四唑钠 | 13440-29-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 四唑钠
• 英文名称: sodium tetrazolate
• 英文别名: sodium;1,2,3-triaza-4-azanidacyclopenta-2,5-diene
• CAS: 13440-29-4
• 化学式: CHN₄*Na
• 分子量: 92.0355
• InChiKey: LETDDKASAHWJSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.17
• 重原子数：
  6
• 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：
  39.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  silver nitrate 、 四唑钠 以 水 为溶剂， 反应 0.17h， 以98.1%的产率得到Silver;1,2,3-triaza-4-azanidacyclopenta-2,5-diene
  参考文献：
  名称：

  Dancing with 5-substituted monotetrazoles, oxygen-rich ions, and silver: towards primary explosives with positive oxygen balance and excellent energetic performance

  摘要：

  展示了基于ECP的两种具有正氧平衡（基于CO2）的初级炸药的例子，分别为[Ag5NT4NO3]n和[Ag5NT4ClO4]n。

  DOI：

  10.1039/c8ta12506f
• 作为产物：
  描述：

  四氮唑 在 sodium hydroxide 作用下， 以 水 为溶剂， 以93%的产率得到四唑钠
  参考文献：
  名称：

  1H-四唑氯化合成5-氯四唑钠二水合物的合成与表征

  摘要：

  开发了一种方便、简单的后处理程序和低成本的氯化方法，通过用次氯酸钠溶液氯化自行制备的 1H-四唑来制备 5-氯四唑钠二水合物。研究了几种有机萃取溶剂和因素（原料比、反应温度和反应时间）以优化氯化过程的操作条件。这些产品通过 1H 和 13C NMR 光谱、振动光谱 (IR)、质谱 (MS) 和单晶 X 射线衍射进行了表征。此外，通过差示扫描量热法 (DSC) 和热重分析 (TG) 研究和比较了所得 5-氯四唑酸钠二水合物和四唑酸钠一水合物的热行为。结果表明，最佳氯化条件为原料化学计量比为1：12：12（1H-四唑：次氯酸钠溶液：乙酸溶液），反应温度为55℃，反应时间为6h，得到92.76% 的收率；此外，就产量和毒性而言，丙酮被确定为最佳提取溶剂。晶体数据：四唑酸钠，斜方晶系，Pmc2(1), a = 5.847(4), b = 5.605(3), c = 6.387(4) A, V = 209

  DOI：

  10.1002/zaac.201400486
• 作为试剂：
  描述：

  2-amino-N-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-4-fluorobenzamide 在 盐酸 、 四唑钠 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  New Azole Antifungals. 3. Synthesis and Antifungal Activity of 3-Substituted-4(3H)-quinazolinones

  摘要：

  A series of azole antifungal agents featuring a quinazolinone nucleus have been subjected to studies of structure-activity relationships. In general, these compounds displayed higher in vitro activities against filamentous fungi and shorter half-lives than the structures described in our preceding paper. The most potent products in vitro carried a halogen (or an isostere) at the 7-position of the quinazolinone ring. Using a murine model of systemic candidosis, oral activity was found to be dependent on hydrophobicity, which, in turn, modulated the compound's half-life. The 7-Cl derivative, (1R,2R)-7-chloro-3-[2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]quinazolin-4(3H)-one (20, UR-9825), was selected for further testing due to its high in vitro activity, low toxicity, good pharmacokinetic profile, and ease of obtention. Compound 20 is the (1R,2R) isomer of four possible stereoisomers. The other three isomers were also prepared and tested. The enantiomer (1S,2S) and the (LR,BS) epimer were inactive, whereas the (1S,2R) epimer retained some activity. In vitro 20 was superior to fluconazole, itraconazole, SCH-42427, and TAK-187 and roughly similar to voriconazole and ER-30346. In vivo, 20 was only moderately active in a mouse model of systemic candidosis when administration was limited to the first day. This was attributed to its short half-life in that species (t(1/2) = 1 h po). Protection levels comparable to or higher than those of fluconazole, however, were observed in systemic candidosis models in rat and rabbit, where the half-life of the compound was found to be 6 and 9 h, respectively. Finally, 20 showed excellent protection levels in an immunocompromised rat model of disseminated aspergillosis. The compound showed low toxicity signs when administered to rats at 250 mg/kg qd or at 100 mg/kg bid during 28 days.

