3-(4-苯基苯基)丙-2-烯酰胺 | 101096-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-苯基苯基)丙-2-烯酰胺
• 英文名称: 3-(4-biphenyl)acrylamide
• 英文别名: 3-di(4-biphenylyl) acrylamide；4-biphenylacrylamide；3-([1,1'-Biphenyl]-4-yl)prop-2-enamide；3-(4-phenylphenyl)prop-2-enamide
• CAS: 101096-81-5
• 化学式: C₁₅H₁₃NO
• 分子量: 223.274
• InChiKey: QNMNMNZGJJDCSG-UHFFFAOYSA-N

物化性质

• 熔点：
  242-243 °C
• 沸点：
  466.6±38.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(4-苯基苯基)丙-2-烯酰胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 (+/-)-3-(cyclopropylmethyl)-1,2,3,4,5,6-hexahydro-cis-6,11-dimethyl-N-(2-[1,1'-biphenyl]-4-ylpropyl)-2,6-methano-3-benzazocine-8-carboxamide
  参考文献：
  名称：

  Redefining the Structure−Activity Relationships of 2,6-Methano-3-benzazocines. 4. Opioid Receptor Binding Properties of 8-[N-(4‘-phenyl)-phenethyl)carboxamido] Analogues of Cyclazocine and Ethylketocycalzocine

  摘要：

  The synthesis and evaluation of a series of aryl-containing N-monosubstituted analogues of the lead compound 8-carboxamidocyclazocine were performed to probe a putative hydrophobic binding pocket of opioid receptors. High binding affinity to mu, kappa, and delta opioid receptors was observed for the 8-[N-(4'-phenyl)-phenethyl)carboxamido] analogue.

  DOI：

  10.1021/jm060278n

文献信息

• Large substituent, non-phenolic opioids
  申请人：Rensselaer Polytechnic Institute

  公开号：US07557119B2

  公开（公告）日：2009-07-07

  8-Substituted-2,6-methano-3-benzazocines of general structure are useful as analgesics, anti-diarrheal agents, anticonvulsants, antitussives and anti-addiction medications. One embodiment is the subgenus of biphenylethyl compounds:

  8-取代-2,6-甲基-3-苯并噁唑烷的一般结构，作为镇痛剂、止泻剂、抗惊厥剂、止咳剂和抗成瘾药物具有用途。其中一种实施方式是联苯乙基化合物的亚属：
• Redefining the Structure−Activity Relationships of 2,6-Methano-3-benzazocines. 4. Opioid Receptor Binding Properties of 8-[<i>N</i>-(4‘-phenyl)-phenethyl)carboxamido] Analogues of Cyclazocine and Ethylketocycalzocine
  作者：Mark P. Wentland、Melissa VanAlstine、Robert Kucejko、Rongliang Lou、Dana J. Cohen、Amy L. Parkhill、Jean M. Bidlack

  DOI：10.1021/jm060278n

  日期：2006.9.1

  The synthesis and evaluation of a series of aryl-containing N-monosubstituted analogues of the lead compound 8-carboxamidocyclazocine were performed to probe a putative hydrophobic binding pocket of opioid receptors. High binding affinity to mu, kappa, and delta opioid receptors was observed for the 8-[N-(4'-phenyl)-phenethyl)carboxamido] analogue.