6-phenethyl-nicotinic acid methyl ester | 21173-27-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-phenethyl-nicotinic acid methyl ester
• 英文别名: 6-Phenaethyl-nicotinsaeuremethylester；Methyl 6-(2-phenylethyl)pyridine-3-carboxylate
• CAS: 21173-27-3
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: ZSCJQDGUIANUBE-UHFFFAOYSA-N

物化性质

• 熔点：
  70-71 °C
• 沸点：
  338.3±30.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  6-phenethyl-nicotinic acid methyl ester 在 lithium aluminium tetrahydride 、 sodium hexamethyldisilazane 作用下， 生成 N-ethyl-N-methyl-2-[6-(2-phenylethyl)pyridin-3-yl]ethanamine
  参考文献：
  名称：

  6-(2-Phenylethyl)nicotine: A novel nicotinic cholinergic receptor ligand

  摘要：

  6-(2-Phenylethyl)nicotine (1b; K-i = 15 nM) was unexpectedly found to bind at alpha 4 beta 2 nicotinic cholinergic (nACh) receptors. Although this compound failed to produce nicotine-like agonist action in several functional assays, 1b antagonized the antinociceptive effects of nicotine (mouse tail-flick assay) in a dose-dependent fashion when administered via an intrathecal route. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.072
• 作为产物：
  描述：

  6-甲基烟酸甲酯 在 palladium on activated charcoal 氢气 作用下， 生成 6-phenethyl-nicotinic acid methyl ester
  参考文献：
  名称：

  6-(2-Phenylethyl)nicotine: A novel nicotinic cholinergic receptor ligand

  摘要：

  6-(2-Phenylethyl)nicotine (1b; K-i = 15 nM) was unexpectedly found to bind at alpha 4 beta 2 nicotinic cholinergic (nACh) receptors. Although this compound failed to produce nicotine-like agonist action in several functional assays, 1b antagonized the antinociceptive effects of nicotine (mouse tail-flick assay) in a dose-dependent fashion when administered via an intrathecal route. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.072

文献信息

• 6-(2-Phenylethyl)nicotine: A novel nicotinic cholinergic receptor ligand
  作者：Anna Ramunno、Małgorzata Dukat、Mase Lee、Richard Young、Mohamed El-Zahabi、M. Imad Damaj、Billy Martin、Richard A. Glennon

  DOI：10.1016/j.bmcl.2005.04.072

  日期：2005.7

  6-(2-Phenylethyl)nicotine (1b; K-i = 15 nM) was unexpectedly found to bind at alpha 4 beta 2 nicotinic cholinergic (nACh) receptors. Although this compound failed to produce nicotine-like agonist action in several functional assays, 1b antagonized the antinociceptive effects of nicotine (mouse tail-flick assay) in a dose-dependent fashion when administered via an intrathecal route. (c) 2005 Elsevier Ltd. All rights reserved.