N-(naphthalen-1-ylmethyl)-2-phenylbenzamide | 462074-40-4

• 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: N-(naphthalen-1-ylmethyl)-2-phenylbenzamide
• CAS: 462074-40-4
• 化学式: C₂₄H₁₉NO
• 分子量: 337.421
• InChiKey: IBWPQZLQBYNOPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-萘甲基胺 、 二氢-3-(异十二碳烯基)呋喃-2,5-二酮 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 N-(naphthalen-1-ylmethyl)-2-phenylbenzamide
  参考文献：
  名称：

  3D-QSAR and 3D-QSSR models of negative allosteric modulators facilitate the design of a novel selective antagonist of human α4β2 neuronal nicotinic acetylcholine receptors

  摘要：

  Subtype selective molecules for alpha 4 beta 2 neuronal nicotinic acetylcholine receptors (nAChRs) have been sought as novel therapeutics for nicotine cessation. alpha 4 beta 2 nAChRs have been shown to be involved in mediating the addictive properties of nicotine while other subtypes (i.e., alpha 3 beta 4 and alpha 7) are believed to mediate the undesired effects of potential CNS drugs. To obtain selective molecules, it is important to understand the physiochemical features of ligands that affect selectivity and potency on nAChR subtypes. Here we present novel QSAR/QSSR models for negative allosteric modulators of human alpha 4 beta 2 nAChRs and human alpha 3 beta 4 nAChRs. These models support previous homology model and site-directed mutagenesis studies that suggest a novel mechanism of antagonism. Additionally, information from the models presented in this work was used to synthesize novel molecules; which subsequently led to the discovery of a new selective antagonist of human alpha 4 beta 2 nAChRs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.051

文献信息

• 3D-QSAR and 3D-QSSR models of negative allosteric modulators facilitate the design of a novel selective antagonist of human α4β2 neuronal nicotinic acetylcholine receptors
  作者：Brandon J. Henderson、Crina M. Orac、Iwona Maciagiewicz、Stephen C. Bergmeier、Dennis B. McKay

  DOI：10.1016/j.bmcl.2011.11.051

  日期：2012.2

  Subtype selective molecules for alpha 4 beta 2 neuronal nicotinic acetylcholine receptors (nAChRs) have been sought as novel therapeutics for nicotine cessation. alpha 4 beta 2 nAChRs have been shown to be involved in mediating the addictive properties of nicotine while other subtypes (i.e., alpha 3 beta 4 and alpha 7) are believed to mediate the undesired effects of potential CNS drugs. To obtain selective molecules, it is important to understand the physiochemical features of ligands that affect selectivity and potency on nAChR subtypes. Here we present novel QSAR/QSSR models for negative allosteric modulators of human alpha 4 beta 2 nAChRs and human alpha 3 beta 4 nAChRs. These models support previous homology model and site-directed mutagenesis studies that suggest a novel mechanism of antagonism. Additionally, information from the models presented in this work was used to synthesize novel molecules; which subsequently led to the discovery of a new selective antagonist of human alpha 4 beta 2 nAChRs. (C) 2011 Elsevier Ltd. All rights reserved.