymethyl-7-methyl-pyrazolo[1,5-a]pyrimidin-2-yl)-methyl-amine 50 (K-i = 270 pM), and (3-phenylsulfonyl-5-methyl-7-metoxymethyl-pyrazolo[1,5-a]pyrimidin-2-yl)-methyl-amine 52 (K-i = 280 pM) are the most potent antagonists of the 5-HT6 receptors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.055