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Biodegradable ionic liquids (BDILs) have immense importance in medicinal chemistry and pharmaceutical industries due to their biodegradable nature. The interaction of antidepressant drug (AD) i.e., promazine hydrochloride (PHC) with novel synthesized BDILs i.e., 1-(2-(octylamino)-2-oxoethyl)pyridin-1-ium bromide (OAOEPB) and 4-((hydroxyimino) methyl)-1-(2-(octylamino)-2-oxoethyl)pyridin-1-ium (HIMOAOEPB) bromide has been studied by using various spectroscopic techniques viz UV-vis, fluorescence and FTIR. A variety of interaction parameters viz binding constant (Ka), Stern-Volmer constant (Ksv), and thermodynamic parameter like Gibb's free energy changes (∆GBinding) have been evaluated at room temperature. The observed results show significant changes in the spectral intensities of drug on the addition of BDILs. Highest binding affinity and most promising activity are shown by BDILS HIMOAOEPB than compared to OAOEPB. FTIR spectral analysis on BDIL-drug interactions was also performed in the wave number range up to 400-4000 cm−1.