(1S,2S)-N-[(2-methoxyphenyl)methyl]-2-phenylcyclopropane-1-carboxamide | 1531592-21-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1S,2S)-N-[(2-methoxyphenyl)methyl]-2-phenylcyclopropane-1-carboxamide
• CAS: 1531592-21-8
• 化学式: C₁₈H₁₉NO₂
• 分子量: 281.354
• InChiKey: JFFVHVICCAXGLQ-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻甲氧基苄胺 、 (1S,2S)-2-phenylcyclopropane-1-carboxylic acid 在 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (1S,2S)-N-[(2-methoxyphenyl)methyl]-2-phenylcyclopropane-1-carboxamide
  参考文献：
  名称：

  Discovery and optimization of Lu AF58801, a novel, selective and brain penetrant positive allosteric modulator of alpha-7 nicotinic acetylcholine receptors: Attenuation of subchronic phencyclidine (PCP)-induced cognitive deficits in rats following oral administration

  摘要：

  In this Letter, we describe a chemical lead optimization campaign starting from a novel, weak alpha 7 nicotinic acetylcholine receptor positive allosteric modulator (PAM) hit from a HTS screen. Exploration of the structure-activity relationships for alpha 7 PAM potency, intrinsic hepatic clearance, the structure-property relationships for lipophilicity, and thermodynamic solubility, led to the identification of Lu AF58801: a potent, orally available, brain penetrant PAM of the alpha 7 nicotinic acetylcholine receptor, showing efficacy in a novel object recognition task in rats treated subchronically with phencyclidine (PCP). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.022

文献信息

• Discovery and optimization of Lu AF58801, a novel, selective and brain penetrant positive allosteric modulator of alpha-7 nicotinic acetylcholine receptors: Attenuation of subchronic phencyclidine (PCP)-induced cognitive deficits in rats following oral administration
  作者：Jørgen Eskildsen、John P. Redrobe、Anette G. Sams、Kim Dekermendjian、Morten Laursen、Jette B. Boll、Roger L. Papke、Christoffer Bundgaard、Kristen Frederiksen、Jesper F. Bastlund

  DOI：10.1016/j.bmcl.2013.11.022

  日期：2014.1

  In this Letter, we describe a chemical lead optimization campaign starting from a novel, weak alpha 7 nicotinic acetylcholine receptor positive allosteric modulator (PAM) hit from a HTS screen. Exploration of the structure-activity relationships for alpha 7 PAM potency, intrinsic hepatic clearance, the structure-property relationships for lipophilicity, and thermodynamic solubility, led to the identification of Lu AF58801: a potent, orally available, brain penetrant PAM of the alpha 7 nicotinic acetylcholine receptor, showing efficacy in a novel object recognition task in rats treated subchronically with phencyclidine (PCP). (C) 2013 Elsevier Ltd. All rights reserved.