N-(2'-deoxyguanosin-8-yl)-4-benzoylaminobiphenyl | 475473-90-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N-(2'-deoxyguanosin-8-yl)-4-benzoylaminobiphenyl
• 英文别名: N-[2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-8-yl]-N-(4-phenylphenyl)benzamide
• CAS: 475473-90-6
• 化学式: C₂₉H₂₆N₆O₅
• 分子量: 538.563
• InChiKey: NAJONTRQTNAQEW-YTFSRNRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  155
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2'-deoxyguanosin-8-yl)-4-benzoylaminobiphenyl 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以94%的产率得到8-((1,1'-联苯)-4-基氨基)-2'-脱氧鸟苷
  参考文献：
  名称：

  SYNTHESIS AND CHARACTERIZATION OF NUCLEOSIDE DERIVATIVES,N-(BENZOYL)-N-(DEOXYGUANOSIN-8-YL)-4-AMINOBIPHENYL ANDN-(2′-DEOXYGUANOSIN-8-YL)-4-AMINOBIPHENYL VIA α-PHENYL-N-(4-BIPHENYL)NITRONE

  摘要：

  Lead tetraacetate (LTA) oxidation of alpha-Phenyl-N-(4-biphenyl)nitrone (8) to give a new ultimate carcinogen, N-acetoxy-N-benzoyl-4-aminobiphenyl (9) which was reacted with deoxyguanosine (dG) at pH 6.9 to give nucleoside derivative, N-(benzoyl)-N-(deoxyguanosin-8-yl)-4-aminobiphenyl (10). Following debenzoylation with sodium carbonate-methanol leads to N-(2'-deoxyguanosin-8-yl)-4-aminobiphenyl (11).

  DOI：

  10.1081/ncn-120006832
• 作为产物：
  描述：

  N-羟基-4-氨基联苯 以 乙醚 、 乙醇 、 苯 为溶剂， 反应 8.17h， 生成 N-(2'-deoxyguanosin-8-yl)-4-benzoylaminobiphenyl
  参考文献：
  名称：

  SYNTHESIS AND CHARACTERIZATION OF NUCLEOSIDE DERIVATIVES,N-(BENZOYL)-N-(DEOXYGUANOSIN-8-YL)-4-AMINOBIPHENYL ANDN-(2′-DEOXYGUANOSIN-8-YL)-4-AMINOBIPHENYL VIA α-PHENYL-N-(4-BIPHENYL)NITRONE

  摘要：

  Lead tetraacetate (LTA) oxidation of alpha-Phenyl-N-(4-biphenyl)nitrone (8) to give a new ultimate carcinogen, N-acetoxy-N-benzoyl-4-aminobiphenyl (9) which was reacted with deoxyguanosine (dG) at pH 6.9 to give nucleoside derivative, N-(benzoyl)-N-(deoxyguanosin-8-yl)-4-aminobiphenyl (10). Following debenzoylation with sodium carbonate-methanol leads to N-(2'-deoxyguanosin-8-yl)-4-aminobiphenyl (11).

  DOI：

  10.1081/ncn-120006832