N-(6-(6,8-dimethoxy-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)benzo[d]thiazol-2-yl)acetamide | 1381876-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(6-(6,8-dimethoxy-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)benzo[d]thiazol-2-yl)acetamide
• 英文别名: N-[6-(6,8-dimethoxy-1,3-dioxo-4H-isoquinolin-2-yl)-1,3-benzothiazol-2-yl]acetamide
• CAS: 1381876-96-5
• 化学式: C₂₀H₁₇N₃O₅S
• 分子量: 411.438
• InChiKey: OPNXGRYKQLAAMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5,7-二甲氧基茚酮 在 双氧水 、 sodium methylate 、 乙酸酐 、 溶剂黄146 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 12.0h， 生成 N-(6-(6,8-dimethoxy-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)benzo[d]thiazol-2-yl)acetamide
  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.