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1,3,4-𫫇二唑

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1,3,4-𫫇二唑
IUPAC名
1,3,4-Oxadiazole
1,3,4-𫫇二唑
识别
CAS号 288-99-3
PubChem 97428
ChemSpider 87937
SMILES
 
  • C1=NN=CO1
性质
化学式 C2H2N2O
摩尔质量 70.05 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

1,3,4-𫫇二唑是一种含杂环化合物,是𫫇二唑的四种异构体之一。[1][2]

衍生物

1,3,4-𫫇二唑本身在有机化学中并不常用,但它的许多衍生物很重要。例如,拉替拉韦是一种含有1,3,4-𫫇二唑环的HIV药物。其他含有1,3,4-𫫇二唑环的药物包括酚二唑齐泊腾坦硫达唑嗪

1,3,4-𫫇二唑衍生物可以通过多种方式合成。[3]一种途径是在存在下氧化四唑[4]类似地,四唑与酰氯反应生成𫫇二唑。[5]这两种方法都涉及N2的释放。

参见

参考资料

  1. ^ PubChem. 1,3,4-Oxadiazole. pubchem.ncbi.nlm.nih.gov. National Center for Biotechnology Information, U.S. National Library of Medicine. [2019-07-22]. (原始内容存档于2023-05-12) (英语). 
  2. ^ Bala, Suman; Kamboj, Sunil; Kajal, Anu; Saini, Vipin; Prasad, Deo Nanadan. 1,3,4-Oxadiazole Derivatives: Synthesis, Characterization, Antimicrobial Potential, and Computational Studies. BioMed Research International. 2014, 2014: 172791. PMC 4131560可免费查阅. PMID 25147788. doi:10.1155/2014/172791可免费查阅. 
  3. ^ 1,3,4-Oxadiazole synthesis. www.organic-chemistry.org. [2018-11-11]. (原始内容存档于2023-05-17). 
  4. ^ Wang, Liang; Cao, Jing; Chen, Qun; He, Mingyang. One-Pot Synthesis of 2,5-Diaryl 1,3,4-Oxadiazoles via Di-tert-butyl Peroxide Promoted Acylation of Aryl Tetrazoles with Aldehydes. The Journal of Organic Chemistry. 2015-04-17, 80 (9): 4743–4748. PMID 25860162. doi:10.1021/acs.joc.5b00207. 
  5. ^ Wong, Michael Y.; Krotkus, Simonas; Copley, Graeme; Li, Wenbo; Murawski, Caroline; Hall, David; Hedley, Gordon J.; Jaricot, Marie; Cordes, David B.; Slawin, Alexandra M. Z.; Olivier, Yoann; Beljonne, David; Muccioli, Luca; Moral, Monica; Sancho-Garcia, Juan-Carlos; Gather, Malte C.; Samuel, Ifor D. W.; Zysman-Colman, Eli. Deep-Blue Oxadiazole-Containing Thermally Activated Delayed Fluorescence Emitters for Organic Light-Emitting Diodes. ACS Applied Materials & Interfaces. 2018-09-07, 10 (39): 33360–33372. PMID 30192504. doi:10.1021/acsami.8b11136. hdl:10023/18433可免费查阅.