2-(2-(4-Chlorobenzyl)-4-phenylthiazol-5-yl)acetic acid | 1214888-54-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-(4-Chlorobenzyl)-4-phenylthiazol-5-yl)acetic acid
• 英文别名: 2-[2-[(4-chlorophenyl)methyl]-4-phenyl-1,3-thiazol-5-yl]acetic acid
• CAS: 1214888-54-6
• 化学式: C₁₈H₁₄ClNO₂S
• 分子量: 343.834
• InChiKey: YUELAXVMQWRCCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  562.5±50.0 °C(predicted)
• 密度：
  1.341±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯苯基硫代乙酰胺 、 3-溴-4-氧代-4-苯基丁酸 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 2-(2-(4-Chlorobenzyl)-4-phenylthiazol-5-yl)acetic acid
  参考文献：
  名称：

  Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 1

  摘要：

  Structure-activity relationships of three related series of 4-phenylthiazol-5-ylacetic acids, derived from two hits emanating from a focused library obtained by in silico screening, have been explored as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Several compounds with double digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained in all subclasses. The most potent compound was [2-(4-chloro-benzyl)-4-(4-phenoxy-phenyl)-thiazol-5-yl] acetic acid having an binding affinity of 3.7 nM and functional antagonistic effect of 66 nM in a BRET and 12 nM in a cAMP assay with no functional activity for the other PGD2 DP receptor (27 mu M in cAMP). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.008

文献信息

• Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 1
  作者：Øystein Rist、Marie Grimstrup、Jean-Marie Receveur、Thomas M. Frimurer、Trond Ulven、Evi Kostenis、Thomas Högberg

  DOI：10.1016/j.bmcl.2009.12.008

  日期：2010.2

  Structure-activity relationships of three related series of 4-phenylthiazol-5-ylacetic acids, derived from two hits emanating from a focused library obtained by in silico screening, have been explored as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Several compounds with double digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained in all subclasses. The most potent compound was [2-(4-chloro-benzyl)-4-(4-phenoxy-phenyl)-thiazol-5-yl] acetic acid having an binding affinity of 3.7 nM and functional antagonistic effect of 66 nM in a BRET and 12 nM in a cAMP assay with no functional activity for the other PGD2 DP receptor (27 mu M in cAMP). (C) 2009 Elsevier Ltd. All rights reserved.