6,7,8-trimethoxy-4H-isochromene-1,3-dione | 1267036-89-4

• 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: 6,7,8-trimethoxy-4H-isochromene-1,3-dione
• CAS: 1267036-89-4
• 化学式: C₁₂H₁₂O₆
• 分子量: 252.224
• InChiKey: BOBGCLLYCYBXGJ-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：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(6-amino-1,3-benzothiazol-2-yl)cyclopropanecarboxamide 、 6,7,8-trimethoxy-4H-isochromene-1,3-dione 在 溶剂黄146 作用下， 以54.4%的产率得到N-(6-(6,7,8-trimethoxy-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)benzo[d]thiazol-2-yl)cyclopropanecarboxamide
  参考文献：
  名称：

  Synthesis and antitumor activity evaluation of 2-arylisoquinoline-1,3(2H,4H)-diones in vitro and in vivo

  摘要：

  Six 2-(2-acylaminobenzothiazol-6-yl)isoquinoline-1,3(2H,4H)-diones (1a-1f) and five 2-arylisoquinoline-1,3(2H,4H)-diones (1g-1k) were synthesized by refluxing homophthalic anhydrides with 2-acylaminobenzothiazolyl-6-amine or substituted aniline in glacial acetic acid. The cytotoxic activities of 1a-1k were evaluated via MTT method against A431, A549, and PC3. Compound 1b relatively displayed a higher cytotoxic activity than the others. The antitumor effect of 1b were evaluated in established nude mice PANC-1 xenograft model. The results suggest that compound 1b could potentially inhibit tumor growth.

  DOI：

  10.1007/s00044-013-0734-x
• 作为产物：
  描述：

  6-(carboxymethyl)-2,3,4-trimethoxybenzoic acid 在 乙酸酐 作用下， 以 甲苯 为溶剂， 反应 7.0h， 以82.3%的产率得到6,7,8-trimethoxy-4H-isochromene-1,3-dione
  参考文献：
  名称：

  Synthesis and antitumor activity evaluation of 2-arylisoquinoline-1,3(2H,4H)-diones in vitro and in vivo

  摘要：

  Six 2-(2-acylaminobenzothiazol-6-yl)isoquinoline-1,3(2H,4H)-diones (1a-1f) and five 2-arylisoquinoline-1,3(2H,4H)-diones (1g-1k) were synthesized by refluxing homophthalic anhydrides with 2-acylaminobenzothiazolyl-6-amine or substituted aniline in glacial acetic acid. The cytotoxic activities of 1a-1k were evaluated via MTT method against A431, A549, and PC3. Compound 1b relatively displayed a higher cytotoxic activity than the others. The antitumor effect of 1b were evaluated in established nude mice PANC-1 xenograft model. The results suggest that compound 1b could potentially inhibit tumor growth.

  DOI：

  10.1007/s00044-013-0734-x

文献信息

• Synthesis and antitumor activity evaluation of 2-arylisoquinoline-1,3(2H,4H)-diones in vitro and in vivo
  作者：Bo-Rui Kang、Juan Wang、Huan Li、Yan Li、Qi-Bing Mei、San-Qi Zhang

  DOI：10.1007/s00044-013-0734-x

  日期：2014.3

  Six 2-(2-acylaminobenzothiazol-6-yl)isoquinoline-1,3(2H,4H)-diones (1a-1f) and five 2-arylisoquinoline-1,3(2H,4H)-diones (1g-1k) were synthesized by refluxing homophthalic anhydrides with 2-acylaminobenzothiazolyl-6-amine or substituted aniline in glacial acetic acid. The cytotoxic activities of 1a-1k were evaluated via MTT method against A431, A549, and PC3. Compound 1b relatively displayed a higher cytotoxic activity than the others. The antitumor effect of 1b were evaluated in established nude mice PANC-1 xenograft model. The results suggest that compound 1b could potentially inhibit tumor growth.