2-(4-(4-Chlorophenyl)-2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)thiazol-5-yl)acetic acid | 1214879-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 2-(4-(4-Chlorophenyl)-2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)thiazol-5-yl)acetic acid
• 英文别名: 2-[4-(4-chlorophenyl)-2-(2,3-dihydro-1,4-benzodioxin-3-yl)-1,3-thiazol-5-yl]acetic acid
• CAS: 1214879-49-8
• 化学式: C₁₉H₁₄ClNO₄S
• 分子量: 387.843
• InChiKey: IOKCJOKRZSAZTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  96.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-溴-4-(4-氯苯基)-4-氧丁酸 、 1,4-苯并二氧六环-2-甲酰胺 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(4-(4-Chlorophenyl)-2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)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