Thiazole-5-acetic acid, 2-benzylamino-4-(p-chlorophenyl)- | 71013-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Thiazole-5-acetic acid, 2-benzylamino-4-(p-chlorophenyl)-
• 英文别名: 2-[2-(benzylamino)-4-(4-chlorophenyl)-1,3-thiazol-5-yl]acetic acid
• CAS: 71013-54-2
• 化学式: C₁₈H₁₅ClN₂O₂S
• 分子量: 358.848
• InChiKey: IIXZWILRBFHZPU-UHFFFAOYSA-N

物化性质

• 沸点：
  590.4±60.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 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 、 N-苄基硫脲 以 N,N-二甲基甲酰胺 为溶剂， 生成 Thiazole-5-acetic acid, 2-benzylamino-4-(p-chlorophenyl)-
  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

• JAKOBIEC T.; STANKIEWICZ J.; DOBEK R.; ZAWISZA T., ARCH. IMMUNOL. ET THER. EXP., 1978 (1979), 26, NO 6, 935-941
  作者：JAKOBIEC T.、 STANKIEWICZ J.、 DOBEK R.、 ZAWISZA T.

  DOI：——

  日期：——