7-methoxy-N,N-dimethyltryptamine | 16977-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 7-methoxy-N,N-dimethyltryptamine
• 英文别名: [2-(7-Methoxy-1H-indol-3-yl)-ethyl]-dimethyl-amine；2-(7-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
• CAS: 16977-52-9
• 化学式: C₁₃H₁₈N₂O
• 分子量: 218.299
• InChiKey: GCEZYLSUTMYNRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  28.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-二甲氧基苯磺酰氯 、 7-methoxy-N,N-dimethyltryptamine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 {2-[1-(2,5-Dimethoxy-benzenesulfonyl)-7-methoxy-1H-indol-3-yl]-ethyl}-dimethyl-amine
  参考文献：
  名称：

  N1-(Benzenesulfonyl)tryptamines as novel 5-HT6 antagonists

  摘要：

  N-1-Benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine (BS/5-OMe DMT; 5) was shown to bind at human 5-HT6 serotonin receptors with high affinity (K-i = 2.3 nM) relative to serotonin (K-i = 78 nM). Structural variation failed to result in significantly enhanced affinity. BS/5-OMe DMT acts as an antagonist of 5-HT-stimulated adenylate cyclase (pA(2) = 8.88 nM) and may represent the first member of a novel class of 5-HT6 antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00453-4

文献信息

• N1-(Benzenesulfonyl)tryptamines as novel 5-HT6 antagonists
  作者：Yuching Tsai、Malgorzata Dukat、Abdelmalik Slassi、Neil MacLean、Lidia Demchyshyn、Jason E. Savage、Bryan L. Roth、Sandy Hufesein、Mase Lee、Richard A. Glennon

  DOI：10.1016/s0960-894x(00)00453-4

  日期：2000.10

  N-1-Benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine (BS/5-OMe DMT; 5) was shown to bind at human 5-HT6 serotonin receptors with high affinity (K-i = 2.3 nM) relative to serotonin (K-i = 78 nM). Structural variation failed to result in significantly enhanced affinity. BS/5-OMe DMT acts as an antagonist of 5-HT-stimulated adenylate cyclase (pA(2) = 8.88 nM) and may represent the first member of a novel class of 5-HT6 antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.