(+)-cis-5-methoxy-1-methyl-2-<(1-phenylethyl)amino>tetralin | 95999-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (+)-cis-5-methoxy-1-methyl-2-<(1-phenylethyl)amino>tetralin
• 英文别名: (1S,2R,αR)-cis-5-methoxy-2-<(α-phenylethyl)amino>tetralin；(1S,2R)-5-methoxy-1-methyl-N-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS: 95999-17-0
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: VEBNOYQEXLUIJT-QMTMVMCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-cis-5-methoxy-1-methyl-2-<(1-phenylethyl)amino>tetralin 以71%的产率得到
  参考文献：
  名称：

  JOHANSSON, A. M.;ARVIDSSON, L. -E.;HACKSELL, U.;NILSSON, J. L. G.;SVENSSO+, J. MED. CHEM., 1985, 28, N 8, 1049-1053

  摘要：

  DOI：
• 作为产物：
  描述：

  1-methyl-5-methoxy-2-tetralone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 苯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 60.0h， 生成 (+)-cis-5-methoxy-1-methyl-2-<(1-phenylethyl)amino>tetralin
  参考文献：
  名称：

  Novel dopamine receptor agonists and antagonists with preferential action on autoreceptors

  摘要：

  The enantiomers of cis-5-hydroxy-1-methyl-2-(di-n-propylamino)tetralin and its methyl ether have been synthesized. The compounds were tested for central dopamine (DA) receptor activity, by using biochemical and behavioral tests in rats. The (1R,2S)-(-) enantiomers of 1 and 2 are characterized as centrally acting DA-receptor agonists while the corresponding (1S,2R)-(+) enantiomers are characterized as centrally acting DA-receptor antagonists. Compounds (+)-1 and (+)-2 differ from classical neuroleptics in being able to increase DA synthesis rate in a wide dose range without reducing locomotor activity, suggesting a pronounced selectivity for DA autoreceptors. Also the (-) enantiomers seem to act preferentially on DA autoreceptors.

  DOI：

  10.1021/jm00146a012