2,2,6-trimethyl-6-pentylpiperidin-4-one | 1294503-92-6

• 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
• CAS: 1294503-92-6
• 化学式: C₁₃H₂₅NO
• 分子量: 211.348
• InChiKey: DPCZUKZCMZESSS-UHFFFAOYSA-N

物化性质

• 沸点：
  282.6±15.0 °C(Predicted)
• 密度：
  0.870±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,6-trimethyl-6-pentylpiperidin-4-one 在 sodium tungstate (VI) dihydrate 、 双氧水 作用下， 以 甲醇 为溶剂， 以70%的产率得到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
• 作为产物：
  描述：

  1,2,2,6,6-五甲基-4-哌啶酮 、 2-庚酮 在 苄基三甲基氢氧化铵 、 氯化铵 作用下， 以 二甲基亚砜 为溶剂， 反应 4.5h， 以15%的产率得到2,2,6-trimethyl-6-pentylpiperidin-4-one
  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.