(3,5,6-trimethylpyrazin-2-yl)methyl 2-acetoxybenzoate | 595598-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3,5,6-trimethylpyrazin-2-yl)methyl 2-acetoxybenzoate
• 英文别名: (3,5,6-Trimethylpyrazin-2-yl)methyl 2-(acetyloxy)benzoate；(3,5,6-trimethylpyrazin-2-yl)methyl 2-acetyloxybenzoate
• CAS: 595598-67-7
• 化学式: C₁₇H₁₈N₂O₄
• 分子量: 314.341
• InChiKey: XRLLYXCZODRCKK-UHFFFAOYSA-N

物化性质

• 沸点：
  423.8±40.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  川芎嗪 在 吡啶 、 sodium hydroxide 、 双氧水 、 溶剂黄146 作用下， 生成 (3,5,6-trimethylpyrazin-2-yl)methyl 2-acetoxybenzoate
  参考文献：
  名称：

  Synthesis of the novel liqustrazine derivatives and Their protective effect on injured vascular endothelial cell damaged by hydrogen peroxide

  摘要：

  A series of novel 2-acyloxymethyl-3,5,6-trimethylpyrazine derivatives was designed and synthesized. Most compounds were found to be 1.5-4.5-fold higher potency than tetramethylpyrazine (TMP) in stimulating the proliferation of normal vascular endothelial cells and in protecting against hyperoxic acute injury. The most active one is the 2-nicotinoyl ester 5a exhibiting the maximum proliferation rate (P-max) of 88.57% at the concentration of 0.1 mmol L-1. Structure-activity relationships of these compounds were discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00359-7

文献信息

• Synthesis and protective effect of new ligustrazine derivatives against CoCl2-induced neurotoxicity in differentiated PC12 cells. Part 2
  作者：Bing Xu、Yan Gong、Xin Xu、Chenze Zhang、Yuzhong Zhang、Fuhao Chu、Hongbing Liu、Penglong Wang、Haimin Lei

  DOI：10.1039/c4md00552j

  日期：——

  The novel ligustrazine derivatives were synthesized and displayed the remarkable protective effect (highest EC₅₀ = 0.719 μM) on PC12 cells damaged by CoCl₂.

  合成的丁香酚衍生物对CoCl₂损伤的PC12细胞显示出显著的保护作用（最高EC₅₀ = 0.719 μM）。