Guanidine: studies on the reaction with ethyl N-(2-amino-1,2-dicyanovinyl)formimidate

Abstract

Formimidate 1 was reacted with guanidinium chloride, at room temperature, in the presence of sodium ethoxide and in dilute THF solution, leading to pyrimidine 10 by an unusual intramolecular cyclization process. A different reaction mechanism operated when imidate 1 was combined with guanidinium acetate in nitromethane under reflux. Structure 14 is tentatively assigned to this new product.

In Vitro and In Vivo Evaluation of the Toxic Effects of Dodecylguanidine Hydrochloride

“…In addition, it is known that the guanidine group interacts with biological molecules with carboxylic and phosphate groups through ion-pair formation, using electrostatic interactions and hydrogen bonding [8]. Compounds that include a guanidine moiety have been isolated from various microorganisms and have been shown to be biologically active, either as antimicrobial, antiviral, or antifungal agents [9,10]. Many guanidine-based chemicals exert antimicrobial activity because guanidine can interact with the phosphate group of the phospholipid membrane.…”