5,8-quinazolinediole | 24271-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5,8-quinazolinediole
• 英文别名: quinazoline-5,8-diol；5,8-Dihydroxy-quinazoline
• CAS: 24271-83-8
• 化学式: C₈H₆N₂O₂
• 分子量: 162.148
• InChiKey: RULAGPVWKWRMLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,8-quinazolinediole 在 盐酸 、 sodium chlorate 、 cerium(III) chloride 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 生成 4-(7-Chloro-5,8-dioxo-5,8-dihydro-quinazolin-6-ylamino)-benzonitrile
  参考文献：
  名称：

  Synthesis and Cytotoxic Activity of 6-(Substituted-Phenyl)Amino-5,8-Quinazolinediones

  摘要：

  6-Arylamino-5,8-quinazolinediones were synthesized and evaluated for in vitro cytotoxic activity against human solid tumor cell lines A549, SK-OV-3, SK-MEL-2, XF498 and HCT-15. Most of the 6-arylamino-5,8-quinazolinediones exhibited potent activity against the cell lines HCT-15 and SK-MEL-2.

  DOI：

  10.1007/s00044-004-0032-8

文献信息

• 6-Arylamino-5,8-quinazolinediones as potent inhibitors of endothelium-dependent vasorelaxation
  作者：Chung-Kyu Ryu、Keun-Hwa Shin、Ji-Hui Seo、Hwa-Jung Kim

  DOI：10.1016/s0223-5234(01)01290-9

  日期：2002.1

  6-(Substituted-phenyl)amino-5,8-quinazolinediones (3) were synthesised by regioselective substitution of 5,8-quinazolinedione (5) with appropriate arylamines in the presence of Ce(III) ions. All synthesised 5,8-quinazolinediones 3 showed a potent and efficacious inhibitory effect on the acetylcholine (ACh)-induced vasorelaxation of rat aorta with the endothelium. The quinones 3, at a low concentration of 0.1 muM, reduced the maximal response with increase of EC50 values for ACh. The results indicate that quinones 3 are potent inhibitors of endothelium-dependent vasorelaxation. (C) 2002 Editions. scientifiques et medicales Elsevier SAS. All rights reserved.