Solvent-free synthesis of some new 2-(3,5-dimethoxy-4-methylphenyl)-5-aryl-1,3,4-oxadiazoles (original) (raw)
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Synthesis and biological evaluation of some 1,3,4-oxadiazole derivatives
European Journal of Medicinal Chemistry, 2010
A new series 1,3-benzoxazol-2(3H)-one hybrid compounds including coumarin, isatin 1,3,4triazole and 1,3,4-thiadiazole moieties were synthesized and biologically evaluated for their antioxidant capacities and antiurease properties. The synthesized benzoxazole-coumarin (6ae) and benzoxazole-isatin (10a-c) hybrids showed remarkable urease inhibitory activities with IC 50 (μM) ranging from 0.0306 ± 0.0030 to 0.0402 ± 0.0030, while IC 50 of standard thiourea is 0.5027 ± 0.0293. The synthesized benzoxazole-triazole (8a-c) and benzoxazole-thiadiazole (9a-c) hybrids showed similar urease inhibitory activities with IC 50 (μM) ranging 0.3861 ± 0.0379 to 0.5126 ± 0.0345. The antioxidant activity of synthesized compounds were evaluated for their antioxidant activities such as reducing power and ABTS (2,2′-azino-bis(3ethylbenzothiazoline-6-sulphonic acid) diammonium salt) radical scavenging. The results of ABTS radical scavenging activities of some of the synthesized molecules showed higher activities than standard trolox, SC 50 (μM)= 213.04 ± 18.12. One benzoxazol-coumarin (6f), two benzoxazole-isothiocyanate (7b, 7c) and two benzoxazole-triazole (8b, 8c) derivatives showed higher activities (SC 50 (μM) values, 82.
Synthetic trends followed for the development of 1,3,4-oxadiazole based compounds
IP Innovative Publication Pvt. Ltd., 2017
1,3,4-oxadiazoles, heterocycles bearing one oxygen and two nitrogen atoms in a five membered ring have their application in the diverse areas of medicine. Enough literature is available demonstrating antibacterial, antifungal, anticonvulsant, antiviral, antidiabetic and antimalarial potential of the moiety. Owing to their wide applications, scientists across the globe are engaged in the design and development of oxadiazole derived medicinal agents. This motif can also be traced in a number of drug molecules. Most commonly adopted method for their synthesis includes he reaction between acid hydrazides and acid chorides/carboxylic acids or direct cyclization of diacylhydrazines in the presence of different dehydrating agents like phosphorus oxychloride, thionyl chloride, phosphorus pentaoxide and polyphosphoric acid. This manuscript covers different conventional and non-conventional approaches adopted for the synthesis of 1,3,4-oxadiazole derivatives.
Synthesis_And_Biological_Activity_of_Some_New_1_3_4 oxadiazole derivative
Oxadiazole a heterocyclic nucleus has attracted a wide attention of the chemists in search for new therapeutic molecules. Compounds having a five membered ring containing one oxygen and two nitrogen atoms are called oxadiazoles or in older furadiazoles. Oxadiazole is considered to be derived from furan by replacement of two methane groups by two pyridine type nitrogen called as furadiazoles. The structures of the newly synthesized derivatives were established by the combined practice of UV, IR, 1H NMR, and 13C NMR. Further these synthesized derivatives were subjected to anticonvulsant, neurotoxicity, antibacterial and antifungal activity against all the selected microbial and antifungal strains in comparison with ofloxacin (antibacterial), Fluconazole (antifungal), Anticonvulsant and Neurotoxicity with Phentoin and Phenobarbital. The antibacterial activity of synthesized derivatives was correlated with their physicochemical and structural properties by QSAR analysis.
Synthesis and Biological Evaluation of some 2, 5-Disubstituted-1, 3, 4-Oxadiazole Derivatives
ijdddonline.com
Synthesis of some new 2, 5-diaryl-1, 3, 4-oxadiazole derivatives starting from Isoniazide (INH) is described. The target compounds 11-20 were obtained by treating INH with various aromatic aldehydes and monosaccharides to give corresponding Schiff 's bases 1-10, which upon subsequent oxidation, by using either method A, B or C, yielded desired compounds. They were purified and characterized by spectroscopic techniques and elemental analyses. These compounds were evaluated for antibacterial, antifungal and antiviral activities. Compounds 11, 16 and 17 exhibited good antibacterial and antifungal activity, however, none of the compounds were enough active against various strains of virus.
