3-(4-氯苯基)-3-[2-(二甲基氨基)乙基]-3,4-二氢-1H-2-苯并吡喃-1-酮盐酸盐

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 3-(4-氯苯基)-3-[2-(二甲基氨基)乙基]-3,4-二氢-1H-2-苯并吡喃-1-酮盐酸盐
• 英文名称: AC 7954 hydrochloride
• 英文别名: 2-[3-(4-chlorophenyl)-1-oxo-4H-isochromen-3-yl]ethyl-dimethylazanium;chloride
• 化学式: C₁₉H₂₀ClNO₂*ClH
• 分子量: 366.287
• InChiKey: AJPGLOWFIBOGMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.32
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-甲基邻甲苯酰胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 25.0h， 生成 3-(4-氯苯基)-3-[2-(二甲基氨基)乙基]-3,4-二氢-1H-2-苯并吡喃-1-酮盐酸盐
  参考文献：
  名称：

  Discovery of the First Nonpeptide Agonist of the GPR14/Urotensin-II Receptor:  3-(4-Chlorophenyl)-3-(2- (dimethylamino)ethyl)isochroman-1-one (AC-7954)

  摘要：

  A functional cell-based screen identified 3-(4-chlorophenyl)-3-(2-(dimethylamino)ethyl)isochroman-1-one hydrochloride (AC-7954, 1) as a nonpeptidic agonist of the urotensin-II receptor. Racemic 1 had an EC50 of 300 nM at the human UII receptor and was highly selective. Testing of the enantiopure (+)- and (-)- 1 revealed that the UII receptor activity of racemic 1 resides primarily in (+)-1. Being a selective nonpeptidic druglike UII receptor agonist, (+)-1 will be useful as a pharmacological research tool and a potential drug lead.

  DOI：

  10.1021/jm025551+

文献信息

• Discovery of the First Nonpeptide Agonist of the GPR14/Urotensin-II Receptor:  3-(4-Chlorophenyl)-3-(2- (dimethylamino)ethyl)isochroman-1-one (AC-7954)
  作者：Glenn E. Croston、Roger Olsson、Erika A. Currier、Ethan S. Burstein、David Weiner、Norman Nash、Daniel Severance、Stig G. Allenmark、Linda Thunberg、Jian-Nong Ma、Nina Mohell、Brian O'Dowd、Mark R. Brann、Uli Hacksell

  DOI：10.1021/jm025551+

  日期：2002.11.1

  A functional cell-based screen identified 3-(4-chlorophenyl)-3-(2-(dimethylamino)ethyl)isochroman-1-one hydrochloride (AC-7954, 1) as a nonpeptidic agonist of the urotensin-II receptor. Racemic 1 had an EC50 of 300 nM at the human UII receptor and was highly selective. Testing of the enantiopure (+)- and (-)- 1 revealed that the UII receptor activity of racemic 1 resides primarily in (+)-1. Being a selective nonpeptidic druglike UII receptor agonist, (+)-1 will be useful as a pharmacological research tool and a potential drug lead.