(S)-2-(2-Naphthylmethyl)-N-(3-phenylpropan-1-ol-2-yl)benzamide | 208176-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-(2-Naphthylmethyl)-N-(3-phenylpropan-1-ol-2-yl)benzamide
• 英文别名: N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]-2-(naphthalen-2-ylmethyl)benzamide
• CAS: 208176-38-9
• 化学式: C₂₇H₂₅NO₂
• 分子量: 395.501
• InChiKey: UCFHRRVOKZAWDC-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-Naphthylmethyl)-N-(3-phenylpropan-1-ol-2-yl)benzamide 在 三氧化硫吡啶 、 二甲基亚砜 作用下， 生成 (S)-2-(2-Naphthylmethyl)-N-(3-phenylpropan-1-al-2-yl)benzamide
  参考文献：
  名称：

  Discovery of phenyl alanine derived ketoamides carrying benzoyl residues as novel calpain inhibitors

  摘要：

  Novel calpain inhibitors derived from phenyl alanine aldehydes or ketoamides carrying a benzoyl residue were prepared and evaluated for their biological potency. A brief structure-activity relationship elucidated the importance of ortho-substitutents in the benzoyl moiety. The most potent derivative, the ketoamide 19c, exhibited a K, of 6 nM and represents a novel class of reversible, highly potent and non-peptidic calpain inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00176-2
• 作为产物：
  描述：

  4,4-二甲基-2-苯基-2-噁唑啉 在 Pd-BaSO₄ 盐酸 、 正丁基锂 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 (S)-2-(2-Naphthylmethyl)-N-(3-phenylpropan-1-ol-2-yl)benzamide
  参考文献：
  名称：

  Discovery of phenyl alanine derived ketoamides carrying benzoyl residues as novel calpain inhibitors

  摘要：

  Novel calpain inhibitors derived from phenyl alanine aldehydes or ketoamides carrying a benzoyl residue were prepared and evaluated for their biological potency. A brief structure-activity relationship elucidated the importance of ortho-substitutents in the benzoyl moiety. The most potent derivative, the ketoamide 19c, exhibited a K, of 6 nM and represents a novel class of reversible, highly potent and non-peptidic calpain inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00176-2

文献信息

• US6251917B1
  申请人：——

  公开号：US6251917B1

  公开（公告）日：2001-06-26
• Discovery of phenyl alanine derived ketoamides carrying benzoyl residues as novel calpain inhibitors
  作者：W. Lubisch、A. Möller

  DOI：10.1016/s0960-894x(02)00176-2

  日期：2002.5

  Novel calpain inhibitors derived from phenyl alanine aldehydes or ketoamides carrying a benzoyl residue were prepared and evaluated for their biological potency. A brief structure-activity relationship elucidated the importance of ortho-substitutents in the benzoyl moiety. The most potent derivative, the ketoamide 19c, exhibited a K, of 6 nM and represents a novel class of reversible, highly potent and non-peptidic calpain inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.