(R)-2-amino-4-methoxyindan | 94903-37-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (R)-2-amino-4-methoxyindan
• 英文别名: (2R)-4-methoxy-2,3-dihydro-1H-inden-2-amine
• CAS: 94903-37-4
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: NHXLOUDLYDYZQV-MRVPVSSYSA-N

物化性质

• 沸点：
  287.8±40.0 °C(Predicted)
• 密度：
  1.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丙酸 、 (R)-2-amino-4-methoxyindan 在 sodium tetrahydroborate 作用下， 以 苯 为溶剂， 反应 20.0h， 生成 (R)-2-(di-n-propylamino)-4-methoxyindan
  参考文献：
  名称：

  Synthesis and dopaminergic activity of (R)- and (S)-4-hydroxy-2-(di-n-propylamino)indan

  摘要：

  A synthetic precursor to a potent dopaminergic agonist, (RS)-4-hydroxy-2-(di-n-propylamino)indan, has been resolved by classical recrystallization procedures, and the absolute configurations of the enantiomers have been established by X-ray crystallographic analysis. The enantiomers were converted by literature procedures into (R)- and (S)-1. (R)-1 was approximately 100 times as potent as (S)-1 in an assay for dopamine agonist effect in the isolated cat atrium.

  DOI：

  10.1021/jm00382a024
• 作为产物：
  描述：

  氢化肉桂酸内酯 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 三氯化铝 、 氯化亚砜 、 亚硝酸丁酯 、 硫酸 、 氢气 、 苄基三甲基氯化铵 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 25.0 ℃ 、379.21 kPa 条件下， 反应 14.0h， 生成 (R)-2-amino-4-methoxyindan
  参考文献：
  名称：

  Synthesis and dopaminergic activity of (R)- and (S)-4-hydroxy-2-(di-n-propylamino)indan

  摘要：

  A synthetic precursor to a potent dopaminergic agonist, (RS)-4-hydroxy-2-(di-n-propylamino)indan, has been resolved by classical recrystallization procedures, and the absolute configurations of the enantiomers have been established by X-ray crystallographic analysis. The enantiomers were converted by literature procedures into (R)- and (S)-1. (R)-1 was approximately 100 times as potent as (S)-1 in an assay for dopamine agonist effect in the isolated cat atrium.

  DOI：

  10.1021/jm00382a024

文献信息

• CANNON, J. G.;DUSHIN, R. G.;LONG, J. P.;ILHAN, M.;JONES, N. D.;SWARTZENDR+, J. MED. CHEM., 1985, 28, N 4, 515-518
  作者：CANNON, J. G.、DUSHIN, R. G.、LONG, J. P.、ILHAN, M.、JONES, N. D.、SWARTZENDR+

  DOI：——

  日期：——
• Synthesis and dopaminergic activity of (R)- and (S)-4-hydroxy-2-(di-n-propylamino)indan
  作者：Joseph G. Cannon、Russell G. Dushin、John Paul Long、Mustafa Ilhan、Noel D. Jones、John K. Swartzendruber

  DOI：10.1021/jm00382a024

  日期：1985.4

  A synthetic precursor to a potent dopaminergic agonist, (RS)-4-hydroxy-2-(di-n-propylamino)indan, has been resolved by classical recrystallization procedures, and the absolute configurations of the enantiomers have been established by X-ray crystallographic analysis. The enantiomers were converted by literature procedures into (R)- and (S)-1. (R)-1 was approximately 100 times as potent as (S)-1 in an assay for dopamine agonist effect in the isolated cat atrium.