1-[[4-(4-cyanophenyl)piperazin-1-yl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-4-oxoquinolizine-3-carboxamide | 1309079-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[[4-(4-cyanophenyl)piperazin-1-yl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-4-oxoquinolizine-3-carboxamide
• CAS: 1309079-87-5
• 化学式: C₂₈H₃₁N₅O₃
• 分子量: 485.586
• InChiKey: XXODCMADFJBDQF-AHWVRZQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (1S,2S)-反式-1,3-氨基环己醇盐酸盐 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 1-[[4-(4-cyanophenyl)piperazin-1-yl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-4-oxoquinolizine-3-carboxamide
  参考文献：
  名称：

  Identification of Amides as Carboxylic Acid Surrogates for Quinolizidinone-Based M₁ Positive Allosteric Modulators

  摘要：

  Selective activation of the M-1 muscarinic receptor via positive allosteric modulation represents an approach to treat the cognitive decline in patients with Alzheimer's disease. A series of amides were examined as a replacement for the carboxylic acid moiety in a class of quinolizidinone carboxylic acid M-1 muscarinic receptor positive allosteric modulators, and leading pyran 4o and cyclohexane 5c were found to possess good potency and in vivo efficacy.

  DOI：

  10.1021/ml300280g

文献信息

• Identification of Amides as Carboxylic Acid Surrogates for Quinolizidinone-Based M₁ Positive Allosteric Modulators
  作者：Scott D. Kuduk、Ronald K. Chang、Thomas J. Greshock、William J. Ray、Lei Ma、Marion Wittmann、Matthew A. Seager、Kenneth A. Koeplinger、Charles D. Thompson、George D. Hartman、Mark T. Bilodeau

  DOI：10.1021/ml300280g

  日期：2012.12.13

  Selective activation of the M-1 muscarinic receptor via positive allosteric modulation represents an approach to treat the cognitive decline in patients with Alzheimer's disease. A series of amides were examined as a replacement for the carboxylic acid moiety in a class of quinolizidinone carboxylic acid M-1 muscarinic receptor positive allosteric modulators, and leading pyran 4o and cyclohexane 5c were found to possess good potency and in vivo efficacy.