(7,8-Dimethoxy-isochroman-3-yl)-acetic acid | 917974-91-5

• 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: (7,8-Dimethoxy-isochroman-3-yl)-acetic acid
• 英文别名: (7,8-Dimethoxy-3,4-dihydro-1H-2-benzopyran-3-yl)acetic acid；2-(7,8-dimethoxy-3,4-dihydro-1H-isochromen-3-yl)acetic acid
• CAS: 917974-91-5
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: IHDHHBDVVZUWDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (7,8-dimethoxy-1H-isochroman-3-yl)acetic acid ethyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以94%的产率得到(7,8-Dimethoxy-isochroman-3-yl)-acetic acid
  参考文献：
  名称：

  Synthesis and antimicrobial activity of pyranobenzoquinones related to the pyranonaphthoquinone antibiotics

  摘要：

  The synthesis and antimicrobial activity of isochromane-type analogs of the pyranonaphthoquinone antibiotics are reported. Isochromane derivatives with (17a, b) and without (22a, b) a C-4 hydroxyl moiety and their corresponding quinones (19a and 23), were prepared. Both quinones exhibited antimicrobial activity against Staphylococcus aureus, Bacillus atrophaeus and Streptococcus agalactiae, while the related isochromanes were inactive. The results suggest that the quinone moiety is important for biological activity while the C-4 hydroxyl may not be essential. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.06.007

文献信息

• Synthesis and antimicrobial activity of pyranobenzoquinones related to the pyranonaphthoquinone antibiotics
  作者：S.H. Lagorio、D.A. Bianchi、E.G. Sutich、T.S. Kaufman

  DOI：10.1016/j.ejmech.2006.06.007

  日期：2006.11

  The synthesis and antimicrobial activity of isochromane-type analogs of the pyranonaphthoquinone antibiotics are reported. Isochromane derivatives with (17a, b) and without (22a, b) a C-4 hydroxyl moiety and their corresponding quinones (19a and 23), were prepared. Both quinones exhibited antimicrobial activity against Staphylococcus aureus, Bacillus atrophaeus and Streptococcus agalactiae, while the related isochromanes were inactive. The results suggest that the quinone moiety is important for biological activity while the C-4 hydroxyl may not be essential. (c) 2006 Elsevier Masson SAS. All rights reserved.