Synthesis, Characterisation, and in Vitro Antibacterial Evaluation of a New Class of 2-substituted-4-methyl-7, 8-dihydro-5H-pyrimido[4, 5-d]thiazolo[3, 2-a] Pyrimidines. (October 2016)

• Record Type: Journal Article
• Authors: Etemadi, Yasaman; Shiri, Ali; Eshghi, Hossein; Akbarzadeh, Marzieh; Saadat, Kayvan; Mozafari, Sarinasadat; Beyzaei, Hamid; Moghaddam-Manesh, Mohammadreza
• Is Part Of: Journal of chemical research. Volume 40:Number 10(2016)
• Page Start: 600
• Page End: 603
• Publication Date: 2016-10
• Subjects: heterocyclisation -- pyrimido[4, 5-d]thiazolo[3, 2-a]pyrimidine -- DFT -- Fukui indices -- antibacterial evaluation; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751916X14737838285904
• Languages: English
• ISSNs: 1747-5198

Abstract

The reaction of 2, 4-dichloro-5-(chloromethyl)-6-methylpyrimidine with 4, 5-dihydrothiazol-2-amine in chloroform led to the formation of 2-chloro-4-methyl-7, 8-dihydro-5H-pyrimido[4, 5-d]thiazolo[3, 2-a]pyrimidine (3). The true structure of the target compound was confirmed by density functional theory calculations of condensed Fukui indices. The substitution of the 2-Cl function in compound 3 with different secondary amines yielded 2-substituted-4-methyl-7, 8-dihydro-5H-pyrimido[4, 5-d]thiazolo[3, 2-a]pyrimidines in good yields. The assigned products were tested for their potential antibacterial activity and the results indicated that a few derivatives are valuable compounds with great potential to be used as antibacterial agents.