2-(2-amino-4,6-dinitrophenyl)ethanol | 296246-80-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-amino-4,6-dinitrophenyl)ethanol
• CAS: 296246-80-5
• 化学式: C₈H₉N₃O₅
• mdl: MFCD02110030
• 分子量: 227.177
• InChiKey: WOQFNZMZQCITII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-amino-4,6-dinitrophenyl)ethanol 在 氢氧化钾 、 sodium hydride 、 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 3.5h， 生成 1-Benzenesulfonyl-1H-indole-4,6-diamine
  参考文献：
  名称：

  Binding of amine-substituted N1-benzenesulfonylindoles at human 5-HT6 serotonin receptors

  摘要：

  An examination of several amine-substituted analogs of N-1-benzenesulfonylindoles reveals that although they bind at human 5-HT6 serotonin receptors with high affinity, they are likely to bind in a dissimilar manner. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.059
• 作为产物：
  描述：

  β-(2,4,6-trinitrophenyl)ethanol 在 三氯化铁 、 一水合肼 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 4.0h， 以80%的产率得到2-(2-amino-4,6-dinitrophenyl)ethanol
  参考文献：
  名称：

  SYNTHESIS OF 4,6-DINITROINDOLE FROM 2,4,6-TRINITROTOLUENE

  摘要：

  1-R-4,6-Dinitroindoles 4-6 (R=H, Me, Ts) could be obtained from 2-picrylethanol 1 (readily available from TNT) via selective reduction of or ortho-nitro group by N2H4/FeCl3 and subsequent treatment with TsCl, to yield a key intermediate 3. This intermediate was converted to the above mentioned indoles.

  DOI：

  10.1081/scc-100104054

文献信息

• Binding of amine-substituted N1-benzenesulfonylindoles at human 5-HT6 serotonin receptors
  作者：Manik Pullagurla、Uma Siripurapu、Renata Kolanos、Mikhail L. Bondarev、Małgorzata Dukat、V. Setola、B.L. Roth、Richard A. Glennon

  DOI：10.1016/j.bmcl.2005.08.059

  日期：2005.12

  An examination of several amine-substituted analogs of N-1-benzenesulfonylindoles reveals that although they bind at human 5-HT6 serotonin receptors with high affinity, they are likely to bind in a dissimilar manner. (c) 2005 Elsevier Ltd. All rights reserved.
• SYNTHESIS OF 4,6-DINITROINDOLE FROM 2,4,6-TRINITROTOLUENE
  作者：Alexander V. Samet、Evgenii P. Zakharov、Victor V. Semenov、A. C. Buchanan、Andrei A. Gakh

  DOI：10.1081/scc-100104054

  日期：2001.1

  1-R-4,6-Dinitroindoles 4-6 (R=H, Me, Ts) could be obtained from 2-picrylethanol 1 (readily available from TNT) via selective reduction of or ortho-nitro group by N2H4/FeCl3 and subsequent treatment with TsCl, to yield a key intermediate 3. This intermediate was converted to the above mentioned indoles.