diethyl 2-acetamido-2-((5,6-dichloro-2'-cyanobiphenyl-3-yl)methyl)malonate | 1192343-97-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 2-acetamido-2-((5,6-dichloro-2'-cyanobiphenyl-3-yl)methyl)malonate
• CAS: 1192343-97-7
• 化学式: C₂₃H₂₂Cl₂N₂O₅
• 分子量: 477.344
• InChiKey: LDFVTRDAYNBLEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  105.49
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-acetamido-2-((5,6-dichloro-2'-cyanobiphenyl-3-yl)methyl)malonate 在 sodium azide 、 水 、 氢溴酸 、 三乙胺盐酸盐 作用下， 以 乙二醇二甲醚 为溶剂， 反应 50.0h， 生成 (RS)-2-amino-3-(5,6-dichloro-2'-(1H-tetrazol-5-yl)-biphenyl-3-yl)propanoic acid
  参考文献：
  名称：

  3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands

  摘要：

  On the basis of X-ray structures of ionotropic glutamate receptor constructs in complex with amino acid-based AMPA and kainate receptor antagonists, a series of rigid as well as flexible biaromatic alanine derivatives carrying selected hydrogen bond acceptors and donors have been synthesized in order to investigate the structural determinants for receptor selectivity between AMPA and the GluR5 subtype of kainate receptors. Compounds selective for either GluR5 or AMPA receptors were identified. One particular substituent position appeared to be of special importance for control of ligand selectivity. Using molecular modeling the observed structure-activity relationships at AMPA and GluR5 receptors were deduced. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.021
• 作为产物：
  描述：

  2,3-二氯-5-甲基苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 硫酸 、 sodium hydride 、 sodium nitrite 作用下， 以 乙二醇二甲醚 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 20.75h， 生成 diethyl 2-acetamido-2-((5,6-dichloro-2'-cyanobiphenyl-3-yl)methyl)malonate
  参考文献：
  名称：

  3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands

  摘要：

  On the basis of X-ray structures of ionotropic glutamate receptor constructs in complex with amino acid-based AMPA and kainate receptor antagonists, a series of rigid as well as flexible biaromatic alanine derivatives carrying selected hydrogen bond acceptors and donors have been synthesized in order to investigate the structural determinants for receptor selectivity between AMPA and the GluR5 subtype of kainate receptors. Compounds selective for either GluR5 or AMPA receptors were identified. One particular substituent position appeared to be of special importance for control of ligand selectivity. Using molecular modeling the observed structure-activity relationships at AMPA and GluR5 receptors were deduced. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.021