3-(4-chlorophenyl)-3-(2-dimethylaminoethyl)-6-phenylisochroman-1-one oxalate | 1236376-97-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3-(4-chlorophenyl)-3-(2-dimethylaminoethyl)-6-phenylisochroman-1-one oxalate
• 英文别名: 3-(4-chlorophenyl)-3-[2-(dimethylamino)ethyl]-6-phenyl-4H-isochromen-1-one;oxalic acid
• CAS: 1236376-97-8
• 化学式: C₂H₂O₄*C₂₅H₂₄ClNO₂
• 分子量: 495.96
• InChiKey: JWDCQDBOIPOIIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,N-dimethyl-4-phenyl-benzamide 、 1-(4-氯苯基)-3-(二甲基氨基)-1-丙酮 、 草酸 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 3-(4-chlorophenyl)-3-(2-dimethylaminoethyl)-6-phenylisochroman-1-one oxalate
  参考文献：
  名称：

  Optimization of isochromanone based urotensin II receptor agonists

  摘要：

  A series of novel isochromanone based urotensin II receptor agonists have been synthesized and evaluated for their activity using a functional cell based assay (R-SAT). Several potent and efficacious derivatives were identified with 3-(3,4-dichlorophenyl)-6,7-dimethyl-3-(2-dimethylaminoethyl) isochroman-1-one (28) being the most potent compound showing an EC50-value of 51 nM, thereby being the most potent compound so far within the isochromanone series. In addition, two other heterocyclic systems (isochromanes and tetrahydroisoquinolinones) were investigated and these derivatives were found to be both potent and efficacious. The activity of the isochromane derivatives implies that the carbonyl group of the isochromanone is not necessary for activity. Furthermore it was found that the geometry of the heterocycles was more important for receptor interaction than the composition of the heteroatoms present. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.041