An Overview of the Literature on the Synthetic Routes to Azolyloxadiazoles

Abdel‐Wahab, Bakr F.; Mohamed, Hanan A.; Khidre, Rizk E.; El‐Mansy, Mohamed F.

doi:10.1002/jhet.1760

Cited by 7 publications

(2 citation statements)

References 77 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Another two‐steps strategy is refluxing of a mixture of carbohydrazide with acid chloride and later cyclized via cyclodehydration process [26] . Other miscellaneous documented strategies have involved: the reaction of carbohydrazide and its derivatives with; CS 2 in pyridine, [27] 1,1′‐carbonyldiimidazole in DMF, [28] triethyl orthoformate, [29] a mixture of isobutyraldehyde and p ‐anisolyl iodide, [30] phenylisothiocyanate with tert ‐butyl hydroperoxide as oxidant [31] or via aerobic oxidation, [32] cyanogen bromide followed by dehydration with Eaton's reagent [33] . Nevertheless, the treatment of various aromatic acids with carbohydrazide is considered as a simple and a convergent synthetic approach to generate 2,5‐disubstituted‐1,3,4‐oxadiazole molecules.…”

Section: Introductiomentioning

confidence: 99%

Synthesis, in vitro α‐Glucosidase Inhibition, DFT Calculations, and Molecular Docking Studies of Some New Substituted 2,5‐Bis(pyrazolyl)‐1,3,4‐oxadiazoles

Chaudhry,

Abdullah,

un‐Nisa

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

A pivotal feature of present research study is the synthesis of some new 2,5‐bis(pyrazolyl)‐1,3,4‐oxadiazoles as promising α‐glucosidase inhibitors. In this regard, a facile reaction scheme was designed to afford 1,3,4‐oxadiazole ring. In search of the most favourable reaction condition, a model reaction was first carried out between 1,3‐diphenyl‐1H‐pyrazole‐4‐carbohydrazide (3) and 1,3‐diphenyl‐1H‐pyrazole‐4‐carboxylic acid (4 a) using phosphorous oxychloride (POCl3). The results emanated from this model reaction were utilized to prepare other derivatives to highlight the scope of current synthetic approach and the structures of the prepared molecules were characterized from spectroscopic techniques. These derivatives were further investigated for their α‐glucosidase inhibitory potentials. 2,5‐Bis(1,3‐diphenyl‐1H‐pyrazol‐4‐yl)‐1,3,4‐oxadiazole (5 a) and 2‐(3‐(4‐bromophenyl)‐1‐phenyl‐1H‐pyrazol‐4‐yl)‐5‐(1,3‐diphenyl‐1H‐pyrazol‐4‐yl)‐1,3,4‐oxadiazole (5 c) displayed strong in vitro inhibitory activities with IC50 73.1±1.13 μM and IC50 87.3±1.12 μM respectively with least toxicity profiles. Molecular docking and computational studies including geometry optimization of synthesized molecular systems, calculations of their orbital energies, and molecular electrostatic potential (MEP) surface maps further helped to establish structural and electronic properties contributing towards their bioactivity. The electrophilicity index significantly quantifies the biological activity. The experimental and computational data altogether facilitated in understanding the therapeutic attributes of these versatile scaffolds in relation to their α‐glucosidase inhibition.

show abstract

Section: Introductiomentioning

confidence: 99%

Synthesis, in vitro α‐Glucosidase Inhibition, DFT Calculations, and Molecular Docking Studies of Some New Substituted 2,5‐Bis(pyrazolyl)‐1,3,4‐oxadiazoles

Chaudhry,

Abdullah,

un‐Nisa

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…Some 1 H ‐indazole‐4,7‐quinones possess anthelmintic and diuretic activity . A series of indazole derivatives exhibit herbicide activity, behave as growth inhibitors , or are used as bactericides and fungicides in polymer‐based paints . Guanidino‐1 H ‐indazoles are used as sweeteners .…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, Characterization, and Antimicrobial Screening of Novel Indazole Bearing Oxadiazole Derivatives

Ghelani

Khunt

Naliapara

2016

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

Ethyl 2‐(2,6‐dioxocyclohexyl)‐2‐oxoacetate was prepared by reacting cyclohexane‐1,3‐dione (1) and diethyl oxalate (2) with the help of sodium ethoxide in ethanol at 0–5°C. Subsequent treatment of ethyl 2‐(2,6‐dioxocyclohexyl)‐2‐oxoacetate with hydrazine hydrate in ethanol resulted into ethyl 4‐oxo‐4,5,6,7‐tetrahydro‐2H‐indazole‐3‐carboxylate while without solvent in excess hydrazine hydrate on reflux resulted into 4‐oxo‐4,5,6,7‐tetrahydro‐2H‐indazole‐3‐carbohydrazide (3). The synthesis of novel indazole bearing oxadiazole derivatives (ODZ 01 to 16) has been achieved by the reaction of hydrazide of 2H‐indazole (3) with acid (4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o, 4p) in the presence of POCl3, and the antimicrobial activity of synthesized novel compounds has been studied.

show abstract

ChemInform Abstract: An Overview of the Literature on the Synthetic Routes to Azolyloxadiazoles

et al. 2014

View full text Add to dashboard Cite

show abstract

An Overview of the Literature on the Synthetic Routes to Azolyloxadiazoles

Cited by 7 publications

References 77 publications

Synthesis, in vitro α‐Glucosidase Inhibition, DFT Calculations, and Molecular Docking Studies of Some New Substituted 2,5‐Bis(pyrazolyl)‐1,3,4‐oxadiazoles

Synthesis, in vitro α‐Glucosidase Inhibition, DFT Calculations, and Molecular Docking Studies of Some New Substituted 2,5‐Bis(pyrazolyl)‐1,3,4‐oxadiazoles

Design, Synthesis, Characterization, and Antimicrobial Screening of Novel Indazole Bearing Oxadiazole Derivatives

ChemInform Abstract: An Overview of the Literature on the Synthetic Routes to Azolyloxadiazoles

Contact Info

Product

Resources

About