1-(4-methoxy-benzyl)-2,3,4,9-tetrahydro-1H-β-carboline | 26759-28-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(4-methoxy-benzyl)-2,3,4,9-tetrahydro-1H-β-carboline
• 英文别名: 1-(4-Methoxy-benzyl)-2,3,4,9-tetrahydro-1H-β-carbolin；2,3,4,9-Tetrahydro-1--1H-pyrido<3,4-b>indol；1-(4-Methoxy-phenyl-methyl)-1,2,3,4-tetrahydro-norharman；1-[(4-methoxyphenyl)methyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• CAS: 26759-28-4
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: JMTXCECACMNNRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  37
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲氧基苯乙酸 在 三氯氧磷 、 苯 作用下， 生成 1-(4-methoxy-benzyl)-2,3,4,9-tetrahydro-1H-β-carboline
  参考文献：
  名称：

  Protiva et al., Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 83,86

  摘要：

  DOI：

文献信息

• Potent, Selective Tetrahydro-β-carboline Antagonists of the Serotonin 2B (5HT_2B) Contractile Receptor in the Rat Stomach Fundus
  作者：James E. Audia、Deborah A. Evrard、Gwyn R. Murdoch、James J. Droste、Jeffrey S. Nissen、Kathy W. Schenck、Pawel Fludzinski、Virginia L. Lucaites、David L. Nelson、Marlene L. Cohen

  DOI：10.1021/jm960062t

  日期：1996.1.1

  A series of potent, selective 5HT(2B) receptor antagonists has been identified based upon yohimbine, with SAR studies resulting in a 1000-fold increase in 5HT(2B) receptor affinity relative to the starting structure (-log K(B)s > 10.0 have been obtained). These high-affinity tetrahydro-beta-carboline antagonists are able to discriminate among the 5HT(2) family of serotonin receptors, with members of the series showing selectivities of more than 100-fold versus both the 5HT(2A) and 5HT(2C) receptors based upon radioligand binding and functional assays. As the first compounds reported with such selectivity and enhanced receptor affinity, these tetrahydro-beta-carboline antagonists are useful tools for elucidating the role of serotonin acting at the 5HT(2B) receptor in normal and disease physiology.
• Plieninger; Kiefer, Chemische Berichte, 1957, vol. 90, p. 617,621
  作者：Plieninger、Kiefer

  DOI：——

  日期：——
• Protiva et al., Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 83,86
  作者：Protiva et al.

  DOI：——

  日期：——