Green and Tandem Synthesis of Heterocyclic α,α’-Dibromocycloamides and Their Target Predictions and ADMET Analysis

Abstract

Oxy-bromination of cyclic amines to corresponding α,α’-dibromocycloamide(s) using bromide-bromate couple in aqueous acetic acid and at 60 °C (oil bath) is presented in the current work. A various types of cyclic amines were successfully oxybrominated during this work. Separation of the desired product by filtration therefore avoiding need of column chromatography, use of bromide-bromate couple as safe and stable source of oxy-bromination agent, mild reaction conditions and so on are the merits of the present research method. In silico ADMET and target prediction studies indicated that novel α,α’-dibromocycloamides possess satisfactory pharmacokinetic and pharmacodynamic profiles. The identified therapeutic targets provided a foundation for developing optimized molecules targeting therapeutically significant classes. The HOMO-LUMO energy calculations of the molecules using DFT method showed that Mole 3 and Mole 4 exhibited low gap energy and demonstrated high reactivity. However, Mole 5, Mole 6, Mole 7 and Mole 9 were found with high gap energy, thereby producing less reactivity or high stability. The high reactive molecules could be potential lead molecules which can interact efficiently with the drug targets. However, further experimental studies (in vitro/in vivo) are necessary to gain deeper insights into the pharmacological activities of these compounds.