6-<(propylthio)thio>-9-(β-D-ribofuranosyl)purine | 130948-35-5

• 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: 6-<(propylthio)thio>-9-(β-D-ribofuranosyl)purine
• 英文别名: 6-(Propanethio)thio-9-(β-D-ribofuranosyl)purine；(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(propyldisulfanyl)purin-9-yl]oxolane-3,4-diol
• CAS: 130948-35-5
• 化学式: C₁₃H₁₈N₄O₄S₂
• 分子量: 358.442
• InChiKey: FXFLTADPCPDBRD-QYVSTXNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  164
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6-<(propylthio)thio>-9-(β-D-ribofuranosyl)purine 在 异丙醇 作用下， 以 水 为溶剂， 生成 6-疏基嘌呤核苷 、 6-(propylthio)-9-(β-D-ribofuranosyl)purine 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Photochemistry of the nucleoside membrane transport inhibitor 6-[(4-nitrobenzyl) thio]-9-(β-D-ribofuranosyl)purine

  摘要：

  DOI：

  10.1016/s0040-4039(00)97787-6
• 作为产物：
  描述：

  6-疏基嘌呤核苷 、 diethyl N-(propylsulfenyl)hydrazodicarboxylate 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以25%的产率得到6-<(propylthio)thio>-9-(β-D-ribofuranosyl)purine
  参考文献：
  名称：

  Photochemistry of nucleoside transport inhibitor 6-S-benzylated thiopurine ribonucleosides. Implications for a new class of photoaffinity labels

  摘要：

  Photochemistry of the nucleoside transport inhibitor 6-[(4-nitrobenzyl)thio]-9-(beta-D-ribofuranosyl)purine (NBMPR, 1) yielded products from the initial homolytic cleavage of the benzyl-sulfur bond. Photoreduction of the nitro group also occurred to a minor extent. The quantum yield for the disappearance of 1 was approximately 0.04. Several photoproducts and secondary photoproducts were identified and confirmed by synthesis. Irradiation of 6-(benzylthio)-9-(beta-D-ribofuranosyl)purine (BMPR, 3) also resulted in the formation of products from benzyl-sulfur cleavage with a quantum yield of approximately 0.01.

  DOI：

  10.1021/jo00048a034

文献信息

• FLEMING, STEVEN A.;RAWLINS, DAVID B.;ROBINS, MORRIS J., TETRAHEDRON LETT., 31,(1990) N5, C. 4995-4998
  作者：FLEMING, STEVEN A.、RAWLINS, DAVID B.、ROBINS, MORRIS J.

  DOI：——

  日期：——
• Photochemistry of nucleoside transport inhibitor 6-S-benzylated thiopurine ribonucleosides. Implications for a new class of photoaffinity labels
  作者：Steven A. Fleming、David B. Rawlins、Vicente Samano、Morris J. Robins

  DOI：10.1021/jo00048a034

  日期：1992.10

  Photochemistry of the nucleoside transport inhibitor 6-[(4-nitrobenzyl)thio]-9-(beta-D-ribofuranosyl)purine (NBMPR, 1) yielded products from the initial homolytic cleavage of the benzyl-sulfur bond. Photoreduction of the nitro group also occurred to a minor extent. The quantum yield for the disappearance of 1 was approximately 0.04. Several photoproducts and secondary photoproducts were identified and confirmed by synthesis. Irradiation of 6-(benzylthio)-9-(beta-D-ribofuranosyl)purine (BMPR, 3) also resulted in the formation of products from benzyl-sulfur cleavage with a quantum yield of approximately 0.01.
• Photochemistry of the nucleoside membrane transport inhibitor 6-[(4-nitrobenzyl) thio]-9-(β-D-ribofuranosyl)purine
  作者：Steven A. Fleming、David B. Rawlins、Morris J. Robins

  DOI：10.1016/s0040-4039(00)97787-6

  日期：1990.1