  DOI：

  10.1021/jm9707277

文献信息

• Pd0-Catalyzed Methyl Transfer on Nucleosides and Oligonucleotides, Envisaged as a PET Tracer
  作者：Damien James、Jean-Marc Escudier、Magali Szlosek-Pinaud、Eric Fouquet

  DOI：10.3390/molecules181113654

  日期：——

  The methyl transfer reaction from activated monomethyltin, via a modified Stille coupling reaction, was studied under “ligandless” conditions on fully deprotected 5'-modified nucleosides and one dinucleotide. The reaction was optimized to proceed in a few minutes and quantitative yield, even under dilute conditions, thus affording a rapid and efficient new method for oligonucleotide labelling with carbon-11.

  研究了通过改良的Stille偶联反应，在完全去保护的5'-修饰核苷和一种二核苷酸上，在“无配体”条件下进行的活化单甲基锡的甲基转移反应。该反应被优化至仅需几分钟并可获得定量产率，即使在稀释条件下亦是如此，从而提供了一种快速高效的新方法用于碳-11标记的寡核苷酸制备。
• METALLOENZYME INHIBITOR COMPOUNDS
  申请人：Hoekstra William J.

  公开号：US20120329802A1

  公开（公告）日：2012-12-27

  The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.

  这项即时发明描述了具有金属酶调节活性的化合物，以及治疗由这些金属酶介导的疾病、疾病或症状的方法。
• Microwave alkylation of lithium tetrazolate
  作者：Danny Müller、Christian Knoll、Peter Weinberger

  DOI：10.1007/s00706-016-1867-7

  日期：2017.1

  ABSTRACT: N1-substituted tetrazoles are interesting ligands in transition metal coordination chemistry, especially in the field of spin crossover. Their synthesis is performed in most cases according to the Franke-synthesis, using a primary amine as reagent introducing the substitution pattern. To enhance flexibility in means of substrate scope, we developed a new protocol based on alkylation of lithium

  摘要：在过渡金属配位化学中，N1取代的四唑是有趣的配体，特别是在自旋交联领域。在大多数情况下，它们的合成是根据弗兰克合成法进行的，使用伯胺作为引入取代模式的试剂。为了提高底物范围的灵活性，我们开发了一种新的协议，该协议基于四唑酸锂与烷基溴的烷基化。通过使用高纯四唑酸锂和30％（体积）乙醇水溶液作为溶剂，成功抑制了烷基化过程中四唑的N1-N2异构现象，得到了纯的N1取代产物。通过选择不同的底物证明了该反应的可行性。图形概要：
• 7-substituted-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid
  申请人：SynPhar Laboratories, Inc.

  公开号：US05342846A1

  公开（公告）日：1994-08-30

  Substituted quinoline compounds and intermediates thereto, processes for producing those compounds and intermediates, pharmaceutical compositions using those compounds, methods for treating bacterial infections using those compounds, and methods for disinfecting using those compounds.

  取代喹啉化合物及其中间体，生产这些化合物和中间体的过程，使用这些化合物的药物组合物，使用这些化合物治疗细菌感染的方法，以及使用这些化合物进行消毒的方法。
• Synthesis and muscarinic activities of quinuclidin-3-yltriazole and -tetrazole derivatives
  作者：Harry J. Wadsworth、Sarah M. Jenkins、Barry S. Orlek、Frederick Cassidy、Michael S. G. Clark、Frank Brown、Graham J. Riley、Diane Graves、Julie Hawkins、Christopher B. Naylor

  DOI：10.1021/jm00085a016

  日期：1992.4

  The synthesis of 15 methyl or unsubstituted 1,2,3-triazoles, 1,2,4-triazoles, and tetrazoles additionally substituted with a 1-azabicyclo[2.2.2]octan-3-yl group is described. The potency and efficacy of these compounds as muscarinic ligands were determined in radioligand binding assays using [3H]oxotremorine and [3H]quinuclidinyl benzilate. Potency and efficacy were found in compounds in which the

  描述了另外被1-氮杂双环[2.2.2] octan-3-基取代的15个甲基或未取代的1,2,3-三唑，1,2,4-三唑和四唑的合成。这些化合物作为毒蕈碱配体的效力和功效是在放射性配体结合测定中使用[3H]氧代苯甲酸和[3H]奎宁环烷基苯磺酸盐测定的。在其中唑部分通过碳原子或氮原子连接至氮杂双环的化合物中发现了效力和功效。计算了C链和新型N链化合物的静电势图。确定了相对于氮杂双环的静电最小值的位置和深度与化合物的效力和功效之间的关系。