4-chloro-6-fluoro-7-[1-(4-formyl)piperazino]quinazoline | 625080-56-0

• 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: 4-chloro-6-fluoro-7-[1-(4-formyl)piperazino]quinazoline
• 英文别名: 4-(4-chloro-6-fluoroquinazolin-7-yl)piperazine-1-carbaldehyde
• CAS: 625080-56-0
• 化学式: C₁₃H₁₂ClFN₄O
• 分子量: 294.716
• InChiKey: WCJQJKLNTOKOGV-UHFFFAOYSA-N

物化性质

• 沸点：
  509.4±50.0 °C(Predicted)
• 密度：
  1.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49.33
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-chloro-6-fluoro-7-[1-(4-formyl)piperazino]quinazoline 在 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 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 三氯氧磷 作用下， 反应 0.5h， 生成 4-chloro-6-fluoro-7-[1-(4-formyl)piperazino]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