Based on the bioisosteric replacement of the pyrazole C3-carboxamide of rimonabant with a 5-alkyl oxadiazole ring, a novel class of oxadiazole derivatives with promising biological activity towards CB1 receptors was discovered. Among them, compounds with an alkyl linker containing a strong electron-withdrawing group (e.g., CF(3)) and a sterically favorable bulky group (e.g., t-butyl) exhibited ...

It is well known that phenolate anions react with benzo[1,2-c]1,2,5-oxadiazole N-oxides (benzofuroxans) to afford phenazine N,N-dioxide derivatives. These are obtained through an heterocycle expansion process by reaction of the corresponding 1,2,5-oxadiazole system with the phenolate carbanion generated in basic medium attacking one of the heterocyclic nitrogen (Figure 1). When substituted benz...

The carbohydrazide 1 was used as the precursor for the synthesis of a number of new aromatic C-nucleosides containing 1,3,4-oxadiazole 7, [1,3,4]oxadiazolo[2,3-a]isoindole 10b and pyrazole units 18. On the other hand, the thiosemicarbazone 20 was used as the key intermediate for synthesis of 1,3,4-oxadiazole  and 1,2,4-triazole-3-thione derivatives 21 and 23. The antioxidant activities of the p...

Two novel series of unsymmetrically substituted 1,2,4-oxadiazole viz., R.Ox.C(*)C n compounds are synthesized and characterized. An optically active, (S)-(+)-methyl 3-hydroxy-2-methylpropionate is used to introduce a chiral center in the molecule. A biphenyl moiety prepared by Suzuki coupling reaction is directly attached to the oxadiazole core at C-5 position. Investigations for the phase beha...

In the title compound, [ReBr(C(14)H(11)N(3)O)(CO)(3)]·CH(2)Cl(2), the coordination geometry of the Re(I) atom is a distorted ReC(3)N(2)Br octa-hedron with the carbonyl C atoms in a fac arrangement. Within the 2-(pyridin-2-yl)-5-p-tolyl-1,3,4-oxadiazole ligand, the dihedral angles between the oxadiazole ring and the pyridine (py) and benzene (bz) rings are 1.7 (2) and 7.1 (2)°, respectively, and...

1,3,4-oxadiazoles are interesting compounds because of their valuable biological effects such as cytotoxic, antibacterial, antifungal, and anti-tubercular activities. Ethyl mandelate was treated with hydrazine hydrate to yield the corresponding acylhydrazide. Some of the 2,5 disubstituted 1,3,4-oxadiazole derivatives were prepared from acylhydrazide using three different procedures. In the firs...

New derivatives of 2-[2-(2-Chlorophenoxy)phenyl]-1,3,4-oxadiazole as candidates for agonistic effect on benzodiazepine receptors were synthesized. Conformational analysis and superimposition of energy minima conformers of the novel compounds on estazolam, a known benzodiazepine agonist, revealed that the main proposed benzodiazepine pharmacophores were well matched. In pharmacological evaluatio...

The glycosylation of 1,3,4-oxadiazole-2-thiones has been performed with peracetylated β-pyranosyl bromide in the presence of potassium carbonate. Deprotection of acetylated thioglycosides was necessary for increasing their antibacterial effects. The structure of nucleosides were confirmed by 1H NMR, 13C NMR and HRMS. The anomeric protons of nucleosides c1–4 were assigned to the doublet, confirm...

in the last three decades investigations in the field of oxadiazoles have been intensified due to their diverse therapeutic uses. oxadiazole are well known to have a wide range of therapeutic activities namely anti-inflammatory, analgesic, antipyretic, anticonvulsant, antiparasitic, antimicrobial etc. in this study, we have evaluated the antimicrobial activity of some carboxymethyl derivatives ...

In the title compound {systematic name: 4-[2,3-dibromo-3-(4-bromo-phen-yl)propano-yl]-3-(4-meth-oxy-phen-yl)-1,2,3-oxa-dia-zol-3-ylium-5-olate}, C(18)H(13)Br(3)N(2)O(4), the central oxadiazole ring, which is essentially planar with a maximum deviation of 0.016 (3) Å, makes dihedral angles of 29.98 (16) and 52.04 (16)°, respectively, with the terminal bromo-substituted and meth-oxy-substituted b...