4-丁氧基苯基4-反-(4-庚基环己基)苯酸酯 | 84418-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4-丁氧基苯基4-反-(4-庚基环己基)苯酸酯
• 中文别名: 普萘洛尔N-醛硝酮
• 英文名称: 3-(1-naphthoxy)-2-hydroxypropionaldehyde N-isopropylnitrone
• 英文别名: 2-hydroxy-3-naphthalen-1-yloxy-N-propan-2-ylpropan-1-imine oxide
• CAS: 84418-34-8
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: HZIWJRLPDPBUQJ-YVLHZVERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  58.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922509090

反应信息

• 作为产物：
  描述：

  N-hydroxypropranolol hydrobromide 在 potassium carbonate 、 mercury(II) oxide 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 4-丁氧基苯基4-反-(4-庚基环己基)苯酸酯
  参考文献：
  名称：

  Derivatives of .beta.-adrenergic antagonists: N-nitrosopropranolol and N-hydroxypropranolol and its aldonitrone

  摘要：

  Potential precursors to chemically reactive species derived from the beta-adrenergic antagonist propranolol were synthesized and tested for mutagenicity in the Ames Salmonella assay. N-Hydroxypropranolol (1), the corresponding aldonitrone, 3-(1-naphthoxy)-2-hydroxypropionaldehyde N-isopropylnitrone (2), and N-nitrosopropranolol (3) were prepared and tested. N-Hydroxypropranolol (1) was obtained by direct alkylation of 3-(1-naphthoxy)-1-bromo-2-propanol with N-isopropylhydroxylamine and isolated as its neutral oxalate or HBr salt. The aldonitrone (2) was obtained by mercuric oxide oxidation of the hydroxylamine. N-Nitrosopropranolol (3) was prepared by treating propranolol with nitrous acid. None of the compounds was mutagenic in the Ames assay with Salmonella typhimurium TA-98 and TA-100 strains, either in the absence or in the presence of the S-9 liver fraction from Arochlor 1254 treated rats. None of the compounds was significantly toxic to the bacteria, except for slight toxicity of the oxalate salt of 1.

  DOI：

  10.1021/jm00357a027

文献信息

• ZHANG, SHOUFANG;POWELL, M. L.;NELSON, W. L.;WIRTH, P. J., J. MED. CHEM., 1983, 26, N 3, 455-458
  作者：ZHANG, SHOUFANG、POWELL, M. L.、NELSON, W. L.、WIRTH, P. J.

  DOI：——

  日期：——
• Derivatives of .beta.-adrenergic antagonists: N-nitrosopropranolol and N-hydroxypropranolol and its aldonitrone
  作者：Shoufang Zhang、Mark L. Powell、Wendel L. Nelson、Peter J. Wirth

  DOI：10.1021/jm00357a027

  日期：1983.3

  Potential precursors to chemically reactive species derived from the beta-adrenergic antagonist propranolol were synthesized and tested for mutagenicity in the Ames Salmonella assay. N-Hydroxypropranolol (1), the corresponding aldonitrone, 3-(1-naphthoxy)-2-hydroxypropionaldehyde N-isopropylnitrone (2), and N-nitrosopropranolol (3) were prepared and tested. N-Hydroxypropranolol (1) was obtained by direct alkylation of 3-(1-naphthoxy)-1-bromo-2-propanol with N-isopropylhydroxylamine and isolated as its neutral oxalate or HBr salt. The aldonitrone (2) was obtained by mercuric oxide oxidation of the hydroxylamine. N-Nitrosopropranolol (3) was prepared by treating propranolol with nitrous acid. None of the compounds was mutagenic in the Ames assay with Salmonella typhimurium TA-98 and TA-100 strains, either in the absence or in the presence of the S-9 liver fraction from Arochlor 1254 treated rats. None of the compounds was significantly toxic to the bacteria, except for slight toxicity of the oxalate salt of 1.