Synthesis, Antimicrobial and Anti-HIV Activity of Some Novel Benzenesulfonamides Bearing 2,5-Disubstituted-1,3,4-Oxadiazole Moiety

Abstract

Twelve novel primary (4a‐c, 5a‐c) and secondary (4d‐f, 5d‐f) benzenesulfonamides bearing 2,5‐disubstituted‐1,3,4‐oxadiazole moiety have successfully been prepared by direct chlorosulfonation of phenyl substitutent present on the 2‐position of 5‐mercapto‐1,3,4‐oxadiazoles 2a‐c and their methylhio derivatives 3a‐c using chlorosulfonic acid under anhydrous conditions. Structures of the synthesized compounds were established by their physical and spectral data. Some of the synthesized compounds have been screened in vitro for their antimicrobial and anti‐HIV activity; the results were in accordance with SAR.

Synthesis and Regioselectivity in the Alkylation of 1,3,4‐Oxadiazolethiones with Dihaloalkanes and Epichlorohydrin

“…1,3,4‐Oxadiazoline‐thione derivatives have exhibited diverse biological activities such as anti‐inflammatory , antimycobacterial , antimicrobial , anticancer , acetylcholinesterase inhibition , antitumor , antiviral , antioxidant, and immunosuppressant activities . The aforementioned findings about the biological activities of 1,3,4‐oxadiazoline‐2‐thione derivatives directed researchers to synthesize more derivatives in order to find new lead candidates.…”

Synthesis of Some New Benzisothiazolone and Benzenesulfonamide Derivatives of Biological Interest Starting from Saccharin Sodium

“…Moreover, 1,3,4‐oxadiazole derivatives (C) were reported to exhibit antiviral activity against HIV‐1 and HIV‐2. Chemically, amprenavir (D) is a benzenesulfonamide derivative that is used clinically for the treatment of AIDS and HIV infections . Furthermore, many 1,2‐benzisothiazol‐3(2 H )‐ones (E, Fig.…”

Synthesis and Antimicrobial Studies of Some New 3‐Isoxazoline Substituted Phthalazine Methylsulfonyl Oxadiazoles

“…Similarly the third pharmacophore methylsulfanyl oxadiazole unit is also one of important biologically active building block. The substituted methylsulfanyloxadiazoles have been found to exhibit diverse biological activities such as inhibitors of glycogen synthase kinase-3β 18 , antifungal 19 , antibacterial and anti-HIV 20 , insecticidal 21 , antiinflammatory and analgesic 22 , anticonvulsants and muscle relaxants 23 .…”