7-amino-2-hydroxy-3-nitro-1,8-naphthyridine | 24187-88-0

• 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: 7-amino-2-hydroxy-3-nitro-1,8-naphthyridine
• 英文别名: 7-Amino-2-hydroxy-3-nitro-1,8-naphthyridin；7-amino-3-nitro-1H-[1,8]naphthyridin-2-one；7-amino-3-nitro-1H-1,8-naphthyridin-2-one
• CAS: 24187-88-0
• 化学式: C₈H₆N₄O₃
• 分子量: 206.161
• InChiKey: MPDPSHAUALSEFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 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：
  114
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 7-amino-2-hydroxy-3-nitro-1,8-naphthyridine 反应 2.0h， 以87%的产率得到7-acetamido-2-hydroxy-3-nitro-1,8-naphthyridine
  参考文献：
  名称：

  Synthesis and antiplatelet activity of some 1,8-naphthyridine derivatives

  摘要：

  A series of 1,8-naphthyridine derivatives was synthesized and tested for their ability to inhibit human platelet aggregation in vitro induced by arachidonic acid, collagen and ADP. Some compounds showed remarkable activity and the most active derivatives were comparable to papaverine in the test with arachidonic acid and collagen. In the test with ADP the tested compounds showed no significant activity. The tested compounds that possessed the best activity were also demonstrated to increase the c-AMP level significantly without involving the adenylyl cyclase system.

  DOI：

  10.1016/0223-5234(94)90131-7
• 作为产物：
  描述：

  7-chloro-2-hydroxy-3-nitro-1,8-naphthyridine 在 氨 作用下， 以 乙醇 为溶剂， 120.0 ℃ 、2.03 MPa 条件下， 反应 20.0h， 以54.7%的产率得到7-amino-2-hydroxy-3-nitro-1,8-naphthyridine
  参考文献：
  名称：

  Synthesis and antiplatelet activity of some 1,8-naphthyridine derivatives

  摘要：

  A series of 1,8-naphthyridine derivatives was synthesized and tested for their ability to inhibit human platelet aggregation in vitro induced by arachidonic acid, collagen and ADP. Some compounds showed remarkable activity and the most active derivatives were comparable to papaverine in the test with arachidonic acid and collagen. In the test with ADP the tested compounds showed no significant activity. The tested compounds that possessed the best activity were also demonstrated to increase the c-AMP level significantly without involving the adenylyl cyclase system.

  DOI：

  10.1016/0223-5234(94)90131-7

文献信息

• Synthesis and antiplatelet activity of some 1,8-naphthyridine derivatives
  作者：PL Ferrarini、C Mori、M Miceli、F Franconi

  DOI：10.1016/0223-5234(94)90131-7

  日期：1994.1

  A series of 1,8-naphthyridine derivatives was synthesized and tested for their ability to inhibit human platelet aggregation in vitro induced by arachidonic acid, collagen and ADP. Some compounds showed remarkable activity and the most active derivatives were comparable to papaverine in the test with arachidonic acid and collagen. In the test with ADP the tested compounds showed no significant activity. The tested compounds that possessed the best activity were also demonstrated to increase the c-AMP level significantly without involving the adenylyl cyclase system.