Design and syntheses of some new 5-[benzenesulphonamido]-1,3,4- thiadiazol-2-sulphonamide as potent antiepileptic agent

Abstract

A QSAR study was performed on sulphonamide-1,3,4- The compounds, ,3,4-thiadiazol-2-(N-benzoyl) sulphonamide (9a) and 5-(4-amino) benzenesulphonamido-1,3,4-thiadiazol-2-sulphonamide (10a)

Synthesis of 1,3,4-Thiadiazole Derivatives and Microbiological Activities: A Review

“…Certain derivatives of this class, such as acetazolamide (5), sulfamethiazole (6), cefazolin (7), atibeprone (8) are already commercialized ( Figure 2). 3,21, 24 The drug megazol (9) was considered a possible alternative for the treatment of Chagas's disease, however, it has been shown to be very mutagenic, discouraging the continuity of the research. 19,25 Currently microbial resistance to drugs is a concern in Medicinal Chemistry, which can be due to gene transfer or excessive drug usage.…”

“…42 Scheme 4. Synthesis of 1,3,4-thiadiazole from acylhydrazine reported by Ghate et al (2017) In 2010, Aryanasab 43 developed a one-pot synthesis using isothiocyanate (24) and acylhydrazides (23) to furnish 2-substituted-1,3,4-thiadiazoles (25) in the presence of water and triethylamine. Under the same conditions the authors used dithiocarbamates (26a-e) and acid hydrazides (27a-e) to produce 28a-e in good yields (51-97 %) (Scheme 5).…”

Synthesis of 5-arylidine amino-1,3,4-thiadiazol-2-[(N-substituted benzyol)]sulphonamides endowed with potent antioxidants and anticancer activity induces growth inhibition in HEK293, BT474 and NCI-H226 cells

“…These findings prompted us to the synthesis of 5-arylidine amino-1,3,4-thiadiazol-2-[( N -benzoyl)]sulphonamide derivatives ( 9a – j ) from carbonic anhydrase inhibitor drug acetazolamide. The synthesized compounds reported previously (Chhajed et al ., 2007 , 2013 ), such as 5-amino-1,3,4-thiadiazol-2-[ N -(substituted benzoyl)]sulphonamide ( 4a – g ), 5-(4-acetamido phenyl sulphonamido)-1,3,4-thiadiazol-2-[ N -(substituted benzoyl)]sulphonamide ( 6a – g ), and 5-(4-amino phenyl sulphonamido)-1,3,4-thiadiazol-2-[ N -(substituted benzoyl)]sulphonamide ( 7a – g ) from acetazolamide by modified Schotten–Bauman synthesis method, and compounds ( 9a – j ) reported herein are evaluated for anticancer activity, having better therapeutic index for free radical scavenging, antimitotic activity and in vitro cytotoxic activity by MTT assay for establishing their possible therapeutic value. The synthesized molecules have been characterized by various techniques such as NMR, FTIR and LCMS.…”

The synthesis and physicochemical properties of new derivatives of 5-r-phenylamino-2-mercapto-1,3,4-thiadiazole

“…Recently, along with the high pharmacological activity, the simplicity of synthetic methods and availability of the chemical raw material, which provide a relatively law prime cost of finished products, become the most important parameters for the choice of the research objects. With the aim of searching for new biologically active substances we paid attention to the derivatives of 1,3,4-thiadizole, which had already shown themselves as high-efficient bioactive substances exhibiting various types of the pharmacological action [2,3,5,6, 8, 10, 11]. Currently, data on promising applications of derivatives of 1,3,4-thiadiazole for treating cancer appear in scientific literature more often [5,[10][11].…”

“…Currently, data on promising applications of derivatives of 1,3,4-thiadiazole for treating cancer appear in scientific literature more often [5,[10][11]. At the moment, the fundamental research of new derivatives are conducted on the basis of this heterocycle as potential antimicrobial agents [3, 6] and аnticonvulsants [2, 8]. Thus, the further search of new bioactive substances among the derivatives of 1,3,4-thiadizole is one of the promising directions.…”