9-[5-O-[2-(1H-1,2,4-triazol-1-yl)ethyl]-2,3-O-isopropylidene-β-D-ribofuranosyl]-6-methyl-9H-purine | 908015-47-4

• 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: 9-[5-O-[2-(1H-1,2,4-triazol-1-yl)ethyl]-2,3-O-isopropylidene-β-D-ribofuranosyl]-6-methyl-9H-purine
• CAS: 908015-47-4
• 化学式: C₁₈H₂₃N₇O₄
• 分子量: 401.425
• InChiKey: RMNGPQQONZXQTG-DNNBLBMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  111.23
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  9-[5-O-[2-(1H-1,2,4-triazol-1-yl)ethyl]-2,3-O-isopropylidene-β-D-ribofuranosyl]-6-methyl-9H-purine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 6-methyl-9-[5-O-[2-(1H-1,2,4-triazol-1-yl)ethyl]-β-D-ribofuranosyl]-9H-purine
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-FLUORO ADENINE AND 6-METHYL PURINE NUCLEOSIDE ANALOGS AS PRODRUGS FOR SUICIDE GENE THERAPY OF CANCER

  摘要：

  A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5'-position have been synthesised. These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR study of 2-fluoroadenine and 6-methyl purine nucleosides, their corresponding alpha-linker nucleosides with L-xylose and L-lyxose were also synthesized. All of these compounds have been evaluated for their substrate activity with E. coli PNP.

  DOI：

  10.1081/ncn-200059237
• 作为产物：
  描述：

  2-[2,2-dimethyl-6-(6-methyl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-ethanol 在 TEA 、 sodium hydride 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 9-[5-O-[2-(1H-1,2,4-triazol-1-yl)ethyl]-2,3-O-isopropylidene-β-D-ribofuranosyl]-6-methyl-9H-purine
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-FLUORO ADENINE AND 6-METHYL PURINE NUCLEOSIDE ANALOGS AS PRODRUGS FOR SUICIDE GENE THERAPY OF CANCER

  摘要：

  A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5'-position have been synthesised. These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR study of 2-fluoroadenine and 6-methyl purine nucleosides, their corresponding alpha-linker nucleosides with L-xylose and L-lyxose were also synthesized. All of these compounds have been evaluated for their substrate activity with E. coli PNP.

  DOI：

  10.1081/ncn-200059237