Department of Chemistry, Aligarh Muslim University, Aligarh, India.
Bioorg Med Chem Lett. 2010 Mar 15;20(6):1933-8. doi: 10.1016/j.bmcl.2010.01.126. Epub 2010 Feb 1.
The long-chain alkenoic acid hydrazides (1a-d) on reaction with phenylisocyanate and phenylthiocyanate gave their corresponding semicarbazides (2a-d) and thiosemicarbazides (4a-d), which on further refluxing with POCl(3) and Ac(2)O yielded corresponding 1,3,4-oxadiazoles (3a-d) and thiadiazoles (5a-d), respectively. The structure elucidation of synthesized compounds is based on the elemental analysis and spectral data (IR, (1)H NMR, (13)C NMR and MS). The synthesized oxadiazoles and thiadiazoles have been screened for antibacterial and antifungal activities. The investigation of antimicrobial screening revealed that compounds 3c, 3d, 5c, 5d and compounds 3b, 5b, showed good antibacterial and antifungal activities, respectively.
长链烯酸酰肼(1a-d)与异氰苯酯和异硫氰苯酯反应,得到相应的半卡巴肼(2a-d)和硫代半卡巴肼(4a-d),这些化合物进一步与三氯氧磷(POCl(3))和乙酸酐(Ac(2)O)回流,分别生成相应的 1,3,4-恶二唑(3a-d)和噻二唑(5a-d)。合成化合物的结构基于元素分析和光谱数据(IR、(1)H NMR、(13)C NMR 和 MS)进行了阐明。合成的恶二唑和噻二唑已被筛选用于抗菌和抗真菌活性。抗菌和抗真菌活性筛选研究表明,化合物 3c、3d、5c、5d 和化合物 3b、5b 具有良好的抗菌和抗真菌活性。