2-amino-7-phenyl-1,8-naphthyridin-5-one | 130277-07-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-amino-7-phenyl-1,8-naphthyridin-5-one
• 英文别名: 7-Amino-2-phenyl-[1,8]naphthyridin-4-ol；7-amino-2-phenyl-1H-1,8-naphthyridin-4-one
• CAS: 130277-07-5
• 化学式: C₁₄H₁₁N₃O
• 分子量: 237.261
• InChiKey: JFABDXYOYFAMJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-7-phenyl-1,8-naphthyridin-5-one 生成 [7-(2-methylpropanoylamino)-2-phenyl-1,8-naphthyridin-4-yl] 2-methylpropanoate
  参考文献：
  名称：

  KELLY, T. ROSS;BRIDGER, GARY J.;ZHAO, CHEN, J. AMER. CHEM. SOC., 112,(1990) N2, C. 8024-8034

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二氨基吡啶 、 苯甲酰乙酸乙酯 以 二苯醚 为溶剂， 以62.4%的产率得到2-amino-7-phenyl-1,8-naphthyridin-5-one
  参考文献：
  名称：

  Ross Kelly; Bridger, Gary J.; Zhao, Chen, Journal of the American Chemical Society, 1990, vol. 112, # 22, p. 8024 - 8034

  摘要：

  DOI：

文献信息

• Study on Affinity Profile toward Native Human and Bovine Adenosine Receptors of a Series of 1,8-Naphthyridine Derivatives
  作者：Pier Luigi Ferrarini、Laura Betti、Tiziana Cavallini、Gino Giannaccini、Antonio Lucacchini、Clementina Manera、Adriano Martinelli、Gabriella Ortore、Giuseppe Saccomanni、Tiziano Tuccinardi

  DOI：10.1021/jm030977p

  日期：2004.6.1

  A new series of 1,8-naphthyridine derivatives (29-44 and 46-52) bearing various substituents in different positions on the heterocyclic nucleus were synthesized in order to analyze the effects produced on the affinity toward the bovine adenosine receptors. These derivatives represent an extension of our previous work on this class of compounds with high affinity toward A(1) adenosine receptors.(19) The results of radioligand binding assays indicate that a large number of the 1,8-naphthyridine derivatives proved to be A(1) selective, with a high affinity toward bovine adenosine receptors in the low nanomolar range, and one (29) in the subnanomolar range. Furthermore, the new series of 1,8-naphthyridine derivatives (29-44 and 46-52), together with the analogous derivatives 1-28 previously studied,(19) were tested to evaluate their affinity toward human cortical A(1) receptors and human striatal A(2A) receptors. The results indicate that all the 1,8-naphthyridine compounds generally possess a higher affinity toward the bovine A(1) receptor compared with the human A(1) receptor. As regards the affinity toward the A(2A) bovine receptor, only a few compounds possess a moderate affinity, which for some compounds remained approximately the same toward the A(2A) human receptor. A molecular modeling study of the docking of the 1,8-naphthyridine compounds with both the bovine and the human A(1) adenosine receptors was carried out with the aim of explaining the marked decrease in the affinity toward human A(1) adenosine receptors in comparison with bovine A(1) adenosine receptors. This study indicated that the structural differences, albeit small, of the active sites of the two receptors make differences in the dimensions of the site and this influenced the ability of the title compounds to interact with the two A(1) receptors.
• Ferrarini, Pier Luigi; Mori, Claudio; Primofiore, Giampaolo, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 4, p. 881 - 886
  作者：Ferrarini, Pier Luigi、Mori, Claudio、Primofiore, Giampaolo、Calzolari, Lorella

  DOI：——

  日期：——
• FERRARINI, PIER LUIGI;MORI, CLAUDIO;PRIMOFIORE, GIAMPAOLO;CALZOLARI, LORE+, J. HETEROCYCL. CHEM., 27,(1990) N, C. 881-886
  作者：FERRARINI, PIER LUIGI、MORI, CLAUDIO、PRIMOFIORE, GIAMPAOLO、CALZOLARI, LORE+

  DOI：——

  日期：——
• KELLY, T. ROSS;BRIDGER, GARY J.;ZHAO, CHEN, J. AMER. CHEM. SOC., 112,(1990) N2, C. 8024-8034
  作者：KELLY, T. ROSS、BRIDGER, GARY J.、ZHAO, CHEN

  DOI：——

  日期：——
• Ross Kelly; Bridger, Gary J.; Zhao, Chen, Journal of the American Chemical Society, 1990, vol. 112, # 22, p. 8024 - 8034
  作者：Ross Kelly、Bridger, Gary J.、Zhao, Chen

  DOI：——

  日期：——