Novel, Achiral 4‑Nitroimidazole Compounds with Potent Antitubercular Activity.

ABSTRACT: 4-Nitroimidazole compounds (delamanid and pretomanid) have been approved for the treatment of both drug-susceptible and drug-resistant forms of tuberculosis. Besides toxicity reported for these compounds, they are chiral molecules which must be separated into pure forms; thus reducing synthetic accessibility. Herein, we report the syntheses of easily accessed achiral 4-nitroimidazoles. These compounds were tested in vitro for antitubercular and cell toxicity properties. While 4-nitroimidazoles derivatized with hydrazide were generally inactive, replacing the hydrazide with tetrazole generally led to compounds with potent antitubercular activity. A good number of 4-nitroimidazole incorporating tetrazole compounds exhibited potent antitubercular activity, with two of them (7e, 0.24 μM

SUBMITTER: Matlala TB 

PROVIDER: S-EPMC12902987 | biostudies-literature | 2026 Feb

REPOSITORIES: biostudies-literature