(R)-N-(azepan-4-yl)-5-methylnicotinamide | 1245834-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (R)-N-(azepan-4-yl)-5-methylnicotinamide
• CAS: 1245834-21-2
• 化学式: C₁₃H₁₉N₃O
• 分子量: 233.313
• InChiKey: UPAZDKFNOUPMLA-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  54.02
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3,5-diethoxy-4-fluoro-benzaldehyde 、 (R)-N-(azepan-4-yl)-5-methylnicotinamide 在 titanium(IV) isopropylate 、 sodium cyanoborohydride 作用下， 以 异丙醇 为溶剂， 反应 14.0h， 生成 (R)-N-(1-(3,5-diethoxy-4-fluorobenzyl)azepan-4-yl)-5-methylnicotinamide
  参考文献：
  名称：

  Piperidinyl-nicotinamides as potent and selective somatostatin receptor subtype 5 antagonists

  摘要：

  Nicotinamides of benzyl-substituted 4-aminopiperidines and their seven-membered analogs of generic structure 2 and 20 have been discovered as potent and selective SST5 antagonists. The activity (K-i) ranges from 2.4 to 436 nM. Most compounds exhibit decent physicochemical properties and follow a clear SAR pattern. Interestingly enough, the receptor is strongly enantiodiscriminating and binds in the amino-azepaneseries only the (R)-enantiomer. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.026
• 作为产物：
  描述：

  tert-butyl (R)-4-(5-methylnicotinamido)azepane-1-carboxylate 反应 2.0h， 以100%的产率得到(R)-N-(azepan-4-yl)-5-methylnicotinamide
  参考文献：
  名称：

  Piperidinyl-nicotinamides as potent and selective somatostatin receptor subtype 5 antagonists

  摘要：

  Nicotinamides of benzyl-substituted 4-aminopiperidines and their seven-membered analogs of generic structure 2 and 20 have been discovered as potent and selective SST5 antagonists. The activity (K-i) ranges from 2.4 to 436 nM. Most compounds exhibit decent physicochemical properties and follow a clear SAR pattern. Interestingly enough, the receptor is strongly enantiodiscriminating and binds in the amino-azepaneseries only the (R)-enantiomer. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.026