1-(4-chlorophenyl)-3-dimethylaminopropyl naphthalene-1-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(4-chlorophenyl)-3-dimethylaminopropyl naphthalene-1-carboxylate
• 英文别名: 1-(4-chlorophenyl)-3-dimethylamino-propyl naphthalene-1-carboxylate；[1-(4-Chlorophenyl)-3-(dimethylamino)propyl] naphthalene-1-carboxylate
• 化学式: C₂₂H₂₂ClNO₂
• 分子量: 367.875
• InChiKey: RKDJEJLCQXYZOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)-3-(二甲基氨基)-1-丙酮 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-(4-chlorophenyl)-3-dimethylaminopropyl naphthalene-1-carboxylate
  参考文献：
  名称：

  Novel Potent and Efficacious Nonpeptidic Urotensin II Receptor Agonists

  摘要：

  Six different series of nonpeptidic urotensin 11 receptor agonists have been synthesized and evaluated for their agonistic activity in a cell-based assay (R-SAT). The compounds are ring-opened analogues of the isochromanone-based agonist AC-7954 with different functionalities constituting the linker between the two aromatic ring moieties. Several of the compounds are highly potent and efficacious, with N-[1-(4-chlorophenyl)-3-(dimethylamino)-propyl]-4-phenylbenzamide oxalate (5d) being the most potent. The pure enantiomers of 5d were obtained from the corresponding diastereomeric amides. It was shown by a combination of X-ray crystallography and chemical correlation that the activity resides in the S-enantiomer of 5d (pEC(50) 7.49).

  DOI：

  10.1021/jm051121i