(R)-2-<(benzyl)propylamino>-5-methoxytetralin | 101403-23-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (R)-2-<(benzyl)propylamino>-5-methoxytetralin
• 英文别名: (+)-(2R)-2-(N-benzyl-N-n-propylamino)-5-methoxytetralin；Benzyl-((R)-5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine；(2R)-N-benzyl-5-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS: 101403-23-0
• 化学式: C₂₁H₂₇NO
• 分子量: 309.451
• InChiKey: JZLLENPQJVOGOX-LJQANCHMSA-N

物化性质

• 沸点：
  443.0±45.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-<(benzyl)propylamino>-5-methoxytetralin 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 生成 (2R)-1,2,3,4-四氢-5-甲氧基-N-丙基-2-萘胺
  参考文献：
  名称：

  Derivatives of (R)-2-amino-5-methoxytetralin: Antagonists and inverse agonists at the dopamine D2a receptor

  摘要：

  A series of N-arylmethyl substituted (R)-5-methoxy-2-(propylamino)tetralins has been prepared and evaluated for affinity and efficacy at dopamine (DA) D-2A receptors. The novel compounds appeared to be antagonists or inverse agonists. (R)-2-[(Benzyl)propylamino]-5-methoxytetralin (7) was characterized as a potent inverse agonists at DA D-2A receptors in a [S-35]GTP gamma S binding assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00345-5
• 作为产物：
  描述：

  在 palladium on activated charcoal 盐酸 、 氢气 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 (R)-2-<(benzyl)propylamino>-5-methoxytetralin
  参考文献：
  名称：

  Derivatives of (R)-2-amino-5-methoxytetralin: Antagonists and inverse agonists at the dopamine D2a receptor

  摘要：

  A series of N-arylmethyl substituted (R)-5-methoxy-2-(propylamino)tetralins has been prepared and evaluated for affinity and efficacy at dopamine (DA) D-2A receptors. The novel compounds appeared to be antagonists or inverse agonists. (R)-2-[(Benzyl)propylamino]-5-methoxytetralin (7) was characterized as a potent inverse agonists at DA D-2A receptors in a [S-35]GTP gamma S binding assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00345-5

文献信息

• Structure-activity relationships of dopaminergic 5-hydroxy-2-aminotetralin derivatives with functionalized N-alkyl substituents
  作者：Max P. Seiler、Andre P. Stoll、Annemarie Closse、Willy Frick、Annelise Jaton、Jean Marie Vigouret

  DOI：10.1021/jm00156a007

  日期：1986.6

  5-Hydroxy-2-aminotetralin derivatives in which one N-alkyl substituent carries a functional group have been prepared and their dopaminergic activities compared with those of 5-hydroxy-2-(di-n-propylamino)tetralin (5-OH-DPAT) and known ergolines. Several members of the series demonstrated high affinities in dopamine (DA) receptor binding and DA agonist properties in the rotational behavior model in the range of known potent ergolines. The results suggest that the accessory binding site for the larger N-alkyl substituent of the 5-hydroxy-2-aminotetralins can accommodate various neutral and bulky functionalities and is probably identical with the site(s) to which the 8-substituents of the ergolines bind.
• Derivatives of (R)-2-amino-5-methoxytetralin: Antagonists and inverse agonists at the dopamine D2a receptor
  作者：Berit Backlund Höök、Cecilia Brege、Tero Linnanen、Åsa Mikaels、Åsa Malmberg、Anette M. Johansson

  DOI：10.1016/s0960-894x(99)00345-5

  日期：1999.8

  A series of N-arylmethyl substituted (R)-5-methoxy-2-(propylamino)tetralins has been prepared and evaluated for affinity and efficacy at dopamine (DA) D-2A receptors. The novel compounds appeared to be antagonists or inverse agonists. (R)-2-[(Benzyl)propylamino]-5-methoxytetralin (7) was characterized as a potent inverse agonists at DA D-2A receptors in a [S-35]GTP gamma S binding assay. (C) 1999 Elsevier Science Ltd. All rights reserved.