ethyl 1-(4-aminofurazan-3-yl)-5-methyl-1H-[1,2,3]triazole-4-carboxylate | 314032-02-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: ethyl 1-(4-aminofurazan-3-yl)-5-methyl-1H-[1,2,3]triazole-4-carboxylate
• 英文别名: 1-(4-aminofurazan-3-yl)-5-methyl-1H-[1,2,3]triazole-4-carboxylate ethyl ester；ethyl 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyl-1H-1,2,3-triazole-4-carboxylate；ethyl 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyltriazole-4-carboxylate
• CAS: 314032-02-5
• 化学式: C₈H₁₀N₆O₃
• mdl: MFCD00748074
• 分子量: 238.206
• InChiKey: KYZMFTONAWIHRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 1-(4-aminofurazan-3-yl)-5-methyl-1H-[1,2,3]triazole-4-carboxylate 在 sode de l'acide trichloroisocyanurique 、 溶剂黄146 作用下， 反应 1.0h， 以91%的产率得到4,4'-azobis-3,3'-(4-ethoxycarbonyl-5-methyl-1H-1,2,3-triazol-1-yl)-1,2,5-oxadiazole
  参考文献：
  名称：

  通过相应胺的氧化和重氮化合成 (4-R1-5-R2-1,2,3-三唑-1-基)-1,2,5-恶二唑的硝基、亚硝基、偶氮和叠氮衍生物

  摘要：

  硝基-、亚硝基-和偶氮-1,2,5-恶二唑具有 4-R1-5-R2-1,2,3-三唑-1-基取代基是通过氨基-(1,2,3 -triazol-1-yl)-1,2,5-恶二唑（氨基三唑基呋喃）。叠氮-1,2,5-恶二唑是通过氨基（三唑基）呋咱的重氮化然后用叠氮化钠处理重氮盐来制备的。根据取代基和试剂的性质，三唑基呋喃唑可以发生破坏，得到氨基-R-呋喃（R = NO2，N3，氨基呋咱基），氨基由三唑环形成。

  DOI：

  10.1007/s11172-006-0058-9
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 4-azido-1,2,5-oxadiazol-3-amine 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.25h， 以91%的产率得到ethyl 1-(4-aminofurazan-3-yl)-5-methyl-1H-[1,2,3]triazole-4-carboxylate
  参考文献：
  名称：

  Azido-1,2,5-oxadiazoles in reactions with 1,3-dicarbonyl compounds

  摘要：

  The 1,3-dipolar cycloaddition of azido-1,2,5-oxadiazoles (azidofurazans) to dicarbonyl compounds was studied, and a new procedure for the synthesis of 4-R-3-(4-R-1-5-R-2-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles was proposed.

  DOI：

  10.1070/mc2002v012n04abeh001589

文献信息

• Synthesis of 3-nitramino-4-(1H-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles and their salts
  作者：V. Yu. Rozhkov、L. V. Batog、M. I. Struchkova

  DOI：10.1007/s11172-011-0255-z

  日期：2011.8

  with a mixture of NaNO3 and conc. H2SO4 gave for the first time triazolylfurazans with a primary nitramino group attached to the furazan ring. If the starting amino(triazolyl)-furazan contains an aromatic substituent, the latter also undergoes nitration under the conditions studied. Some of these nitramines were converted into salts (K, Na, and NH4).

  3-amino-4-(1H-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles (3-amino-4-triazolylfurazans) 用 NaNO3 和浓的混合物进行硝化。H2SO4 首次得到三唑基呋喃唑类，其中伯硝基氨基连接到呋咱环上。如果起始氨基（三唑基）-呋咱含有芳香族取代基，后者也会在所研究的条件下进行硝化。其中一些硝胺被转化为盐类（K、Na 和 NH4）。
• Synthesis of 1,2,4-oxadiazole-, pyrrole- and 1,2,3-triazole-substituted (1,2,3-triazol-1-yl)furazans
  作者：Vladimir Yu. Rozhkov、Lyudmila V. Batog、Marina I. Struchkova

  DOI：10.1016/j.mencom.2008.05.017

  日期：2008.5

  The synthesis of tricyclic compounds with hitherto unknown combinations of heterocycles (1,2,3-triazol-1-yl)-1,2,5-oxadiazoles with 1,2,4-oxadiazol-3-yl, pyrrol-1-yl or 1,2,3-triazol-1-yl substituents at the furazan ring, was developed by interaction of corresponding substituted azidofurazans with 1,3-dicarbonyl compounds, and pyrrolyl derivatives were also synthesised by condensation of amino(1,2,3-triazol-1-yl)furazans with 2,5-dimethoxytetrahydrofuran.
• Sensitized Detection of Inhibitory Fragments and Iterative Development of Non-Peptidic Protease Inhibitors by Dynamic Ligation Screening
  作者：Marco Florian Schmidt、Albert Isidro-Llobet、Michael Lisurek、Adeeb El-Dahshan、Jinzhi Tan、Rolf Hilgenfeld、Jörg Rademann

  DOI：10.1002/anie.200704594

  日期：2008.4.14

  A potential anti‐SARS drug has been developed by dynamic ligation screening (DLS), by which nucleophilic fragments are directed to the protein's active site by reversible reaction with an aldehyde inhibitor. Their inhibitory effect is detected by competition with a fluorogenic enzyme substrate. With this concept, low‐affinity fragments binding specifically to the active site are quickly identified in a functional enzyme assay.
• METHOD OF INDUCING NEGATIVE CHEMOTAXIS
  申请人：Goodhew Erica Brook

  公开号：US20100093747A1

  公开（公告）日：2010-04-15

  The current invention is directed to methods of inducing the negative chemotaxis of a migratory cell comprising contacting the cell with a compound having the Formula (I), (II), (III) or (IV).
• [EN] SITE-DIRECTED HIGH THROUGHPUT SCREENING<br/>[FR] CRIBLAGE HAUT DÉBIT DIRIGÉ
  申请人：FORSCHUNGSVERBUND BERLIN EV

  公开号：WO2009068321A1

  公开（公告）日：2009-06-04

  The present invention relates to the identification of binder compounds for a certain target by a site-directed screening method, whereby the binding of a compound can be detected in a parallel detection assay. The invention also relates to the modification of these compounds as well as the use in a pharmaceutically acceptable form.