5,6-dimethoxy-2-<(trifluoroacetyl)amino>indan | 83598-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5,6-dimethoxy-2-<(trifluoroacetyl)amino>indan
• 英文别名: N-(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)-2,2,2-trifluoroacetamide
• CAS: 83598-53-2
• 化学式: C₁₃H₁₄F₃NO₃
• 分子量: 289.254
• InChiKey: XGCAEWWDHKXLQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxy-2-<(trifluoroacetyl)amino>indan 在 氢氧化钾 作用下， 以 丙酮 为溶剂， 反应 0.58h， 生成 5,6-dimethoxy-2-(methylamino)indan
  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
• 作为产物：
  描述：

  5,6-dimethoxy-indan-1,2-dione-2-oxime 在 palladium on activated charcoal 硫酸 、 氢气 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 1.0h， 生成 5,6-dimethoxy-2-<(trifluoroacetyl)amino>indan
  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