1-(2-Azido-propyl)-1H-benzo[g]indole | 425430-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(2-Azido-propyl)-1H-benzo[g]indole
• 英文别名: 1-(2-Azidopropyl)benzo[g]indole；1-(2-azidopropyl)benzo[g]indole
• CAS: 425430-91-7
• 化学式: C₁₅H₁₄N₄
• 分子量: 250.303
• InChiKey: NTVRFUUAXJOBKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  19.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-Azido-propyl)-1H-benzo[g]indole 在 palladium on activated charcoal 氢气 作用下， 生成 2-Benzo[g]indol-1-yl-1-methyl-ethylamine
  参考文献：
  名称：

  Evaluation of isotryptamine derivatives at 5-HT2 serotonin receptors

  摘要：

  On the basis that meta-chlorophenylpiperazine (mCPP: 1) is a nonselective 5-HT2C agonist. that benz-fused tryptamines (e.g., 5) display enhanced 5-HT2 affinity, and that certain isotryptamines 3 reportedly bind with enhanced affinity and selectivity at 5-HT2C receptors, we prepared and examined a series of isotryptamine-related analogues as potentially selective 5-HT2C agonists. None of the compounds displayed selectivity for 5-HT2C versus 5-HT2A receptors. Detailed re-examination of a compound previously reported to display 100-fold 5-HT2C selectivity [i.e.. S(+)-5,6-aifluoro-alpha-methylisotryptamine] revealed that its selectivity versus 5-HT2A receptors was, at best. only 10-fold. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00713-2
• 作为产物：
  描述：

  1H-苯并(g)吲哚 在 二苯基膦叠氮化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 32.0h， 生成 1-(2-Azido-propyl)-1H-benzo[g]indole
  参考文献：
  名称：

  Evaluation of isotryptamine derivatives at 5-HT2 serotonin receptors

  摘要：

  On the basis that meta-chlorophenylpiperazine (mCPP: 1) is a nonselective 5-HT2C agonist. that benz-fused tryptamines (e.g., 5) display enhanced 5-HT2 affinity, and that certain isotryptamines 3 reportedly bind with enhanced affinity and selectivity at 5-HT2C receptors, we prepared and examined a series of isotryptamine-related analogues as potentially selective 5-HT2C agonists. None of the compounds displayed selectivity for 5-HT2C versus 5-HT2A receptors. Detailed re-examination of a compound previously reported to display 100-fold 5-HT2C selectivity [i.e.. S(+)-5,6-aifluoro-alpha-methylisotryptamine] revealed that its selectivity versus 5-HT2A receptors was, at best. only 10-fold. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00713-2

文献信息

• Evaluation of isotryptamine derivatives at 5-HT2 serotonin receptors
  作者：Jean Chang-Fong、James Addo、Małgorzata Dukat、Carol Smith、Nicholas A. Mitchell、Katharine Herrick-Davis、Milt Teitler、Richard A. Glennon

  DOI：10.1016/s0960-894x(01)00713-2

  日期：2002.1

  On the basis that meta-chlorophenylpiperazine (mCPP: 1) is a nonselective 5-HT2C agonist. that benz-fused tryptamines (e.g., 5) display enhanced 5-HT2 affinity, and that certain isotryptamines 3 reportedly bind with enhanced affinity and selectivity at 5-HT2C receptors, we prepared and examined a series of isotryptamine-related analogues as potentially selective 5-HT2C agonists. None of the compounds displayed selectivity for 5-HT2C versus 5-HT2A receptors. Detailed re-examination of a compound previously reported to display 100-fold 5-HT2C selectivity [i.e.. S(+)-5,6-aifluoro-alpha-methylisotryptamine] revealed that its selectivity versus 5-HT2A receptors was, at best. only 10-fold. (C) 2002 Elsevier Science Ltd. All rights reserved.