Development of novel cyclohexanecarboxamido hydrazones: synthesis, characterization, and functional group tolerance
Cyclohexanecarboxamido hydrazones constitute a promising new class of therapeutic candidates exhibiting notable antioxidant, antibacterial, anticancer, and anti-inflammatory activities.In contrast to conventional hydrazones, these compounds combine the versatile hydrazone pharmacophore with a drug-like cyclohexyl amide moiety, a structural feature that may improve bioavailability, metabolic stability, and overall therapeutic performance.This study shows that, a series of sixteen novel derivatives.2-(1-(4chlorophenyl)cyclohexane-carboxamido)-N-arylidenoacetohydrazides (8a-8p), were synthesized through a sixstep pathway starting from 2-(4-chlorophenyl)acetic acid.The key hydrazide intermediate was condensed with various substituted aromatic aldehydes, affording the target hydrazones in good to excellent yields (72-86%).Structures of all compounds were confirmed by 1 H NMR, 13 C NMR, IR, LC-MS, and elemental analysis.The synthetic methodology demonstrated broad functional group tolerance, thus providing a reliable platform for generating structurally diverse analogues in consistently high yields.
Authors
- Maheswara Rao Gokada
- Hari Babu Bollikolla (ORCID: https://orcid.org/0000-0003-1308-391X)
- Madhuri Pulagam
- Suribabu Pachipala
Publication Details
- Journal
- Organic Communications
- Published
- 2025-09-29
- DOI
- https://doi.org/10.25135/acg.oc197.2507-3584
- Primary Topic
- Synthesis and Characterization of Heterocyclic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00