5-(piperidin-1-yl)pentanoic acid (3'-acetylbiphenyl-4-yl)amide | 1187181-95-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(piperidin-1-yl)pentanoic acid (3'-acetylbiphenyl-4-yl)amide
• 英文别名: 5-Piperidin-1-ylpentanoic acid(3''-acetylbiphenyl-4-yl)amide；N-[4-(3-acetylphenyl)phenyl]-5-piperidin-1-ylpentanamide
• CAS: 1187181-95-8
• 化学式: C₂₄H₃₀N₂O₂
• 分子量: 378.514
• InChiKey: CEEDYZVKLZCRDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-(piperidin-1-yl)pentanoic acid (4-bromophenyl)amide 、 3-乙酰基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 以17%的产率得到5-(piperidin-1-yl)pentanoic acid (3'-acetylbiphenyl-4-yl)amide
  参考文献：
  名称：

  SAR and biological evaluation of SEN12333/WAY-317538: Novel alpha 7 nicotinic acetylcholine receptor agonist

  摘要：

  Alpha 7 nicotinic acetylcholine receptor (alpha(7) nAChR) agonists are promising therapeutic candidates for the treatment of cognitive impairment associated with a variety of disorders including Alzheimer's disease and schizophrenia. Alpha 7 nAChRs are expressed in brain regions associated with cognitive function, regulate cholinergic neurotransmission and have been shown to be down regulated in both schizophrenia and Alzheimer's disease. Herein we report a novel, potent small molecule agonist of the alpha 7 nAChR, SEN12333/WAY-317538. This compound is a selective agonist of the alpha(7) nAChR with excellent in vitro and in vivo profiles, excellent brain penetration and oral bioavailability, and demonstrates in vivo efficacy in multiple behavioural cognition models. The SAR and biological evaluation of this series of compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.040