3-dodecyl-1-hydroxy-2-methyl-4-quinolone | 161424-19-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-dodecyl-1-hydroxy-2-methyl-4-quinolone
• 英文别名: Quinolin-4(1H)-one, 1-hydroxy-3-dodecyl-2-methyl-；3-dodecyl-1-hydroxy-2-methylquinolin-4-one
• CAS: 161424-19-7
• 化学式: C₂₂H₃₃NO₂
• 分子量: 343.51
• InChiKey: OMFRHWQRAWASQC-UHFFFAOYSA-N

物化性质

• 沸点：
  461.9±45.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-溴十一烷 在 正丁基锂 、 palladium 10% on activated carbon 、 氢气 、 sodium 、 溶剂黄146 、 二异丙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 二甲基亚砜 为溶剂， 20.0~260.0 ℃ 、100.0 kPa 条件下， 反应 53.92h， 生成 3-dodecyl-1-hydroxy-2-methyl-4-quinolone
  参考文献：
  名称：

  Synthesis of Novel 1-Hydroxyquinolones with High Anti-Toxoplasma Activity

  摘要：

  All for the treatment of malaria and toxoplasmosis the novel hydroxyquinolones 2-5 were prepared by reaction of aniline and hydroxyaniline, respectively and the beta-ketoesters 10a-c. As products the quinolones 8 and 15, respectively were obtained. Benzylation, oxidation and hydrogenation then led to the desired substances. Compound 2 has a similar anti-malaria activity as the approved drug Atovaquone.

  DOI：

  10.3987/com-10-s(e)9

文献信息

• Synthesis of Novel 1-Hydroxyquinolones with High Anti-Toxoplasma Activity
  作者：Lutz F. Tietze、Ling Ma

  DOI：10.3987/com-10-s(e)9

  日期：——

  All for the treatment of malaria and toxoplasmosis the novel hydroxyquinolones 2-5 were prepared by reaction of aniline and hydroxyaniline, respectively and the beta-ketoesters 10a-c. As products the quinolones 8 and 15, respectively were obtained. Benzylation, oxidation and hydrogenation then led to the desired substances. Compound 2 has a similar anti-malaria activity as the approved drug Atovaquone.