Luminescence active 9–Anthracenealdehyde functionalized multichannel chemosensors, TMA ((9−(2,6–dichloro–4–trifluoromethyl phenyl hydrazono)methyl)) anthracene) followed by BMA ((9−(1,3–benzothiazol–2–ylhydrazono)methyl) anthracene) have been explored herein, with an eye to ppb level recognition of CN− in semi–aqueous medium. The premeditated incorporation of more dissociable –NH proton in BMA enhanced its sensitivity towards CN− with an improved detection limit of 15 ppb, enlightening the next generation approach towards the development of advanced CN− selective chemosensors. The formation and structures of the chemsosensors were well–affirmed from the ESI–MS, FT–IR, NMR spectra and SCXRD analyses, whereas the sensing efficiencies were asserted by UV–Vis, photoluminescence, cyclic voltammetry, FT–IR and 1H–NMR titration studies. In addition, the wet–chemical analyses were further substantiated with the help of theoretical calculations. Nevertheless, both the chemosensors represented excellent efficacy to formulate Hg2+ mediated three input logic gate mimic ensembles as well as effectual in vitro CN− recognition proficiencies, unveiling worthwhile real–world applications of the sensory probes. Moreover, the CN− concentration dependent colorimetric alterations of BMA instigated to develop sensor coated paper strip and polymeric film, which further introduced it as a sustainable contender in the domain of on–field emerging contaminant recognition.