6-fluoro-7-[1-(4-formyl)piperazino]-4-[(3,4-methylenedioxy)benzylamino]quinazoline | 625080-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-fluoro-7-[1-(4-formyl)piperazino]-4-[(3,4-methylenedioxy)benzylamino]quinazoline
• CAS: 625080-57-1
• 化学式: C₂₁H₂₀FN₅O₃
• 分子量: 409.42
• InChiKey: GCPZYHVBHOKYKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  79.82
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  6-fluoro-7-[1-(4-formyl)piperazino]-4-[(3,4-methylenedioxy)benzylamino]quinazoline 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到6-fluoro-4-[3,4-(methylenedioxy)benzylamino]-7-(piperazin-1-yl)quinazoline
  参考文献：
  名称：

  Structure–Activity relationships of 6-fluoroquinazolines: dual-Acting compounds with inhibitory activities toward both TNF-α production and T cell proliferation

  摘要：

  We synthesized various 6-fluoro-7-(1-piperazino)quinazolines based on the structure of I and evaluated their inhibitory activities toward both TNF-alpha production and T cell proliferation responses. Among these compounds, 7a, having the 3,4-(methylenedioxy)phenyl moiety at the C(4)-position of the quinazoline ring, showed both inhibitory activities. Furthermore, the oral treatment with 7a exhibited an anti-inflammatory effect in rats with adjuvant arthritis as well as an inhibitory activity toward LPS-induced TNF-alpha production. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00338-3
• 作为产物：
  描述：

  6-fluoro-7-[1-(4-formyl)piperazino]-4-quinazolone 在 三乙胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成 6-fluoro-7-[1-(4-formyl)piperazino]-4-[(3,4-methylenedioxy)benzylamino]quinazoline
  参考文献：
  名称：

  Structure–Activity relationships of 6-fluoroquinazolines: dual-Acting compounds with inhibitory activities toward both TNF-α production and T cell proliferation

  摘要：

  We synthesized various 6-fluoro-7-(1-piperazino)quinazolines based on the structure of I and evaluated their inhibitory activities toward both TNF-alpha production and T cell proliferation responses. Among these compounds, 7a, having the 3,4-(methylenedioxy)phenyl moiety at the C(4)-position of the quinazoline ring, showed both inhibitory activities. Furthermore, the oral treatment with 7a exhibited an anti-inflammatory effect in rats with adjuvant arthritis as well as an inhibitory activity toward LPS-induced TNF-alpha production. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00338-3