Chemistry of new dimethyl-benzo,-1,3,6-oxadiazepine and 1,3,5-triazepine derivatives as anticancer agents

ABSTRACT

A series of novel substituted 2,4-dimethyl-benzo[f][1,3,5] triazepine, such as 2-thioxopyrimidinone(4), 2-oxopyridine-3-carbonitrile(6), benzamide(8), N’-(6-oxopyrimidine)benzohydrazide(10), 1-(4-(1,3,4-oxadiazole)thiophene)ethan-one(12), 1-(4-methylthiophene-3-carbonyl)pyrazolidine-dione(14), 1-(4-(pyrazole-carbonyl)-3-methylthiophene)ethanone(16), ethyl dimethylthieno[2,3-b]pyridine-2-carboxylate (18), and 2-thioxo-thieno[2,3-d]pyrimidinone(20) derivatives, were synthesized from 2,4-dimethyl benzo[d] [1,3,6] oxadiazepine (2). The structures of these newly synthesized compounds were established on the basis of their spectral data and elemental analysis. These compounds were also screened for their anti-tumor activities. Some of the prepared compounds showed promising activities for example; benzotriazepine, thienopyrimidine, oxadiazole, and thiophene moiety displayed cytotoxic activity.

GRAPHICAL ABSTRACT

KEYWORDS:

• 1,3,5-Triazepine
• 1,3,6-oxadiazepine
• benzamide
• benzohydrazide
• cytotoxic activity
• pyrazolidine
• pyrimidinone

Acknowledgments

The authors would like to thank Professor Dr. Farid Abd-Elraheem Badria (Department of Pharmacognosy, Faculty of Pharmacy and Mansoura University 35516, Egypt) for performing the biological activity tests.

Additional information

Funding

The presented work was supported by the Department of Photochemistry (Heterocyclic unit); Chemical Industries Research Division, National Research Centre in Cairo, Egypt.