3,4-dinitrofurazan | 155438-30-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3,4-dinitrofurazan
• 英文别名: 3,4-Dinitro-1,2,5-oxadiazole
• CAS: 155438-30-5
• 化学式: C₂N₄O₅
• 分子量: 160.046
• InChiKey: KIJCKNUNZABDBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 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：
  131
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,4-dinitrofurazan 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 以72%的产率得到Furazan-3,4-diol
  参考文献：
  名称：

  Sheremetev; Kharitonova; Mantseva, Russian Journal of Organic Chemistry, 1999, vol. 35, # 10, p. 1525 - 1537

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二氨基呋扎 在 hypofluorous acid acetonitrile complex 作用下， 以 乙腈 为溶剂， 生成 3,4-dinitrofurazan
  参考文献：
  名称：

  使用 HOF • MeCN 高效合成硝基呋喃

  摘要：

  次氟酸HOF•MeCN的乙腈络合物被发现是一种有效的氧化剂，可将氨基呋喃转化为呋喃硝基。

  DOI：

  10.1007/s11172-022-3594-z

文献信息

• Synthesis of secondary and tertiary aminofurazans
  作者：A. B. Sheremetev、V. G. Andrianov、E. V. Mantseva、E. V. Shatunova、N. S. Aleksandrova、I. L. Yudin、D. E. Dmitriev、B. B. Averkiev、M. Yu. Antipin

  DOI：10.1023/b:rucb.0000035644.16331.f0

  日期：2004.3

  Reactions of nitrofurazans with primary and secondary amines were studied. Conditions were found which allow the efficient replacement of the nitro group with these nucleophiles. Transformations of the amidoxime fragment, which is bound to the furazan ring and contains an amino substituent, enable one to substantially expand the spectrum of polyfunctional derivatives. The structures of the amines synthesized were studied by X-ray diffraction analysis.
• ——
  作者：A. B. Sheremetev、V. O. Kulagina、I. A. Kryazhevskikh、T. M. Melnikova、N. S. Aleksandrova

  DOI：10.1023/a:1020931511013

  日期：——

  The reactions of 3-nitro-4-R-furazans with ammonia were studied. The effect of the substituent R on the specific features of the nucleophilic substitution reaction observed was considered. The nitro group attached to the furazan ring can act as both the leaving group and the activating group facilitating the displacement of the second substituent (for example, OR' or N(NO2)R').
• Synthesis of fluorofurazans
  作者：Aleksei B. Sheremetev、Natal’ya S. Aleksandrova、Dmitrii E. Dmitriev

  DOI：10.1070/mc2006v016n03abeh002325

  日期：2006.1

  Furazans bearing fluoro atoms are easily obtained by nucleophilic displacement of a nitro group at the furazan ring upon treatment with TEAHF in a solution of [BMIM] [BF4].
• New functionalized aminofurazans as potential antimitotic agents in the sea urchin embryo assay
  作者：Aleksei B. Sheremetev、Dmitrii E. Dmitriev、Nataliya K. Lagutina、Mikhail M. Raihstat、Alex S. Kiselyov、Marina N. Semenova、Natalie N. Ikizalp、Victor V. Semenov

  DOI：10.1016/j.mencom.2010.05.002

  日期：2010.5

  A series of new furazan (1,2,5-oxadiazole) derivatives based on structural overlap with combretastatin have been synthesized. Targeted molecules were evaluated using the sea urchin embryo assay; several agents demonstrated 1-4 mu mol dm(-3) antiproliferative activity in this in vivo model.
• Qiu, Shaojun; Ge, Zhongxue; Jiang, Jun, Asian Journal of Chemistry, 2012, vol. 24, # 4, p. 1453 - 1455
  作者：Qiu, Shaojun、Ge, Zhongxue、Jiang, Jun、Guo, Tao、Lian, Peng、Gan, Xiaoxian

  DOI：——

  日期：——