[4-(4-Chloro-phenyl)-2-(naphthalen-1-ylamino)-thiazol-5-yl]-acetic acid | 505051-93-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [4-(4-Chloro-phenyl)-2-(naphthalen-1-ylamino)-thiazol-5-yl]-acetic acid
• 英文别名: 2-[4-(4-chlorophenyl)-2-(naphthalen-1-ylamino)-1,3-thiazol-5-yl]acetic acid
• CAS: 505051-93-4
• 化学式: C₂₁H₁₅ClN₂O₂S
• 分子量: 394.881
• InChiKey: QRTAKFRKYVELKR-UHFFFAOYSA-N

物化性质

• 沸点：
  644.5±65.0 °C(Predicted)
• 密度：
  1.425±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-溴-4-(4-氯苯基)-4-氧丁酸 、 安妥 以 N,N-二甲基甲酰胺 为溶剂， 生成 [4-(4-Chloro-phenyl)-2-(naphthalen-1-ylamino)-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.