Green synthesis,molecular docking and pharmacological evaluation of new triazolo-thiadiazepinylcoumarine derivatives as sedative-hypnotic scaffold

4-Amino-5-mercapto-4H-1,2,4-triazole derivative 1 was used as a key intermediate for the preparation of 1,2,4-triazolo[3,4-b][1,3,4]thiadiazepine derivatives 5a-d , 12a-g , and 16 via reactions with the appropriate chalcones 2a-d , α,β-unsaturated carbonitrile derivatives 9a-g and 13 , respectively. The identity of the synthesized compounds was elucidated via their spectral data and elemental analysis. Moreover, the sedative-hypnotic activity of the newly synthesized compounds were evaluated and showed excellent activities especially compounds 12b , 12f , and 16 . Also, their structure activity relationship (SAR) was clearly demonstrated and showed that the electron-donating groups enhance activities while electron-withdrawing groups decrease activities. The molecular docking of the most active derivative 16 against γ-amino butyric acid (GABA) receptor was performed by the MOE 2014 0901program. The acquired outcomes demonstrated that the most active compounds could be a helpful model for future structure, adjustment, and examination to build more active analogs.