2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-one; hydrochloride | 72739-16-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-one; hydrochloride
• 英文别名: 2-Amino-1-(2,4-dimethoxy-phenyl)-propan-1-on; Hydrochlorid；2-Amino-1-(2,4-dimethoxyphenyl)propan-1-one;hydrochloride
• CAS: 72739-16-3
• 化学式: C₁₁H₁₅NO₃*ClH
• 分子量: 245.706
• InChiKey: XVRWLEAEURIADU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-one; hydrochloride 在 palladium on activated charcoal 、 Pd-BaSO₄ 高氯酸 、 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 18.5h， 生成 (+/-)-2,4-Dimethoxyamphetamine hydrochloride
  参考文献：
  名称：

  Serotonin receptor affinities of psychoactive phenalkylamine analogs

  摘要：

  Employing a rat fundus model, the serotonin (5-HT) receptor affinities of 45 phenalkylamine analogues were determined. Phenethylamine and phenylisopropylamine possess relatively low receptor affinities; in general, mono-, di-, and trimethoxylation enhance affinity. Of the disubstituted compounds, methoxyl groups at the 2 and 5 positions are optimal for imparting a high affinity. 4-Methylation, 4-ethylation and 4-bromination also enhance receptor affinity, while N,N-dimethylation of the terminal amine decreases affinity. alpha-Methylation of phenethylamines has little effect on affinity when racemates are examined. Introduction of a benzylic keto group can either increase or decrease affinity, depending upon the presence of other aromatic substituents. The most behaviorally active compounds were found to possess the highest 5-HT receptor affinities, while less active compounds were found to possess lower affinities.

  DOI：

  10.1021/jm00177a017

文献信息

• GLENNON R. A.; LIEBOWITZ S. M.; ANDERSON III G. M., J. MED. CHEM., 1980, 23, NO 3, 294-299
  作者：GLENNON R. A.、 LIEBOWITZ S. M.、 ANDERSON III G. M.

  DOI：——

  日期：——