(E)-N-benzyl-3-(biphenyl-4-yl)-N-methylbut-2-en-1-amine hydrochloride

• 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: (E)-N-benzyl-3-(biphenyl-4-yl)-N-methylbut-2-en-1-amine hydrochloride
• 英文别名: (E)-N-benzyl-N-methyl[3-(biphenyl-4-yl)but-2-enyl]amine hydrochloride；(E)-N-benzyl-N-methyl-3-(4-phenylphenyl)but-2-en-1-amine;hydrochloride
• 化学式: C₂₄H₂₅N*ClH
• 分子量: 363.93
• InChiKey: UYUDGBJFTJBUSJ-SJEOTZHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.31
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  3.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N-benzyl-3-(biphenyl-4-yl)-N-methylbut-2-en-1-amine hydrochloride 在 palladium on activated charcoal 甲酸铵 作用下， 以 乙醇 为溶剂， 生成 rac-N-benzyl-3-(biphenyl-4-yl)-N-methylbutan-1-amine
  参考文献：
  名称：

  Design, synthesis, and SAR analysis of novel selective σ1 ligands

  摘要：

  A new series of arylalkyl- and alkenylamines was designed, synthesized, and evaluated for binding to sigma(1) and sigma(2) receptors. Many compounds exhibited nanomolar affinity for sigma(1) subtype receptor with good selectivity over sigma(2). A molecular modeling study was conducted in order to rationalize the experimental data, and the structure-receptor affinities are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.048
• 作为产物：
  描述：

  4-(benzyl(methyl)amino)butan-2-one 在 盐酸 、 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 生成 (E)-N-benzyl-3-(biphenyl-4-yl)-N-methylbut-2-en-1-amine hydrochloride
  参考文献：
  名称：

  Design, synthesis, and SAR analysis of novel selective σ1 ligands

  摘要：

  A new series of arylalkyl- and alkenylamines was designed, synthesized, and evaluated for binding to sigma(1) and sigma(2) receptors. Many compounds exhibited nanomolar affinity for sigma(1) subtype receptor with good selectivity over sigma(2). A molecular modeling study was conducted in order to rationalize the experimental data, and the structure-receptor affinities are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.048

文献信息

• Design, synthesis, and SAR analysis of novel selective σ1 ligands
  作者：Simona Collina、Guya Loddo、Mariangela Urbano、Laura Linati、Athos Callegari、Francesco Ortuso、Stefano Alcaro、Christian Laggner、Thierry Langer、Orazio Prezzavento、Giuseppe Ronsisvalle、Ornella Azzolina

  DOI：10.1016/j.bmc.2006.10.048

  日期：2007.1

  A new series of arylalkyl- and alkenylamines was designed, synthesized, and evaluated for binding to sigma(1) and sigma(2) receptors. Many compounds exhibited nanomolar affinity for sigma(1) subtype receptor with good selectivity over sigma(2). A molecular modeling study was conducted in order to rationalize the experimental data, and the structure-receptor affinities are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
• Design, synthesis and SAR analysis of novel selective σ1 ligands (Part 2)
  作者：Daniela Rossi、Mariangela Urbano、Alice Pedrali、Massimo Serra、Daniele Zampieri、Maria Grazia Mamolo、Christian Laggner、Caterina Zanette、Chiara Florio、Dirk Schepmann、Bernard Wuensch、Ornella Azzolina、Simona Collina

  DOI：10.1016/j.bmc.2009.12.039

  日期：2010.2

  In order to investigate the molecular features involved in sigma receptors (sigma-Rs) binding, new compounds based on arylalkylaminoalcoholic, arylalkenyl- and arylalkylaminic scaffolds were synthesized and their affinity towards sigma(1)- and sigma(2)-Rs subtypes was evaluated. The most promising compounds were also screened for their affinity at mu-opioid, delta-opioid and kappa-opioid receptors. Biological results are herein presented and discussed. (C) 2009 Elsevier Ltd. All rights reserved.