Efficient Approach to the Synthesis of Ethyl 3-Amino-4,6-diarylfuro[2,3-<i>b</i>]pyridine-2-carboxylate

Shah, Hetal C.; Shah, Vaishali H.; Desai, Nirmal D.

doi:10.1080/00397910902730986

Cited by 6 publications

(1 citation statement)

References 6 publications

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“…The nomenclature of new synthesized compounds is according to the IUPAC system. The starting 2-oxo-6-phenyl-1,2-dihydropyridine-3carbonitriles 1a,b were prepared as the reported method [51].…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and Biological Evaluation of New 3-Substituted-pyrazolo[3,4-b]pyridine Derivatives as Antimicrobial Agents and DHFR Inhibitors

et al. 2022

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A new series of pyrazolo [3,4-b]pyridine compounds (3a,b-9a-c) was synthesized starting with 2-oxo-6-phenyl-1,2dihydropyridine-3-carbonitriles 1a,b which converted to their 2-chloro analogues 2a,b. By further treatment of of 2a,b with hydrazine hydrate, the key intermediates 3-amino-pyrazolopyridine derivatives 3a,b were afforded. Whereas, the target 3substituted-pyrazolopyridine derivatives (4a-d-9a-c) were obtained through treatment of 3a,b with different reagents. All the new compounds were evaluated as antimicrobial agents against six bacterial and six fungal strains. The most potent antimicrobial activity was showed by compounds (3a, 3b, 4a, 4d, 6a, 6c, 9a and 9c) with MIC values range (2-32) μg/mL. Moreover, the most active compounds were selected to be evaluated for their inhibition activity against the resistant bacteria methicillin-resistant Staphylococcus aureus (MRSA). In addition, the inhibitory activity of the potent compounds against dihydrofolate reductase (DHFR) was evaluated compared with Trimethoprim (TMP) as a reference DHFR inhibitor. The most potent inhibition of the target enzyme was also showed by compounds 4d, 6c and 9c of IC50 values 0.72, 0.95 and 1.09 µM, compared with the IC50 value 5.54 µM of TMP. Also, molecular docking study showed that compounds 4d, 6c and 9c having the most binding affinity in DHFR active site.

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Section: Chemistrymentioning

confidence: 99%

Synthesis and Biological Evaluation of New 3-Substituted-pyrazolo[3,4-b]pyridine Derivatives as Antimicrobial Agents and DHFR Inhibitors

et al. 2022

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ChemInform Abstract: Efficient Approach to the Synthesis of Ethyl 3‐Amino‐4,6‐diarylfuro[2,3‐b]pyridine‐2‐carboxylate.

Shah

Desai

2010

ChemInform

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Elaboration of Furopyridine Scaffolds

Jasselin‐Hinschberger

Comoy

Chartoire

et al. 2015

Eur J Org Chem

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Over the past few decades, furopyridines have emerged as key structural subunits prevalent in a number of natural products and structural analogues associated with interesting biological activities. Consequently, considerable efforts have been devoted to the synthesis of these fused heterocyclic scaffolds. This review covers the main methodologies reported in the literature for the preparation of furopyridines.

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Efficient Approach to the Synthesis of Ethyl 3-Amino-4,6-diarylfuro[2,3-b]pyridine-2-carboxylate

Cited by 6 publications

References 6 publications

Synthesis and Biological Evaluation of New 3-Substituted-pyrazolo[3,4-b]pyridine Derivatives as Antimicrobial Agents and DHFR Inhibitors

Synthesis and Biological Evaluation of New 3-Substituted-pyrazolo[3,4-b]pyridine Derivatives as Antimicrobial Agents and DHFR Inhibitors

ChemInform Abstract: Efficient Approach to the Synthesis of Ethyl 3‐Amino‐4,6‐diarylfuro[2,3‐b]pyridine‐2‐carboxylate.

Elaboration of Furopyridine Scaffolds

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