2,2,2-Trifluoro-1-[(S)-2-(3-methoxy-benzoyl)-pyrrolidin-1-yl]-ethanone | 848073-25-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,2-Trifluoro-1-[(S)-2-(3-methoxy-benzoyl)-pyrrolidin-1-yl]-ethanone
• CAS: 848073-25-6
• 化学式: C₁₄H₁₄F₃NO₃
• 分子量: 301.265
• InChiKey: WQHFKIBVEKTJGF-NSHDSACASA-N

物化性质

• 沸点：
  430.4±45.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,2,2-Trifluoro-1-[(S)-2-(3-methoxy-benzoyl)-pyrrolidin-1-yl]-ethanone 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 64.0h， 生成 2-Chloro-6-{(R)-2-hydroxy-3-[(S)-2-(3-methoxy-benzyl)-pyrrolidin-1-yl]-propoxy}-benzonitrile
  参考文献：
  名称：

  Discovery and structure–activity relationships of 2-benzylpyrrolidine-substituted aryloxypropanols as calcium-sensing receptor antagonists

  摘要：

  A structure-activity relationship study of the amine portion of the calcilytic compound NPS-2143 resulted in the discovery of substituted 2-benzylpyrrolidines as replacements for the 1, 1 -dimethyl-2-naphthalen-2-yl-ethylamine. When compared to NPS-2143, a newly discovered compound, 3h, exhibited similar potency as a calcium-sensing receptor (CaR) antagonist and a superior human ether-a-go-go related gene (hERG) profile. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.071
• 作为产物：
  描述：

  (S)-1-(trifluoroacetyl)pyrrolidine-2-carboxylic acid 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2,2,2-Trifluoro-1-[(S)-2-(3-methoxy-benzoyl)-pyrrolidin-1-yl]-ethanone
  参考文献：
  名称：

  Discovery and structure–activity relationships of 2-benzylpyrrolidine-substituted aryloxypropanols as calcium-sensing receptor antagonists

  摘要：

  A structure-activity relationship study of the amine portion of the calcilytic compound NPS-2143 resulted in the discovery of substituted 2-benzylpyrrolidines as replacements for the 1, 1 -dimethyl-2-naphthalen-2-yl-ethylamine. When compared to NPS-2143, a newly discovered compound, 3h, exhibited similar potency as a calcium-sensing receptor (CaR) antagonist and a superior human ether-a-go-go related gene (hERG) profile. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.071