2-Isopropylamino-indan-5,6-diol; hydrobromide | 50357-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-Isopropylamino-indan-5,6-diol; hydrobromide
• 英文别名: 2-(propan-2-ylamino)-2,3-dihydro-1H-indene-5,6-diol;hydrobromide
• CAS: 50357-78-3
• 化学式: BrH*C₁₂H₁₇NO₂
• 分子量: 288.184
• InChiKey: SMRXGUKLTPAUSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.5
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,6-dimethoxy-2-(2-propylamino)indan hydrochloride 在 氢溴酸 作用下， 反应 3.0h， 以94%的产率得到2-Isopropylamino-indan-5,6-diol; hydrobromide
  参考文献：
  名称：

  Conformationally restricted congeners of dopamine derived from 2-aminoindan

  摘要：

  Two series of N-substituted 2-aminoindan systems have been prepared: 4,5-dihydroxy-2-aminoindan (1) has a hydroxylation pattern analogous to the alpha conformer of dopamine, and 5,6-dihydroxy-2-aminoindan (2) has a hydroxylation pattern of the beta conformer of dopamine. All members of both series demonstrated only extremely weak binding to calf caudate homogenate. Certain N-alkylated 4,5-dihydroxyindans were violent emetics in the dog and were potent in blockade of the effect of stimulation of the cardioaccelerator nerve of the cat. In contrast, the 5,6-dihydroxy series displayed low or no activity/potency in these assays. Conformational analysis of the 2-aminoindan system is described and discussed.

  DOI：

  10.1021/jm00354a010