3,5-dithioxo-2,3,4,5-tetrahydrotriazine | 461-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 3,5-dithioxo-2,3,4,5-tetrahydrotriazine
• 英文别名: 2,4-dithio-6-azauracil；2H-[1,2,4]triazine-3,5-dithione；2H-[1,2,4]Triazin-3,5-dithion；2,4-Dithio-6-aza-uracil (3,5-Dithioxo-2,3,4,5-tetrahydro-1,2,4-triazin)；3,5-Dimercapto-1,2,4-triazin；3,5-Dithioxo-1,2,4-triazin；2H-1,2,4-triazine-3,5-dithione
• CAS: 461-90-5
• 化学式: C₃H₃N₃S₂
• mdl: MFCD00522557
• 分子量: 145.209
• InChiKey: IIYCDUJGGHBHAQ-UHFFFAOYSA-N

物化性质

• 熔点：
  209 °C
• 沸点：
  209.0±23.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933699090

反应信息

• 作为反应物：
  描述：

  3,5-dithioxo-2,3,4,5-tetrahydrotriazine 在 一水合肼 作用下， 以 乙醇 为溶剂， 以50%的产率得到3-thioxo-5-hydrazino-2,3-dihydrotriazine
  参考文献：
  名称：

  13C NMR spectra ofs-triazolo-as-triazinones: Application to isomeric and tautomeric structure determination

  摘要：

  Abstract13C NMR spectroscopic data are reported for the s‐triazolo‐as‐triazinones of five isomeric series. Comparison of their 13C chemical shifts and CH coupling constants allows the determination of the type of ring junction of the two heterocycles, as well as the predominant tautomeric form in each system.

  DOI：

  10.1002/mrc.1270130506
• 作为产物：
  描述：

  6-氮杂脲嘧啶 在 劳森试剂 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以89%的产率得到3,5-dithioxo-2,3,4,5-tetrahydrotriazine
  参考文献：
  名称：

  Infrared spectra of 6-azathiouracils: an experimental matrix isolation and theoretical ab initio SCF/6-311G∗∗ study

  摘要：

  The infrared (IR) absorption spectra of 2-thio-6-azauracil, 4-thio-6-azauracil and 2,4-dithio-6-azauracil isolated in low-temperature Ar and N-2 matrices are reported. These compounds have been found to exist in low-temperature matrices exclusively in the oxothione and dithione tautomeric forms. An assignment of the observed infrared bands is proposed on the basis of comparison of the experimental matrix spectra with the spectra calculated at the ab initio SCF/6-311G** level. The IR spectra of the title compounds are compared with the previously published IR spectra of matrix isolated 2-thiouracil, 4-thiouracil and 2,4-dithiouracil.

  DOI：

  10.1016/0584-8539(95)01598-1

文献信息

• Synthesis and Comparative Study of Anti-Adenoviral Activity of 6-Azacytidine and Its Analogues
  作者：Inna Alexeeva、Lydia Nosach、Larisa Palchykovska、Lyubov Usenko、Olga Povnitsa

  DOI：10.1080/15257770.2015.1034363

  日期：2015.8.3

  This paper presents the results of synthesis and study of cytotoxicity and the anti-adenoviral activity of new N4-derivatives of 6-azacytidine and its alpha-L-glycopyranosyl analogues obtained by the simplified one-pot version of the silyl condensation method. The resulting acylated 4-methylmercapto-1,2,4-triazin-3(2H)-one glycosides then underwent the amination and/or ammonolysis to provide 6-azacytidine glycoside analogues (2-6, 12, 15, 17) and compounds with modifications at both base and sugar fragments (11, 15). The evaluation of cytotoxicity and antiviral activity of new compounds against AdV5 showed high selectivity indexes for N4-methyl-6-azacytidine (2) and N,O-tetraacetyl-6-azacytidine (8). High anti-adenoviral activity of N4-methyl-6-azacytidine as well as very low cytotoxicity may suggest its further investigation as potential compound for the therapy of AdV infection.
• 1,2,4-Triazine Analogs of the Natural Pyrimidines
  作者：Elvira A. Falco、Elizabeth Pappas、George H. Hitchings

  DOI：10.1021/ja01590a047

  日期：1956.5
• THIATION OF HETEROCYCLES USING SILICA GEL SUPPORTED P₂S₅UNDER MICROWAVE IRRADIATION IN SOLVENTLESS SYSTEM
  作者：Majid M. Heravi、Ghadir Rajabzadeh、Mohammad Rahimizadeh、Mehdi Bakavoli、Mitra Ghassemzadeh

  DOI：10.1081/scc-100104819

  日期：2001.1

  The efficient and environmentally friendly thiation of hetero-cycles Using P2S5 under microwave irradiation in solvent free condition is described.
• Infrared spectra of 6-azathiouracils: an experimental matrix isolation and theoretical ab initio SCF/6-311G∗∗ study
  作者：Leszek Lapinski、Dorota Prusinowska、Maciej J. Nowak、Maria Bretner、Krzysztof Felczak、Guido Maes、Ludwik Adamowicz

  DOI：10.1016/0584-8539(95)01598-1

  日期：1996.6

  The infrared (IR) absorption spectra of 2-thio-6-azauracil, 4-thio-6-azauracil and 2,4-dithio-6-azauracil isolated in low-temperature Ar and N-2 matrices are reported. These compounds have been found to exist in low-temperature matrices exclusively in the oxothione and dithione tautomeric forms. An assignment of the observed infrared bands is proposed on the basis of comparison of the experimental matrix spectra with the spectra calculated at the ab initio SCF/6-311G** level. The IR spectra of the title compounds are compared with the previously published IR spectra of matrix isolated 2-thiouracil, 4-thiouracil and 2,4-dithiouracil.
• 13C NMR spectra ofs-triazolo-as-triazinones: Application to isomeric and tautomeric structure determination
  作者：Jacques Daunis、Michel Follet、Claude Marzin

  DOI：10.1002/mrc.1270130506

  日期：1980.5

  Abstract13C NMR spectroscopic data are reported for the s‐triazolo‐as‐triazinones of five isomeric series. Comparison of their 13C chemical shifts and CH coupling constants allows the determination of the type of ring junction of the two heterocycles, as well as the predominant tautomeric form in each system.