1-<2-(2,5-dimethoxyphenyl)ethyl>piperidine | 155639-45-5

• 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: 1-<2-(2,5-dimethoxyphenyl)ethyl>piperidine
• 英文别名: 1-(2,5-dimethoxy-phenethyl)-piperidine；1-(2,5-Dimethoxy-phenaethyl)-piperidin；1-[2-(2,5-dimethoxyphenyl)ethyl]piperidine
• CAS: 155639-45-5
• 化学式: C₁₅H₂₃NO₂
• 分子量: 249.353
• InChiKey: MINCBXUQVZZFRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<2-(2,5-dimethoxyphenyl)ethyl>piperidine 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 生成 N-<2-(4-bromo-2,5-dimethoxyphenyl)ethyl>piperidine
  参考文献：
  名称：

  Influence of Amine Substituents on 5-HT2A versus 5-HT2C Binding of Phenylalkyl- and Indolylalkylamines

  摘要：

  The effect of 15 different amine substituents on 5-HT2A and 5-HT2C serotonin receptor binding was investigated for two series of compounds (i.e., phenylalkylamine and indolylalkylamine derivatives). In general, amine substitution decreases receptor affinity; however, N-(4-bromobenzyl) substitution results in compounds that bind at 5-HT2A receptors with high affinity (K-i < 1 nM) and with >100-fold selectivity. Although parallel structural modifications in the two series result in parallel shifts in 5-HT2C binding, these same modifications alter 5-HT2A binding in a less consistent manner.

  DOI：

  10.1021/jm00039a004
• 作为产物：
  描述：

  2,5-二甲氧基苯乙醇 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 1-<2-(2,5-dimethoxyphenyl)ethyl>piperidine
  参考文献：
  名称：

  Influence of Amine Substituents on 5-HT2A versus 5-HT2C Binding of Phenylalkyl- and Indolylalkylamines

  摘要：

  The effect of 15 different amine substituents on 5-HT2A and 5-HT2C serotonin receptor binding was investigated for two series of compounds (i.e., phenylalkylamine and indolylalkylamine derivatives). In general, amine substitution decreases receptor affinity; however, N-(4-bromobenzyl) substitution results in compounds that bind at 5-HT2A receptors with high affinity (K-i < 1 nM) and with >100-fold selectivity. Although parallel structural modifications in the two series result in parallel shifts in 5-HT2C binding, these same modifications alter 5-HT2A binding in a less consistent manner.

  DOI：

  10.1021/jm00039a004

文献信息

• Sugasawa; Shigehara, Chemische Berichte, 1941, vol. 74, p. 459,462
  作者：Sugasawa、Shigehara

  DOI：——

  日期：——
• Influence of Amine Substituents on 5-HT2A versus 5-HT2C Binding of Phenylalkyl- and Indolylalkylamines
  作者：Richard A. Glennon、Malgorzata Dukat、Mohamed El-Bermawy、Ho Law、Joseph De Los Angeles、Milt Teitler、Allison King、Katharine Herrick-Davis

  DOI：10.1021/jm00039a004

  日期：1994.6

  The effect of 15 different amine substituents on 5-HT2A and 5-HT2C serotonin receptor binding was investigated for two series of compounds (i.e., phenylalkylamine and indolylalkylamine derivatives). In general, amine substitution decreases receptor affinity; however, N-(4-bromobenzyl) substitution results in compounds that bind at 5-HT2A receptors with high affinity (K-i < 1 nM) and with >100-fold selectivity. Although parallel structural modifications in the two series result in parallel shifts in 5-HT2C binding, these same modifications alter 5-HT2A binding in a less consistent manner.