Ethyl-(5-methoxy-6-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine | 74090-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: Ethyl-(5-methoxy-6-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine
• 英文别名: N-Ethyl-1,2,3,4-tetrahydro-5-methoxy-6-methyl-2-naphthalenamine；N-ethyl-5-methoxy-6-methyl-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS: 74090-51-0
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: KMPXBJHMWDCZDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.47
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  21.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 Ethyl-(5-methoxy-6-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine 在 sodium tetrahydroborate 作用下， 生成 2-(diethylamino)-5-methoxy-6-methyltetralin
  参考文献：
  名称：

  Derivatives of 5-hydroxy-6-methyl-2-aminotetralin

  摘要：

  The title compounds were designed to provide semirigid congeners of m-tyramine in which the ring position ortho to the phenolic OH is blocked to metabolic hydroxylation. A sequence leading to a key synthetic intermediate, 5-methoxy-6-methyl-2-tetralone, has been developed. In animal test models for dopamine-like effects, the title compounds demonstrated qualitative and quantitative differences from the isomeric 5-methyl-6-hydroxy-2-aminotetralins and from 5,6-dihydroxy-2-aminotetralins. Two of the compounds were potent in a cat cardioaccelerator nerve assay, which involves dopamine receptors.

  DOI：

  10.1021/jm00181a010
• 作为产物：
  描述：

  2-methoxy-3-methylcinnamic acid 在 palladium on activated charcoal sodium tetrahydroborate 、 硫酸 、 氢气 、 sodium hydride 、 三氟乙酸酐 作用下， 以 甲醇 、 乙醇 、 水 、 苯 为溶剂， 25.0~70.0 ℃ 、379.21 kPa 条件下， 反应 68.5h， 生成 Ethyl-(5-methoxy-6-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine
  参考文献：
  名称：

  Derivatives of 5-hydroxy-6-methyl-2-aminotetralin

  摘要：

  The title compounds were designed to provide semirigid congeners of m-tyramine in which the ring position ortho to the phenolic OH is blocked to metabolic hydroxylation. A sequence leading to a key synthetic intermediate, 5-methoxy-6-methyl-2-tetralone, has been developed. In animal test models for dopamine-like effects, the title compounds demonstrated qualitative and quantitative differences from the isomeric 5-methyl-6-hydroxy-2-aminotetralins and from 5,6-dihydroxy-2-aminotetralins. Two of the compounds were potent in a cat cardioaccelerator nerve assay, which involves dopamine receptors.

  DOI：

  10.1021/jm00181a010

文献信息

• Derivatives of 5-hydroxy-6-methyl-2-aminotetralin
  作者：Joseph G. Cannon、Dale L. Koble、John Paul Long、Turkiz Verimer

  DOI：10.1021/jm00181a010

  日期：1980.7

  The title compounds were designed to provide semirigid congeners of m-tyramine in which the ring position ortho to the phenolic OH is blocked to metabolic hydroxylation. A sequence leading to a key synthetic intermediate, 5-methoxy-6-methyl-2-tetralone, has been developed. In animal test models for dopamine-like effects, the title compounds demonstrated qualitative and quantitative differences from the isomeric 5-methyl-6-hydroxy-2-aminotetralins and from 5,6-dihydroxy-2-aminotetralins. Two of the compounds were potent in a cat cardioaccelerator nerve assay, which involves dopamine receptors.