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

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
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article

Development of novel cyclohexanecarboxamido hydrazones: synthesis, characterization, and functional group tolerance

Maheswara Rao Gokada, Hari Babu Bollikolla, Madhuri Pulagam, Suribabu Pachipala
Organic Communications
Synthesis and Characterization of Heterocyclic Compounds
article

Development of novel cyclohexanecarboxamido hydrazones: synthesis, characterization, and functional group tolerance

Maheswara Rao Gokada, Hari Babu Bollikolla, Madhuri Pulagam, Suribabu Pachipala
article en

Abstract

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.

Organic Communications(3)
Openalex Percentile: Top 80%
Synthesis and Characterization of Heterocyclic Compounds
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Development of novel cyclohexanecarboxamido hydrazones: synthesis, characterization, and functional group tolerance — Maheswara Rao Gokada, Hari Babu Bollikolla, et al. · Organic Communications (2025) | TGRS Research Map | TGRS