Novel benzo[4,5]thiazolo[2,3-C][1,2,4]triazoles: Design, synthesis, anticancer evaluation, kinase profiling and molecular docking study

Synthesis of Benzo[4,5]thiazolo[2,3-c][1,2,4]triazole Derivatives via C-H Bond Functionalization of Disulfide Intermediates

“…As depicted in Scheme 1 B, 2-hydrazinylbenzothiazole, K ′, can alternatively be prepared from 2-mercaptobenzothiazole, L [ 36 ]. The reaction of K ′ with formamide or formic acid leads to the unsubstituted product, M , while the reaction with carbon disulfide has been used to obtain the sulfur derivative, M ′ [ 37 , 38 ]. Substituted triazoles, such as M ″, can either be obtained directly from K ′ and the appropriate acid chloride or in two steps by using an aldehyde, followed by the addition of an oxidant [ 32 , 37 , 39 ].…”

“…( A ) Synthesis of the commercially available fungicide tricyclazole via a 2-aminobenzothiazole intermediate [ 35 ]. ( B ) A related synthesis starting from a 2-mercaptobenzothiazole derivative [ 32 , 36 , 37 , 38 , 39 ]. ( C ) Synthesis of benzothiazolotriazole derivatives from a 1-chloro-2-isothiocyanatobenzene species [ 40 ].…”

Oxidative Cyclization of 4‐(2‐Mercaptophenyl)‐Substituted 4H‐1,2,4‐Triazolium Species to Tricyclic Benzothiazolium Salts

“…Of particular interest are compounds based on fused heterocyclic scaffolds which exhibit a wide range of biological activity [7–10] . Among these molecules are several fused nitrogen‐ and sulfur‐containing heterocyclic anti‐cancer agents incorporating a (benzo)thiazole fragment, [10–22] a thiadiazole ring, [23–28] or a thiadiazine unit [27–29] . The same scaffolds can be found in molecules with antibacterial, antimicrobial and antifungal properties, [22,30–35] prospective therapeutic agents used to treat asthma or chronic obstructive pulmonary disease, [36–38] molecules with anti‐inflammatory activity, [39] compounds with antidiabetic activity, [40,41] and promising therapeutics to treat Alzheimer's disease [42–44] or schizophrenia [45] …”