1-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-benzyl-carbamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-benzyl-carbamide
• 英文别名: 1-Benzyl-3-[1-(4-chlorophenyl)-3-(dimethylamino)propyl]urea
• 化学式: C₁₉H₂₄ClN₃O
• 分子量: 345.872
• InChiKey: GWUNVBOCLNYZGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  44.4
• 氢给体数：
  2
• 氢受体数：
  2

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 盐酸 、 lithium aluminium tetrahydride 、 硫酸 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 56.0h， 生成 1-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-benzyl-carbamide
  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

文献信息

• Novel Potent and Efficacious Nonpeptidic Urotensin II Receptor Agonists
  作者：Fredrik Lehmann、Anna Pettersen、Erika A. Currier、Vladimir Sherbukhin、Roger Olsson、Uli Hacksell、Kristina Luthman

  DOI：10.1021/jm051121i

  日期：2006.4.1

  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).