1-Acetyl-4-phenylpiperidine-4-carbothioamide | 870862-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-Acetyl-4-phenylpiperidine-4-carbothioamide
• 英文别名: 1-acetyl-4-phenylpiperidine-4-carbothioamide
• CAS: 870862-27-4
• 化学式: C₁₄H₁₈N₂OS
• 分子量: 262.376
• InChiKey: KVCUOXBLPSVTGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Acetyl-4-phenylpiperidine-4-carbothioamide 、 3-溴-4-(4-氯苯基)-4-氧丁酸 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2-(1-Acetyl-4-phenylpiperidin-4-yl)-4-(4-chlorophenyl)thiazol-5-yl)acetic acid
  参考文献：
  名称：

  Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 2

  摘要：

  Structure-activity relationships have been established by exploring the eastern and western side of 5-thiazolyleacetic acids as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Benzhydryl motifs in the 2-position of the thiazole was found to be most advantageous. The 4-thiazole position should either carry 3- or 4-fluorophenyl rings or a 4-pyridyl suitably substituted in the flanking 2-position. Several compounds with single digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained. The compound series display a good PK profile and selectivity over a large number of other targets. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.015

文献信息

• Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 2
  作者：Marie Grimstrup、Øystein Rist、Jean-Marie Receveur、Thomas M. Frimurer、Trond Ulven、Jesper M. Mathiesen、Evi Kostenis、Thomas Högberg

  DOI：10.1016/j.bmcl.2009.12.015

  日期：2010.2

  Structure-activity relationships have been established by exploring the eastern and western side of 5-thiazolyleacetic acids as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Benzhydryl motifs in the 2-position of the thiazole was found to be most advantageous. The 4-thiazole position should either carry 3- or 4-fluorophenyl rings or a 4-pyridyl suitably substituted in the flanking 2-position. Several compounds with single digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained. The compound series display a good PK profile and selectivity over a large number of other targets. (C) 2009 Elsevier Ltd. All rights reserved.