Convenient synthesis and biological profile of 5-amino-substituted 1,2,4-oxadiazole derivatives

Crystal structure of 2-(2,3-dihydrobenzo[1,4]dioxin-6-yl)-5-(4-nitrobenzylsulfanyl)-[1,3,4]oxadiazole, C17H13N3O5S

“…Oxadiazole compounds have been extensively studied for their biological activities [1][2][3][4][5][6]. As acontinuation of the work on the structures of such compounds [7][8][9], in this paper, an ew oxadiazole derivative is reported.…”

1,2,4-oxadiazole: A Brief Review from the Literature About the Synthesis and Pharmacological Applications

“…These medications are designated as "orphans" because in normal market conditions, the pharmaceutical industry has little interest in the development and commercialization of products targeted for the small number of patients affected by rare d i s e a s e s , s u c h a s D u c h e n n e m u s c u l a r d y s t r o p h y, b e c a u s e t h e There are still other useful applications of this group that were not cited in this work, including plant protection (ROHR, 1989;JESCHKE et al, 1995), use as crystalline liquid mesophases (GALLARDO et al, 2011;SHANKER;TSCHIERSKE, 2011), OLED's (WU et al, 2005, tracers for Positron Emission Tomography (PET) (BARROW et al, 2011), polymers (ROSSER et al, 1981 and optical brighteners, among others (PROSSEL et al, 1978), which demonstrates the great versatility of this family of compounds.…”

“…Derivatives heterocyclic of nitrogen and oxygen in positions 1,2,4 are important from synthetic interest viewpoint because they represent an important class of natural and unnatural products, many of which present biological activities. The basic concept behind these developments is that the 1,2,4-oxadiazole ring is a bioisosteric alternative of hydrolysis resistant to one molecule of ester or amide [20], and one better performance in vivo is often observed due to the metabolic stability of the oxadiazole ring in the aqueous medium within the complete range of pH to the climate temperature (ISPIKOUDI et al, 2010). The bioisosteric replacement of an amide portion represents a center focus because of its implications in peptide chemistry and development of peptidomimetics, which are being explored in large part to contour some of the disadvantages of native peptides and to increase the bioavailability and potency of drugs based on peptide, furthermore, the core 1,2,4-oxadiazole is the structural core unit of the muscarinic agonist (DUCHET et al, 2010).…”

A Convenient Synthesis and Cytotoxic Activity of 3-Aryl-5-Pentyl-1,2,4-Oxadiazoles From Carboxylic Acid Esters and Arylamidoximes Under Solvent-Free Conditions

“…1) represent a class of heterocyclics with a wide variety of biological activities, especially anti-inflamatory, 1,2,3 antitumor 4,5 and antifungal activities. 6 Biologically relevant compounds containing the 1,2,4-oxadiazole moiety also include HIV integrase inhibitors, 7 antituberculostatic agents 8 and antikinetoplastid agents.…”