2,2,6-trimethyl-6-pentylpiperidin-4-one-1-oxyl | 1294503-99-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 2,2,6-trimethyl-6-pentylpiperidin-4-one-1-oxyl
• 英文别名: 2,2,6-Trimethyl-4-oxo-6-pentylpiperidine-1-oxyl
• CAS: 1294503-99-3
• 化学式: C₁₃H₂₄NO₂
• 分子量: 226.339
• InChiKey: WWWSALIGSORXIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  21.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-庚酮 在 sodium tungstate (VI) dihydrate 、 双氧水 、 苄基三甲基氢氧化铵 、 氯化铵 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 4.5h， 生成 2,2,6-trimethyl-6-pentylpiperidin-4-one-1-oxyl
  参考文献：
  名称：

  Structural Concept of Nitroxide As a Lipid Peroxidation Inhibitor

  摘要：

  Nitroxides have antioxidative activities toward lipid peroxidation, but the influence of steric factors is not known. We synthesized alkyl-substituted nitroxides at the alpha-position of the N-O moiety to enhance lipophilicity and the bulk effect. There was good correlation between the IC(50) and lipophilicity (log P(o/w)) of nitroxides with use of the thiobarbituric acid-reactive substances (TBARS) assay. Furthermore, an inhibitory effect on the TBARS assay was dependent upon the number and length of alkyl groups, though nitroxides had almost identical lipophilicity.

  DOI：

  10.1021/jo200361p

文献信息

• Structural Concept of Nitroxide As a Lipid Peroxidation Inhibitor
  作者：Toshihide Yamasaki、Yuko Ito、Fumiya Mito、Kana Kitagawa、Yuta Matsuoka、Mayumi Yamato、Ken-ichi Yamada

  DOI：10.1021/jo200361p

  日期：2011.5.20

  Nitroxides have antioxidative activities toward lipid peroxidation, but the influence of steric factors is not known. We synthesized alkyl-substituted nitroxides at the alpha-position of the N-O moiety to enhance lipophilicity and the bulk effect. There was good correlation between the IC(50) and lipophilicity (log P(o/w)) of nitroxides with use of the thiobarbituric acid-reactive substances (TBARS) assay. Furthermore, an inhibitory effect on the TBARS assay was dependent upon the number and length of alkyl groups, though nitroxides had almost identical lipophilicity.