4-甲硫基二甲基色胺 | 10455-77-3

• 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
• 中文名称: 4-甲硫基二甲基色胺
• 英文名称: 3-(2-Dimethylaminoethyl)-4-methyl-thioindol
• 英文别名: 4-Methylthiodimethyltryptamine；N,N-dimethyl-2-(4-methylsulfanyl-1H-indol-3-yl)ethanamine
• CAS: 10455-77-3
• 化学式: C₁₃H₁₈N₂S
• 分子量: 234.365
• InChiKey: YWCOPJQNWPEWQP-UHFFFAOYSA-N

物化性质

• 熔点：
  118-122 °C(Solv: benzene (71-43-2))
• 沸点：
  400.3±35.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 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：
  44.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  2-nitro-6-(methylthio)toluene 在 四氢吡咯 、 lithium aluminium tetrahydride 、 铁粉 、 溶剂黄146 、 N,N-二甲基甲酰胺二甲基缩醛 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 5.67h， 生成 4-甲硫基二甲基色胺
  参考文献：
  名称：

  Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety

  摘要：

  A series of N,N-dialkyltryptamines with methylthio or methylenedioxy substituents in the 4, 5, and 6 positions and methyl or isopropyl on the side-chain nitrogen has been synthesized. The behavioral pharmacology of these compounds showed them to possess Bovet-Gatti profiles characteristic of hallucinogens, and the 5-methylthio congener was the most potent. Binding studies at [3H]LSD and [3H]5-HT sites demonstrated that no single structural feature correlated with binding or behavioral changes and suggest a complex mode of action for these potential hallucinogenic agents.

  DOI：

  10.1021/jm00350a005

文献信息

• Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety
  作者：Toni B. Kline、Frederick Benington、Richard D. Morin、John M. Beaton

  DOI：10.1021/jm00350a005

  日期：1982.8

  A series of N,N-dialkyltryptamines with methylthio or methylenedioxy substituents in the 4, 5, and 6 positions and methyl or isopropyl on the side-chain nitrogen has been synthesized. The behavioral pharmacology of these compounds showed them to possess Bovet-Gatti profiles characteristic of hallucinogens, and the 5-methylthio congener was the most potent. Binding studies at [3H]LSD and [3H]5-HT sites demonstrated that no single structural feature correlated with binding or behavioral changes and suggest a complex mode of action for these potential hallucinogenic agents.