8-methoxycarbonylnaphtho[2,1-b]thiophene-4-carboxylic acid | 1009318-09-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-methoxycarbonylnaphtho[2,1-b]thiophene-4-carboxylic acid
• 英文别名: 8-Methoxycarbonylbenzo[e][1]benzothiole-4-carboxylic acid
• CAS: 1009318-09-5
• 化学式: C₁₅H₁₀O₄S
• 分子量: 286.308
• InChiKey: OQYHEZZAKPJBCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-methoxycarbonylnaphtho[2,1-b]thiophene-4-carboxylic acid 在 甲醇 、 sodium hydroxide 作用下， 以74%的产率得到naphtho[2,1-b]thiophene-4,8-dicarboxylic acid
  参考文献：
  名称：

  4,8-取代萘并[2,1-b]噻吩螺纹嵌入剂的合成

  摘要：

  Abstractmagnified imageEight 4,8‐substitiutednaphtho[2,1‐b]thiophenes with cationic containing side chains were synthesized as potential threading intercalators and their DNA binding affinity was evaluated. The key step in the synthesis of these systems was oxidative‐photocyclizatJon of α‐(2‐thienyl)‐β‐(4‐methoxycarbonylphenyl) acrylic acid. Various N ,N‐dimethylaminoalkylammes were coupled With naphtho[2,1‐b]thiophene 4,8‐dicarboxylic acid to yield the title compounds.

  DOI：

  10.1002/jhet.2008.45.1.123
• 作为产物：
  描述：

  α-(2-thienyl)-β-(p-methoxycarbonylphenyl)-acrylic acid 在 碘 作用下， 以 乙醇 为溶剂， 反应 100.0h， 以56%的产率得到8-methoxycarbonylnaphtho[2,1-b]thiophene-4-carboxylic acid
  参考文献：
  名称：

  4,8-取代萘并[2,1-b]噻吩螺纹嵌入剂的合成

  摘要：

  Abstractmagnified imageEight 4,8‐substitiutednaphtho[2,1‐b]thiophenes with cationic containing side chains were synthesized as potential threading intercalators and their DNA binding affinity was evaluated. The key step in the synthesis of these systems was oxidative‐photocyclizatJon of α‐(2‐thienyl)‐β‐(4‐methoxycarbonylphenyl) acrylic acid. Various N ,N‐dimethylaminoalkylammes were coupled With naphtho[2,1‐b]thiophene 4,8‐dicarboxylic acid to yield the title compounds.

  DOI：

  10.1002/jhet.2008.45.1.123