Acetic acid 7-chloro-2,4-dioxo-6-[1,2,4]triazol-4-yl-1,4-dihydro-2H-quinazolin-3-yl ester | 705977-26-0

• 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: Acetic acid 7-chloro-2,4-dioxo-6-[1,2,4]triazol-4-yl-1,4-dihydro-2H-quinazolin-3-yl ester
• CAS: 705977-26-0
• 化学式: C₁₂H₈ClN₅O₄
• 分子量: 321.68
• InChiKey: YJNBLMXNECPOPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  111.87
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid 7-chloro-2,4-dioxo-6-[1,2,4]triazol-4-yl-1,4-dihydro-2H-quinazolin-3-yl ester 在 sodium hydroxide 作用下， 生成 7-chloro-6-(1,2,4-triazol-4-yl)-3-hydroxy-quinazoline-2,4-dione
  参考文献：
  名称：

  3-Hydroxy-quinazoline-2,4-dione as a useful scaffold to obtain selective Gly/NMDA and AMPA receptor antagonists

  摘要：

  The synthesis and Gly/NMDA, AMPA and KA receptor binding activities of some 3-hydroxy-quinazoline-2,4-dione derivatives are reported. The binding data, together with functional antagonism studies, showed that the 3-hydroxy-quinazoline-2,4-dione moiety can be considered a useful scaffold to obtain selective Gly/NMDA and AMPA receptor antagonists. In fact, introduction of chlorine atom(s) on precise position(s) of the benzofused moiety yielded Gly/NMDA selective antagonists, while the presence of the 6-(1,2,4-triazol-4-yl) group shifted the affinity and selectivity towards the AMPA receptor. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.109
• 作为产物：
  描述：

  3-acetoxy-7-chloro-6-nitro-1H-quinazoline-2,4(1H,3H)-dione 在 palladium on activated charcoal 吡啶 、 三甲基氯硅烷 、 氢气 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 100.0 ℃ 、275.79 kPa 条件下， 生成 Acetic acid 7-chloro-2,4-dioxo-6-[1,2,4]triazol-4-yl-1,4-dihydro-2H-quinazolin-3-yl ester
  参考文献：
  名称：

  3-Hydroxy-quinazoline-2,4-dione as a useful scaffold to obtain selective Gly/NMDA and AMPA receptor antagonists

  摘要：

  The synthesis and Gly/NMDA, AMPA and KA receptor binding activities of some 3-hydroxy-quinazoline-2,4-dione derivatives are reported. The binding data, together with functional antagonism studies, showed that the 3-hydroxy-quinazoline-2,4-dione moiety can be considered a useful scaffold to obtain selective Gly/NMDA and AMPA receptor antagonists. In fact, introduction of chlorine atom(s) on precise position(s) of the benzofused moiety yielded Gly/NMDA selective antagonists, while the presence of the 6-(1,2,4-triazol-4-yl) group shifted the affinity and selectivity towards the AMPA receptor. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.109