2-(4-氟苯胺基)-3,7-二氢嘌呤-6-酮 | 131933-80-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 2-(4-氟苯胺基)-3,7-二氢嘌呤-6-酮
• 英文名称: N²-(p-fluorophenyl)guanine
• 英文别名: 2-((4-Fluorophenyl)amino)-1H-purin-6(7H)-one；2-(4-fluoroanilino)-1,7-dihydropurin-6-one
• CAS: 131933-80-7
• 化学式: C₁₁H₈FN₅O
• 分子量: 245.216
• InChiKey: PMAXALSSLOGZST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-氟苯胺基)-3,7-二氢嘌呤-6-酮 在 磷酸三甲酯 、 三氟甲磺酸三甲基硅酯 、 氨 、 三丁基焦磷酸铵 、 N,N'-羰基二咪唑 、 三氯氧磷 作用下， 以 甲醇 、 六甲基磷酰三胺 、 乙腈 为溶剂， 反应 20.0h， 生成 N2-(p-fluorophenyl)-9-β-D-ribofuranosylguanine 5'-triphosphate
  参考文献：
  名称：

  Interaction of GTP derivatives with cellular and oncogenic ras-p21 proteins

  摘要：

  A series of N2-substituted guanosine 5'-triphosphates was synthesized from the corresponding nucleosides. The nucleosides were prepared by treatment of N2-substituted guanines with tetra-O-acetylribose under conditions which maximized the yield of the 9-beta-guanosine isomers. These nucleotides and several sugar- and base-modified analogues of GTP were tested for their ability to bind to cellular and oncogenic forms of the GTP/GDP binding proteins, Ha-ras-p21. Several N2-substituted GTPs showed affinities higher than that of GDP itself, and the N2-[p-(n-butyl)phenyl] derivative bound to the oncogenic mutant, Leu-61 p21, twice as strongly as to the cellular protein. Changes in relative affinities of the nucleotides are discussed with reference to reported crystallographic structures of p21.

  DOI：

  10.1021/jm00108a010
• 作为产物：
  描述：

  2-溴次黄嘌呤 以63%的产率得到
  参考文献：
  名称：

  NOONAN, TIMOTHY;BROWN, NEAL;DUDYCZ, LECH;WRIGHT, GEORGE, J. MED. CHEM., 34,(1991) N, C. 1302-1307

  摘要：

  DOI：

文献信息

• Method for treating disease or condition susceptible to amelioration by AMPK activators and compounds of formula which are useful to activate AMP-activated protein kinase (AMPK)
  申请人：CHEN Han-Min

  公开号：US20140303112A1

  公开（公告）日：2014-10-09

  The present invention relates to a method for treating disease or condition susceptible to amelioration by AMPK activators and compounds of formula which are useful to activate AMP-activated protein kinase (AMPK) and the use of the compounds in the prevention or treatment of disease, including pre-diabetes, type 2 diabetes, syndrome X, metabolic syndrome and obesity.

  本发明涉及一种治疗疾病或病情的方法，该疾病或病情容易通过AMPK激活剂和公式化合物得到改善，这些化合物有助于激活AMP激活蛋白激酶（AMPK），并将这些化合物用于预防或治疗疾病，包括糖尿病前期、2型糖尿病、X综合症、代谢综合征和肥胖症。
• NOONAN, TIMOTHY;BROWN, NEAL;DUDYCZ, LECH;WRIGHT, GEORGE, J. MED. CHEM., 34,(1991) N, C. 1302-1307
  作者：NOONAN, TIMOTHY、BROWN, NEAL、DUDYCZ, LECH、WRIGHT, GEORGE

  DOI：——

  日期：——
• US9938279B2
  申请人：——

  公开号：US9938279B2

  公开（公告）日：2018-04-10
• Interaction of GTP derivatives with cellular and oncogenic ras-p21 proteins
  作者：Timothy Noonan、Neal Brown、Lech Dudycz、George Wright

  DOI：10.1021/jm00108a010

  日期：1991.4

  A series of N2-substituted guanosine 5'-triphosphates was synthesized from the corresponding nucleosides. The nucleosides were prepared by treatment of N2-substituted guanines with tetra-O-acetylribose under conditions which maximized the yield of the 9-beta-guanosine isomers. These nucleotides and several sugar- and base-modified analogues of GTP were tested for their ability to bind to cellular and oncogenic forms of the GTP/GDP binding proteins, Ha-ras-p21. Several N2-substituted GTPs showed affinities higher than that of GDP itself, and the N2-[p-(n-butyl)phenyl] derivative bound to the oncogenic mutant, Leu-61 p21, twice as strongly as to the cellular protein. Changes in relative affinities of the nucleotides are discussed with reference to reported crystallographic structures of p21.