6,7-bis-(4-hydroxy-phenyl)-pteridine-2,4-diyldiamine | 6967-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 6,7-bis-(4-hydroxy-phenyl)-pteridine-2,4-diyldiamine
• 英文别名: 6,7-Bis-(4-hydroxy-phenyl)-pteridin-2,4-diyldiamin；6,7-bis(4-hydroxyphenyl)-pteridine-2,4-diamine；4-(2,4-Diamino-7-(4-hydroxyphenyl)pteridin-6-yl)phenol；4-[2,4-diamino-7-(4-hydroxyphenyl)pteridin-6-yl]phenol
• CAS: 6967-77-7
• 化学式: C₁₈H₁₄N₆O₂
• 分子量: 346.348
• InChiKey: OQWMHOAPOCKKHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 作用下， 生成 6,7-bis-(4-hydroxy-phenyl)-pteridine-2,4-diyldiamine
  参考文献：
  名称：

  Cain et al., Journal of the American Chemical Society, 1949, vol. 71, p. 892,893,895

  摘要：

  DOI：

文献信息

• Discovery of 3,3‘-(2,4-Diaminopteridine-6,7-diyl)diphenol as an Isozyme-Selective Inhibitor of PI3K for the Treatment of Ischemia Reperfusion Injury Associated with Myocardial Infarction
  作者：Moorthy S. S. Palanki、Elena Dneprovskaia、John Doukas、Richard M. Fine、John Hood、Xinshan Kang、Dan Lohse、Michael Martin、Glenn Noronha、Richard M. Soll、Wolfgang Wrasidlo、Shiyin Yee、Hong Zhu

  DOI：10.1021/jm051056c

  日期：2007.9.1

  In studies aimed toward identifying effective and safe inhibitors of kinase signaling cascades that underlie ischemia/reperfusion (I/R) injury, we synthesized a series of pteridines and pyridopyrazines. The design strategy was inspired by the examination of naturally occurring PI3K inhibitors such as wortmannin and quercetin, and building a pharmacophore-based model used for optimization. Structural modifications led to hybrid molecules which incorporated aminopyrimidine and aminopyridine moieties with ATP mimetic characteristics into the pharmacophore motifs to modulate kinase affinity and selectivity. Elaborations involving substitutions of the 2 and 4 positions of the pyrimidine or pyridine ring and the 6 and 7 positions of the central pyrazine ring resulted in in vivo activity profiles which identified potent inhibitors of vascular endothelial growth factor (VEGF) induced vascular leakage. Pathway analysis identified a diaminopteridine-diphenol as a potent and selective phosphatidylinositol-3-kinase (PI3K) inhibitor. The structure -activity relationship studies of various analogues of diaminopteridine-diphenol-based on biochemical assays resulted in potent inhibitors of PI3K.
• Cain et al., Journal of the American Chemical Society, 1949, vol. 71, p. 892,893,895
  作者：Cain et al.

  DOI：——

  日期：——