dl-16-(4'-aminophenoxy)-17,18,19,20-tetranor-13-azaprostanoic acid | 107539-78-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dl-16-(4'-aminophenoxy)-17,18,19,20-tetranor-13-azaprostanoic acid
• CAS: 107539-78-6
• 化学式: C₂₁H₃₄N₂O₃
• 分子量: 362.513
• InChiKey: DJWGVYPFOAFSJA-YLJYHZDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  26.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  84.58
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  7-{(1R,2R)-2-[3-(4-Amino-phenoxy)-propylamino]-cyclopentyl}-heptanoic acid ethyl ester 在 sodium hydroxide 作用下， 反应 6.0h， 以76%的产率得到dl-16-(4'-aminophenoxy)-17,18,19,20-tetranor-13-azaprostanoic acid
  参考文献：
  名称：

  Preparation and biological evaluation of a potential photoaffinity label for the prostaglandin H2/thromboxane A2 receptor

  摘要：

  Two aromatic azides (24 and 26) were prepared as potential photoaffinity probes for the PGH2/TXA2 receptor. The compounds are based on the well-characterized PGH2/TXA2 receptor antagonist 13-azaprostanoic acid, with the terminus of its lower side chain replaced with phenoxy (24) or benzyl (26) azide functionality. The two compounds were shown to irreversibly inhibit platelet function after photolysis and resuspension. However, of the two aromatic azides, only the benzyl derivative 26 appeared to be selective for the prostaglandin pathway. The latter compound was also prepared as the aromatic 125I (29) derivative, which may ultimately prove useful as a labeled probe for the identification and isolation of the putative TXA2/PGH2 receptor.

  DOI：

  10.1021/jm00388a029