Hydrazone linkers are by far the smallest and most versatile cleavable linkers that have been utilised in ADC and related applications. Hydrazone linkers owe their popularity to their stability under physiological conditions i.e. pH ~ 7.4 and 37 °C, and their lability inside the cells. In other words, the blood is mildly alkaline i.e. pH 7.36 -7.44, which promotes stabilisation of the hydrazone moiety in the systemic circulation; on the other hand, intracellular conditions, in particular, that of lysosomes and endosomes i.e. pH 6.5 -4.5 promote hydrolytic hydrazone cleavage. Although, hydrazone linkers have proved extremely effective in ADC design, their utilisation is more complex in the context of antimicrobials, in particular, antibacterial drug conjugates, as the pertinent bacterial pH values can vary from very acidic i.e. acidophiles, to highly basic alkaliphilic bacteria. It has, however, been shown that most pathogenic bacteria better thrive in moderately acidic conditions i.e. pH ~ 4.0 -6.0, under which the hydrazone linkers are unstable. To this end, various antibacterial drug conjugates featuring hydrazone linkers have been explored, in particular, for antitubercular agents. In recognition of the above, the design and synthesis of a series of novel nitrofuranyl indole carboxylate (NInC) heterodimers featuring a hydrazone linker, as depicted in Fig. was initially pursued, in the fight against everincreasing antibacterial resistance.