N-methyl-(2,2,5,7,8-pentamethylchroman-6-yl)-amine | 62257-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-methyl-(2,2,5,7,8-pentamethylchroman-6-yl)-amine
• 英文别名: N,2,2,5,7,8-Hexamethyl-3,4-dihydro-2H-1-benzopyran-6-amine；N,2,2,5,7,8-hexamethyl-3,4-dihydrochromen-6-amine
• CAS: 62257-92-5
• 化学式: C₁₅H₂₃NO
• 分子量: 233.354
• InChiKey: GCLVIRYAPGRDOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2,5,7,8-五甲基-3,4-二氢色烯-6-胺 、 碘甲烷 在 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以36%的产率得到N-methyl-(2,2,5,7,8-pentamethylchroman-6-yl)-amine
  参考文献：
  名称：

  Tocotrienamines and tocopheramines: Reactions with radicals and metal ions

  摘要：

  The antioxidant activity of vitamin E (VE) homologs alpha, gamma and delta-tocotrienamines (4b-6b), never studied before, and alpha, gamma and delta-tocopheramines (4a-7a) was investigated by means of different total antioxidant capacity (TAC) tests. In all the test model systems, compounds 4a-7a and 4b-6b showed similar or higher TAC values than the parental vitamin E forms and their physiological metabolites. alpha-Homologs of VE amines showed markedly higher activity than the VE congeners in the TEAC test, which is tailored for liposoluble antioxidants, while gamma-homologs of the amine analogs showed higher activity in the FRAP tests. Kinetics analysis of the reaction with DPPH center dot showed higher second order rate k for 4a than for alpha-tocopherol (1a). alpha-Tocopherolquinone 1f was the common main oxidation product for both 1a and alpha-tocopheramine (4a) exposed to ferric ions or DPPH center dot, and the implied oxidative deamination of 4a was accompanied by a nitration reaction of phenolic substrates that were added to the reaction medium. Possible mechanisms of these reactions were studied. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.050

文献信息

• Tocotrienamines and tocopheramines: Reactions with radicals and metal ions
  作者：Francesco Galli、Francesco Mazzini、Luca Bamonti、Lars Gille、Stefan Böhmdorfer、Marta Piroddi、Thomas Netscher、Frank J. Kelly、Thomas Rosenau

  DOI：10.1016/j.bmc.2011.08.050

  日期：2011.11

  The antioxidant activity of vitamin E (VE) homologs alpha, gamma and delta-tocotrienamines (4b-6b), never studied before, and alpha, gamma and delta-tocopheramines (4a-7a) was investigated by means of different total antioxidant capacity (TAC) tests. In all the test model systems, compounds 4a-7a and 4b-6b showed similar or higher TAC values than the parental vitamin E forms and their physiological metabolites. alpha-Homologs of VE amines showed markedly higher activity than the VE congeners in the TEAC test, which is tailored for liposoluble antioxidants, while gamma-homologs of the amine analogs showed higher activity in the FRAP tests. Kinetics analysis of the reaction with DPPH center dot showed higher second order rate k for 4a than for alpha-tocopherol (1a). alpha-Tocopherolquinone 1f was the common main oxidation product for both 1a and alpha-tocopheramine (4a) exposed to ferric ions or DPPH center dot, and the implied oxidative deamination of 4a was accompanied by a nitration reaction of phenolic substrates that were added to the reaction medium. Possible mechanisms of these reactions were studied. (C) 2011 Elsevier Ltd. All rights reserved.