The current examine investigated the prepared biodegradability of naturally occurring and nature-inspired pyridinium cations for the design of greener or sustainable ionic liquids (ILs). Our outcomes confirmed that trigonelline ([C1COOHPy][Cl]) and 1-methylnicotinamide ([C1CONH2Py][I]) had been fully mineralizable and non-toxic underneath the situations of the Closed Bottle Check (CBT), whereas [C1CONH2Py][I] was readily biodegradable. In distinction, the nicotinium buildings, 1-methylnicotinium and 1,1′-dimethylnicotinium, had been biologically persistent however non-toxic to the inoculum, whereas S-nicotine itself was recognized as readily biodegradable. The biodegradability of those pyridinium buildings was in contrast with that of the industrial pyridinium ILs [C1Py][PF6] and [C2Py][Br] having quick alkyl residues. Whereas [C2Py][Br] demonstrated solely partial however not final biodegradation, [C1Py][PF6] was proven to be readily biodegradable within the CBT. HRMS confirmed the biodegradation outcomes. The outcomes additionally confirmed the detrimental affect of quick alkyl residues on biodegradability. Based mostly on the outcomes, new extremely biodegradable and non-toxic pyridinium ILs may be designed to restrict the buildup of persistent ILs within the aquatic atmosphere. Furthermore, since a few of our pyridinium buildings and all their pyridine precursors may be remoted both from renewable sources or waste supplies, ILs primarily based on [C1COOHPy][Cl], [C1CONH2Py][I] and [C1Py][PF6] as cationic scaffolds will also be known as sustainable ILs if the anion fulfills the standards too. Moreover their physicochemical and environmental properties, using such methylated pyridinium blocks gives the chance for biotechnological synthesis utilizing S-adenosyl methionine because the methyl donor catalyzed by N-methyltransferases and subsequently the avoidance of generally used carcinogenic methylating brokers reminiscent of iodomethane or dimethyl sulfate. Thus, the synthesis of those ILs may be improved in direction of sustainability and the rules of Inexperienced Chemistry (e.g., 3rd much less hazardous chemical synthesis, 9th catalysis, and 12th inherently safer chemistry for accident prevention) and an inherently safer pathway to ILs may be created.