dimethoxy-3,7 benzofuranne | 109142-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: dimethoxy-3,7 benzofuranne
• 英文别名: 3,7-dimethoxybenzofuran；3,7-Dimethoxy-1-benzofuran
• CAS: 109142-79-2
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: INPDJNQSMFISBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dimethoxy-3,7 benzofuranne 在 三甲基氯硅烷 、 四硝基甲烷 、 叔丁基锂 作用下， 生成 dimethoxy-3,7 nitro-2 benzofuranne
  参考文献：
  名称：

  Lamotte; Demerseman; Royer, European Journal of Medicinal Chemistry, 1986, vol. 21, # 5, p. 379 - 383

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基水杨酸甲酯 在 喹啉 、 水 、 sodium methylate 、 铜 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 4.0h， 生成 dimethoxy-3,7 benzofuranne
  参考文献：
  名称：

  Synthetic Models Related to Methoxalen – CYP2A6 Interactions. Dimethoxybenzofuran Derivatives as Potent and Selective Inhibitors of CYP2A6

  摘要：

  The human CYP2A6 enzyme metabolizes several xenobiotics including nicotine, the addictive component in tobacco. Reduced activity of CYP2A6, either for genetic reasons or by administering inhibitors of CYP2A6, reduces tobacco smoking. The reported compound methoxalen had a potent inhibitory effect on activity of CYP2A6 with an IC50 value of 1.27 mu M. We selected methoxalen as a lead compound and prepared various dimethoxybenzofuran derivatives that have inhibitory effects on activity of human cytochrome P450 (CYP) 2A6. Synthetic benzofuran derivatives (3,6-dimethoxybenzofuran: IC50=1.92 mu M and 3,7-dimethoxybenzofuran: IC50=2.00 mu M) also exhibited comparable activities against CYP2A6 and were selective inhibitors of CYP2A6. These compounds can be used as lead compounds in the development of drugs for smoking reduction therapy.

  DOI：

  10.3987/com-13-12744

文献信息

• LAMOTTE G.; DEMERSEMAN P.; ROYER R.; GAYRAL PH.; FOURNIAT J., EUR. J. MED. CHEM., 21,(1986) N 5, 379-383
  作者：LAMOTTE G.、 DEMERSEMAN P.、 ROYER R.、 GAYRAL PH.、 FOURNIAT J.

  DOI：——

  日期：——
• Synthetic Models Related to Methoxalen – CYP2A6 Interactions. Dimethoxybenzofuran Derivatives as Potent and Selective Inhibitors of CYP2A6
  作者：Kazuaki Oda、Yuki Yamaguchi、Ichie Akimoto、Teruki Yoshimura、Keiji Wada、Naozumi Nishizono、Kyoko Motegi

  DOI：10.3987/com-13-12744

  日期：——

  The human CYP2A6 enzyme metabolizes several xenobiotics including nicotine, the addictive component in tobacco. Reduced activity of CYP2A6, either for genetic reasons or by administering inhibitors of CYP2A6, reduces tobacco smoking. The reported compound methoxalen had a potent inhibitory effect on activity of CYP2A6 with an IC50 value of 1.27 mu M. We selected methoxalen as a lead compound and prepared various dimethoxybenzofuran derivatives that have inhibitory effects on activity of human cytochrome P450 (CYP) 2A6. Synthetic benzofuran derivatives (3,6-dimethoxybenzofuran: IC50=1.92 mu M and 3,7-dimethoxybenzofuran: IC50=2.00 mu M) also exhibited comparable activities against CYP2A6 and were selective inhibitors of CYP2A6. These compounds can be used as lead compounds in the development of drugs for smoking reduction therapy.
• Lamotte; Demerseman; Royer, European Journal of Medicinal Chemistry, 1986, vol. 21, # 5, p. 379 - 383
  作者：Lamotte、Demerseman、Royer、et al.

  DOI：——

  日期：——