Synthetic strategies for anticancer antifolates

An unexpected tautomer: synthesis and crystal structure of N-[6-amino-4-(methylsulfanyl)-1,2-dihydro-1,3,5-triazin-2-ylidene]benzenesulfonamide

“…The presence of a moiety with a triazine core (as an aza-pyrimidine analogue) would represent a new structure of significant importance. Continuing with our project of developing synthetic strategies for the design and synthesis of efficient antimetabolites (Elgemeie & Mohamed-Ezzat, 2022), focussing on derivatives of sulfonamides, we describe here a new approach (Fig. 1) that generates novel substituted triazine sulfonamides starting from the highly reactive compound dimethyl cyanocarboimidodithioate (2), which has shown its effectiveness in synthesizing various heterocycles (Elgemeie & Mohamed, 2014;Mohamed-Ezzat et al, 2021), in particular nucleoside and non-nucleoside pyrimidine analogues (Elgemeie et al, 2015(Elgemeie et al, , 2017(Elgemeie et al, , 2019.…”

Synthesis and crystal structure of N-phenyl-2-(phenylsulfanyl)acetamide

“…Acetamide-containing drugs are used for inflammation control, cyclooxygenase (COX) enzyme inhibition, and as antiviral drugs (Agrawal et al, 2010;Orzalesi et al, 1977). Recently, starting from acetamides, we have synthesized various heterocyclic compounds that exhibit diverse activities, including anti-SARS CoV-2 (Mohamed-Ezzat & Elgemeie, 2023), antimicrobial (Elgemeie et al, 2017a,b), antitumor properties (Elgemeie & Mohamed-Ezzat, 2022;Mohamed-Ezzat et al, 2023a,b), as well as potential for other applications (Elgemeie et al, 2015(Elgemeie et al, , 2017a(Elgemeie et al, ,b, 2019Mohamed-Ezzat et al, 2021, 2023a.…”

Crystal structure of (E)-N-(4-bromophenyl)-2-cyano-3-[3-(2-methylpropyl)-1-phenyl-1H-pyrazol-4-yl]prop-2-enamide

“…Pyrazoles contribute significantly to medicinal applications (Bennani et al, 2020;Ansari et al, 2017); their pharmacological activity is reflected in their presence in various therapeutic agents (Ku ¨c ¸u ¨kgu ¨zel & S ¸enkardes ¸, 2015), e.g. as agents against human colon cancer, leukaemia and melanoma (Elgemeie & Mohamed-Ezzat, 2022), as anti-inflammatory agents, and in the field of antiviral therapeutics against various targets such as CoX-1, CoX-2, NNRTI, HSV-1 and H1N1 (Khan et al, 2016;Li et al, 2015). Heterocyclic compounds containing pyrazole rings are also efficacious components in many multi-component syntheses (Tu et al, 2014); we have reported and reviewed their use as novel synthetic intermediates Abu-Zaied et al, 2018Metwally et al, 2024).…”