Synthesis of New (Pyrazol‐3‐yl)‐1,3,4‐oxadiazole Derivatives by Unexpected Aromatization During Oxidative Cyclization of 4,5‐Dihydro‐1<i>H</i>‐pyrazole‐3‐carbohydrazones and Their Biological Activities

Prathap, K. Jagadeesh; Himaja, M.; Mali, Sunil V.; Munirajasekhar, D.

doi:10.1002/jhet.1765

Cited by 10 publications

(2 citation statements)

References 20 publications

(13 reference statements)

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“…Jagadeesh et al. (2014) synthesized 2‐(4‐(4‐chlorophenyl)‐1H‐pyrazol‐3‐yl)‐5‐phenyl‐1,3,4‐oxadiazole 68 , when methyl 4‐(4‐chlorophenyl)‐4,5‐dihydro‐1H‐pyrazole‐3‐carboxylate 65 reacts with hydrazine hydrate 66 in the presence of methanol act as a solvent gives (E)‐N′‐benzylidene‐4‐(4‐chlorophenyl)‐4,5‐dihydro‐1H‐pyrazole‐3‐carbohydrazide 67 intermediate. This compound 67 further react with chloramine T gives a final product 68 with 64.9% yield (Method D) .…”

Section: Strategies For the Synthesis Of 134‐oxadiazole And Its Deriv...mentioning

confidence: 99%

Substrate‐based synthetic strategies and biological activities of 1,3,4‐oxadiazole: A review

Sharma,

Kumar,

Mazumder

et al. 2024

Chem Biol Drug Des

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The five‐membered 1,3,4‐oxadiazole heterocyclic ring has received considerable attention because of its unique bio‐isosteric properties and an unusually wide spectrum of biological activities. After a century since 1,3,4‐oxadiazole was discovered, its uncommon potential attracted medicinal chemist's attention, leading to the discovery of a few presently accessible drugs containing 1,3,4‐oxadiazole units, and a large number of patents have been granted on research related to 1,3,4‐oxadiazole. It is worth noting that interest in 1,3,4‐oxadiazoles' biological applications has doubled in the last few years. Herein, this review presents a comprehensive overview of the recent achievements in the synthesis of 1,3,4‐oxadiazole‐based compounds and highlights the major advances in their biological applications in the last 10 years, as well as brief remarks on prospects for further development. We hope that researchers across the scientific streams will benefit from the presented review articles for designing their work related to 1,3,4‐oxadiazoles.

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Section: Strategies For the Synthesis Of 134‐oxadiazole And Its Deriv...mentioning

confidence: 99%

Substrate‐based synthetic strategies and biological activities of 1,3,4‐oxadiazole: A review

Sharma,

Kumar,

Mazumder

et al. 2024

Chem Biol Drug Des

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show abstract

“…Compounds synthesized by Jagadeesh Prathap et al possessed good antitubercular activity than the standard drug pyrazinamide (PZA) (minimum inhibitory concentration [MIC] = 100 μg/ml) revealing the significance of combining another pharmacophore with oxadiazole moiety (Figure 6). [ 60 ]…”

Section: Introductionmentioning

confidence: 99%

Oxadiazole: A highly versatile scaffold in drug discovery

Desai

Monapara

Jethawa

et al. 2022

Archiv der Pharmazie

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As a pharmacologically important heterocycle, oxadiazole paved the way to combat the problem associated with the confluence of many commercially available drugs with different pharmacological profiles. The present review focuses on the potential applications of five-membered heterocyclic oxadiazole derivatives, especially 1,2,4-oxadiazole, 1,2,5-oxadiazole, and 1,3,4-oxadiazole, as therapeutic agents. Designing new hybrid molecules containing the oxadiazole moiety is a better solution for the development of new drug molecules. The designed molecules may accumulate a biological profile better than those of the drugs currently available on the market. The present review will guide the way for researchers in the field of medicinal chemistry to design new biologically active molecules based on the oxadiazole nucleus. Antitubercular, antimalarial, anti-inflammatory, anti-HIV, antibacterial, and anticancer activities of various oxadiazoles have been reviewed extensively here.

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Multicomponent One‐pot Synthesis of Oxadiazole Included Pyranopyrazoles as Promising Antioxidant Agents

Reddy

Chen

Subbaiah

et al. 2019

Journal of Heterocyclic Chem

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Oxadiazole‐fused combinations are of great concern for the novelty of effective therapeutic agents. In this context, a series of oxadiazole included pyranopyrazoles were prepared under eco‐friendly synthetic way by using montmorillonite k10 as a catalyst. All the final outcomes were formed with good yields. Further, compounds screened for their antioxidant assay. Most of the compounds revealed promising activity. Among all outcomes, electron rich‐substituted compounds at para position demonstrated higher antioxidant activity than their corresponding ortho‐substituted compounds. All belongings concluded that this eco‐friendly path is preferable to prepare therapeutic compounds. Further, biotic results established that all these biologically active compounds fit for supplementary to develop exogenous antioxidant drugs.

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Synthesis of New (Pyrazol‐3‐yl)‐1,3,4‐oxadiazole Derivatives by Unexpected Aromatization During Oxidative Cyclization of 4,5‐Dihydro‐1H‐pyrazole‐3‐carbohydrazones and Their Biological Activities

Cited by 10 publications

References 20 publications

Substrate‐based synthetic strategies and biological activities of 1,3,4‐oxadiazole: A review

Substrate‐based synthetic strategies and biological activities of 1,3,4‐oxadiazole: A review

Oxadiazole: A highly versatile scaffold in drug discovery

Multicomponent One‐pot Synthesis of Oxadiazole Included Pyranopyrazoles as Promising Antioxidant Agents

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