Synthesis, Evaluation and Pharmacological action of Oxadiazole derivatives
Journal of Pharmacognosy and Phytochemistry
Impacted numerous drug discovery programs including-muscarinic antagonists, benzodiazepine receptor partial agonists, Dopamine transporters, antirhinovirals, growth hormone secretagogues, 5-HT antagonists, antispasmodics. Heterocyclic compounds possess diverse biological properties that have led to intense study and research of these compounds. One of these compounds is Oxadiazole which has been found to exhibit various pharmacological activities. 1, 3, 4-oxadiazole having heterocyclic nucleus is a novel molecule which attract the chemist to search for a new therapeutic molecule. 1,3,4-oxadizole exhibited a wide range of biological activities which includes antibacterial, anti-tubercular, anticonvulsant, hypoglycemic, anti-allergic, enzyme inhibitor, vasodialatory, antifungal, cytotoxic, antiinflammatory, analgesic, hypolipidemic, anticancer, insecticidal, ulcerogenic activities etc. Out of the various derivative 2, 5-Disubstituted-1, 3, 4-oxadiazole is a widely exploited for various application. A large number of drugs used clinically have oxadiazole ring as a structural building block. The capacity of 1,3,4-oxadiazole nucleus to undergo variety of chemical reactions including electrophilic substitution, nucleophilic substitution, thermal and photochemical which make it medicinal backbone on which a number of potential molecules can be constructed. This review has basic information about 2, 5disubstituted-1, 3, 4-oxadiazole derivatives published in various journals for further development in the field. Oxadiazole derivatives are a class of heterocyclic compounds. The titled compounds were synthesized according to the procedures as given in the methodology. The reactions were monitored by TLC. The physical constants like melting point and solubility were determined for all the intermediates and final products. The compounds were further characterized by IR and 1H NMR and mass spectra. All the titled compounds were evaluated for their Anticonvulsant, Anti-inflammatory, Antibacterial, Antitubercular and Antioxidant activity.
Waste and Biomass Valorization, 2012
The imidazolidine is five-membered heterocycles containing two nitrogen atoms [1]. N-heterocyclic carbine (NHC)derived complexes have been used as powerful catalysts for effecting many transformations [2]. Imidazolidine, a fully saturated imidazole heterocycle, is an important intermediate and building block in the construction of a variety of biologically active compounds [3]. Imidazolidine compounds showed a variety of biological activities such as antibacterial, antitubercular, antifungal, anti-HIV, antileishmanial, antinociceptive, anti-inflammatory and analgesic activities [4,5]. They are also used for the treatment of schistosomiasis infections [6], anticonvulsant activity and reduced toxicity [7], antidiabetic [8]. Imidazolidines have antitumor, antiarrhytmic and antiandrogenic activity. The activity of imidazolidin-2,4-diones (hydantoin) depends on the nature of substitution of imidazolidine ring [9]. Among imidazolidine-2-ones phenytoin is known as antiepileptic drug and antihypertensive substance [10]. Oxadiazoles are cyclic compounds containing one oxygen and two nitrogen atoms in a five-membered ring. The sequence of these atoms may be different as 1,2,4-oxadiazole, 1,2,5oxadiazole, 1,2,3-oxadiazole or 1,3,4-oxadiazole [11]. Oxadiazole moiety is derived from furan by replacing two-CH=
Synthesis, Evaluation & Pharmacological action of Oxadiazole derivatives
2020
Impacted numerous drug discovery programs including-muscarinic antagonists, benzodiazepine receptor partial agonists, Dopamine transporters, antirhinovirals, growth hormone secretagogues, 5-HT antagonists, antispasmodics. Heterocyclic compounds possess diverse biological properties that have led to intense study and research of these compounds. One of these compounds is Oxadiazole which has been found to exhibit various pharmacological activities. 1, 3, 4-oxadiazole having heterocyclic nucleus is a novel molecule which attract the chemist to search for a new therapeutic molecule. 1,3,4-oxadizole exhibited a wide range of biological activities which includes antibacterial, anti-tubercular, anticonvulsant, hypoglycemic, anti-allergic, enzyme inhibitor, vasodialatory, antifungal, cytotoxic, antiinflammatory, analgesic, hypolipidemic, anticancer, insecticidal, ulcerogenic activities etc. Out of the various derivative 2, 5-Disubstituted-1, 3, 4-oxadiazole is a widely exploited for variou...
Synthesis and antimicrobial activity of some 1,3,4-oxadiazole derivatives
Six new 5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-thione, 2-amino-5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole, 5-(1-/ 2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one derivatives have been synthesized from 1-and/or 2-naphthol. The structures of the compounds were confirmed by IR and 1 H NMR spectral data and microanalysis. The antimicrobial properties of the compounds were investigated against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa, Candida albicans, C. krusei and C. parapsilosis using microbroth dilution method. 2-Amino-5-(2-naphthyloxymethyl)-1,3,4-oxadiazole and 5-(2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one show significantly (32 mg/ml), compounds 5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-thione, 2-amino-5-(1-naphthyloxymethyl)-1,3,4-oxadiazole and 5-(1-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one moderately (64 mg/ml) active against C. krusei. All the compounds were active against S. aureus, E. coli, P. aeruginosa, C. albicans, and C. parapsilosis at 64-256 mg/ml concentration.