Synthesis, characterization, and derivatization of some novel types of fluorinated mono- and bis-imidazolidineiminothiones with antitumor, antiviral, antibacterial, and antifungal activities

Synthesis and Biological Evaluation of Bis‐Imidazolidineiminothiones: A Comparative Study

“…N ‐Arylcyanothioformanilides are ambident nucleophiles and may react via the sulfur or nitrogen atom , with the nitrile group serving as an electrophilic tether that may participate in subsequent transformations. These inherent features have been employed to design several “one‐pot” annulation reactions to produce various heterocyclic cores .…”

“…We have recently described the preparation of imidazolidineiminothiones ( 3 ) and derivatives thereof and reported a detailed investigation of their in vitro biological activities. These were constructed in one step from N ‐arylcyanothioformanilides ( 1 ) via a heterocyclic ring closing reaction with various aromatic isocyanates ( 2 ) (Scheme ).…”

Synthesis and characterization of new imidazolidineiminothione and bis-imidazolidineiminothione derivatives as potential antimicrobial agents

“…N-arylcyanothioformamide derivative 1a-d were prepared by treating arylisothiocyanate with potassium cyanide according to literature procedures [10,14]. Reaction of N-(4-florophenyl)cyanothioformamide derivative (1a) with aryl hydrazonomalononitrile derivatives in ethanol in the presence of triethylamine as a catalyst under reflux condition afforded imidazolidineiminothione derivatives (2a-c) containing arylazo moiety in good yields (Scheme 1).…”

“…Moreover, previous reports demonstrated that synthetic imidazoles act either as inhibitors of α-adrenoceptor mediated events in platelets [7] or inducers of platelets activation [8]. Imidazolidineiminothiones and the various heterocycles derived from them were shown to exhibit an interesting and a wide range of pharmacological effects including antitumor, antiviral, antimicrobial and antifungal strains [9][10][11][12][13][14][15]. N-Substituted cyanothioformamides were used as a key intermediate for a number of interesting heterocyclic ring closures such as imidazole [16], oxazole [17], and thiazole [18,19].…”

“…In view of the above-mentioned findings, and as a continuation of our effort to identify new candidates [9][10][11][12][13][14][15], which are crucial in designing new, potent, selective, and less toxic antimicrobial agents, its report herein the synthesis and antimicrobial evaluation of some novel imidazolidineimino thione. The target compounds were rationalized so as to comprise some pharmacophores that are believed to be responsible for the biological activity of some relevant chemotherapeutic such as the carbonyl, thiocarbonyl, imino and cyano groups functionalities.…”