5-benzylmercapto-6-azauracil | 4956-07-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-benzylmercapto-6-azauracil
• 英文别名: 5-Benzylthio-6-azauracil；6-benzylsulfanyl-2H-[1,2,4]triazine-3,5-dione；6-benzylsulfanyl-2H-1,2,4-triazine-3,5-dione
• CAS: 4956-07-4
• 化学式: C₁₀H₉N₃O₂S
• mdl: MFCD00226338
• 分子量: 235.266
• InChiKey: OIJCGUQZJJNSLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzylmercapto-6-azauracil 在 三甲基氯硅烷 、 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 6-Benzylsulfanyl-2-(tetrahydro-furan-2-yl)-2H-[1,2,4]triazine-3,5-dione
  参考文献：
  名称：

  Cristescu, Carol; Czobor, Francisc, Revue Roumaine de Chimie, 1996, vol. 41, # 9-10, p. 779 - 783

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(6-Benzylsulfanyl-3,5-dioxo-1,2,4-triazin-2-yl)propanenitrile 、 sodium ethanolate 、 sodium hydroxide 生成 5-benzylmercapto-6-azauracil
  参考文献：
  名称：

  CRISTESCU, C.;SITARU, S., REV. ROUM. CHIM., 1985, 30, N 3, 233-238

  摘要：

  DOI：

文献信息

• Synthesis and Biological Activity of Some 5-Substituted-6-azauracil-N-1-Nucleosides of 2-Acetamido-2-Deoxy-D-glucose
  作者：Najim A. Al-Masoudi、Fadhel B. Issa、Wolgang Pfleiderer、Hassan B. Lazrek

  DOI：10.1080/15257779508009750

  日期：1995.10

  Glycosylation of the silylated 5-bromo- and 5-benzylmercapto-6-azauracil 1 and 2, respectively, with the acylated sugar 3 afforded 1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-5-br 4 and its 5-benzylmercapto analogue 6. Deblocking of 4 and 6 gave the free nucleosides 5 and 7, respectively. Alternatively, 6 was obtained from reaction of benzylmercaptan with 4 in pyridine. Reaction of 4 with morpholine, 2,4-dichlorobenzylamine and N-methylethanolamine gave the 5-alkylamino derivatives 8, 10 and 11, respectively. Deblocking of 8 gave nucleoside 9. All the newly synthesized compounds were characterized by their NMR, U.V. and mass specta. Compounds 5, 7, 9, 10 and 11 were tested for their activity against HIV type 1 and 2, but they did not show significant biological activity and not toxic at 100 mcg/ml. The antimutagenic activity of 5 and 7 is under investigation.
• PURKAYASTHA, SUBHASISH;LAZREK, BIHI H.;PANZICA, RAYMOND P.;NAGUIB, FARDOS+, NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 349-356
  作者：PURKAYASTHA, SUBHASISH、LAZREK, BIHI H.、PANZICA, RAYMOND P.、NAGUIB, FARDOS+

  DOI：——

  日期：——
• Cristescu, Carol; Czobor, Francisc, Revue Roumaine de Chimie, 1996, vol. 41, # 9-10, p. 779 - 783
  作者：Cristescu, Carol、Czobor, Francisc

  DOI：——

  日期：——
• CRISTESCU, C.;SITARU, S., REV. ROUM. CHIM., 1985, 30, N 3, 233-238
  作者：CRISTESCU, C.、SITARU, S.

  DOI：——

  日期：——