期刊
POLYCYCLIC AROMATIC COMPOUNDS
卷 42, 期 7, 页码 4487-4500出版社
TAYLOR & FRANCIS LTD
DOI: 10.1080/10406638.2021.1894185
关键词
Imidazo[1; 2-a]pyridine; malononitrile; thiosemicarbazide; phenacyl chloride; ammonium thiocyanate; antibacterial activity
资金
- Deanship of Scientific Research at Umm Al-Qura University [20UQU0039DSR]
A series of new 6,8-dichloro-imidazo[1,2-a]pyridine derivatives incorporating pyridine, thiazole, and pyrazole ring systems were synthesized and evaluated for their antibacterial potency. The results indicated that the imidazopyridine-thiazole hybrids exhibited remarkable antibacterial activities.
A series of new 6,8-dichloro-imidazo[1,2-a]pyridine derivatives incorporating pyridine, thiazole, and pyrazole ring systems was synthesized. The synthetic strategy of imidazopyridinyl-pyridine hybrids 2 and 3 involves one pot reaction of the precursor 3-acetyl-6,8-dichloro-2-methylimidazo[1,2-a] pyridine (1) with aldehydes, malononitrile, and/or ethyl cyanoacetate. Treatment of 1 with thiosemicarbazide and/or bromine followed by subsequent cyclization with ethyl bromoacetate, chloroacetone, phenacyl chloride, and/or thiourea was applied as synthetic routes for accessing the imidazopyridinyl-thiazole hybrids 5, 6, and 8-10. The reaction of 1 with dimethylformamide-dimethylacetal followed by subsequent treatment with hydrazine was employed to prepare the imidazopyridinyl-pyrazole motif 12. The antibacterial potency of these imidazopyridine hybrids has been evaluated against some model bacteria. The results indicated that the imidazopyridine-thiazole hybrids revealed remarkable antibacterial activities.
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