N-[biphenyl-2-yl]-L-prolinamide hydrochloride | 916143-47-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[biphenyl-2-yl]-L-prolinamide hydrochloride
• CAS: 916143-47-0
• 化学式: C₁₇H₁₈N₂O*ClH
• 分子量: 302.804
• InChiKey: SURFTPFBYLKRFP-NTISSMGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  41.13
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-[biphenyl-2-yl]-L-prolinamide hydrochloride 、 溴乙酰溴 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-([1,1'-biphenyl]-2-yl)-1-(1-(2-bromo-acetyl)pyrrolidin-2-yl)ethanone
  参考文献：
  名称：

  Proline bis-amides as potent dual orexin receptor antagonists

  摘要：

  A series of OX2R/OX1R dual orexin antagonists was prepared based on a proline bis-amide identified as a screening lead. Through a combination of classical and library synthesis, potency enhancing replacements for both amide portions were discovered. N-methylation of the benzimidazole moiety within the lead structure significantly reduced P-gp susceptibility while increasing potency, giving rise to good brain penetration. A compound from this series has demonstrated in vivo central activity when dosed peripherally in a pharmacodynamic model of orexin activity. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.01.001
• 作为产物：
  描述：

  1-(tert-butoxycarbonyl)-N-[biphenyl-2-yl]-L-prolinamide 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 N-[biphenyl-2-yl]-L-prolinamide hydrochloride
  参考文献：
  名称：

  Proline bis-amides as potent dual orexin receptor antagonists

  摘要：

  A series of OX2R/OX1R dual orexin antagonists was prepared based on a proline bis-amide identified as a screening lead. Through a combination of classical and library synthesis, potency enhancing replacements for both amide portions were discovered. N-methylation of the benzimidazole moiety within the lead structure significantly reduced P-gp susceptibility while increasing potency, giving rise to good brain penetration. A compound from this series has demonstrated in vivo central activity when dosed peripherally in a pharmacodynamic model of orexin activity. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.01.001

文献信息

• WO2006/127550
  申请人：——

  公开号：——

  公开（公告）日：——