(6-methoxy-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-5-yl)-methanol | 784143-52-8

• 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: (6-methoxy-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-5-yl)-methanol
• CAS: 784143-52-8
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: NIMDDNVXOPBWBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (6-methoxy-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-5-yl)-methanol 在 sodium azide 、 三溴化磷 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 生成 5-(1,2-dithiolan-3-yl)-N-[(6-methoxy-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-5-yl)methyl]pentanamide
  参考文献：
  名称：

  Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias

  摘要：

  Novel hybrids of lipoic acid and trolox connected through triamine spacers as well as analogues in which the lipoic acid was attached at different positions of the chroman moiety of vitamin E through an amide bond, were synthesized and exhibited strong inhibition of the microsomal lipid peroxidation. Moreover, the new molecules, at 1 muM concentration, reduced reperfusion arrhythimas and MDA content on isolated rat heart preparations, with the 2- and 5-subtituted chromans possessing the better cardioprotective activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.012
• 作为产物：
  描述：

  3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-benzopyran-5-carboxaldehyde 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以100%的产率得到(6-methoxy-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-5-yl)-methanol
  参考文献：
  名称：

  Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias

  摘要：

  Novel hybrids of lipoic acid and trolox connected through triamine spacers as well as analogues in which the lipoic acid was attached at different positions of the chroman moiety of vitamin E through an amide bond, were synthesized and exhibited strong inhibition of the microsomal lipid peroxidation. Moreover, the new molecules, at 1 muM concentration, reduced reperfusion arrhythimas and MDA content on isolated rat heart preparations, with the 2- and 5-subtituted chromans possessing the better cardioprotective activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.012