Synthesis of 6-Substituted 3(H)-Quinazolin-4-Ones and Their Antimicrobial Activity

被引:4
作者
Ziyadullaev, Mirjalol [1 ]
Karimov, Rikhsiboy [1 ]
Abdurazakhov, Asqar [1 ]
Parmanov, Asqar [2 ]
Sasmakov, Sobirdjan [1 ]
Abdurakhmanov, Jaloliddin [1 ]
Eshboev, Farkhod [1 ]
Azimova, Shakhnoz [1 ]
机构
[1] Acad S Yu Yunusov Inst Chem Plant Subst, M Ulugbek Str 77, Tashkent 100170, Uzbekistan
[2] Natl Univ Uzbekistan, Fac Chem, Vuzgorodok Str 4, Tashkent 100174, Uzbekistan
关键词
3(H)-quinazolin-4-one; nitration; reduction; acylation; antimicrobial activity; QUINAZOLIN-4(3H)-ONES;
D O I
10.1007/s11094-023-02892-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Three-step synthesis of 6-amino-3(H)-quinazolin-4-ones has been performed. Initially, the condensation of 3(H)-quinazolin-4-one was carried out in the presence of anthranilic acid and formamide in a 1:3 ratio. Then, hydrogen atom in state 6 of the resulting 3(H)-quinazolin-4-one was replaced by nitro group using a nitriding compound and 6-nitro-3(H)-quinazolin-4-one reduction was performed using SnCl2 center dot 2H(2)O as a reducing agent. Acylation reactions were accomplished on the synthesized 6-amino-3(H)-quinazolin-4-one. The structures of synthesized compounds were determined based on their IR and H-1 NMR spectra. The obtained compounds were evaluated for antibacterial and antifungal activities by the agar disk diffusion test. The results indicated that 6-nitro-3(H)-quinazolin-4-one exhibited remarkable antibacterial activity against Bacillus subtilis, Staphylococcus aureus and Escherichia coli bacterial strains.
引用
收藏
页码:373 / 377
页数:5
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