The influence of the structural characteristics of the substrate and the medium on the stability of triflusal and acetylsalicylic acid in micellar systems

Hybrid aerogel preparations as drug delivery matrices for low water-solubility drugs

“…The Trf behavior was more complex (Fig. 6c), since aside from 261 solubility issues, this molecule is unstable at neutral and alkaline pH (Ferrit et al, 2008) undergoing a progressive decomposition to HTB (Argemí et al, 262 2008). The metabolite HTB is also highly active as a platelet aggregation inhibitor, hence, its degradation does not represent a remarkable shortcoming from 263 a pharmaceutical point of view.…”

Micellar effects on the alkaline hydrolysis of isatin and its derivatives

“…With all the substrates used in this study, it was found that the second-order rate constants in micellar media are much less compared to that of the rate constants in aqueous medium. This can be explained on the basis that cationic micelles stabilize to a greater degree the ground state than the transition state, which is preferred by the interaction between the negative charge from the dissociated isatin group and the positive charge from the CTACl [24].…”

“…It was found that the presence of cationic micelles inhibited the reaction rate. Recently, Ferrit et al studied the effect of cationic, anionic, nonionic, and zwitterionic micelles on the alkaline hydrolysis of acetyl salicylic acid and triflusal [23][24][25].…”

Comparative study of the cationic surfactants and their influence on the alkaline hydrolysis of acetylsalicylic acid

“…The alkaline hydrolysis of aspirin has been widely studied in micellar media, whose effects depend on the substrate and surfactant structure. The significant work of Broxton [25][26][27], Rodenas [28][29][30][31][32], Segovia [33], and Ferrit [34][35][36][37] and their co-workers deserves special mention in this context. Broxton et al [27] investigated hydrolysis of aspirin in the presence of cetyltrimethylammonium bromide (CTAB) at pH 6-8 and 7-9 and proposed a suitable mechanism.…”

“…Similarly, Rodenas and Vera [30] developed a new model for the basic hydrolysis of acetylsalicylic acid in CTAB, cetyltrimethylammonium chloride (CTACl), and cetyltrimethylammonium hydroxide (CTAOH), respectively. Recently, alkaline hydrolysis of two salicylic acid derived drugs, i.e., aspirin and triflusal, has been studied spectrophotometrically in the presence of cationic, anionic, nonionic, and zwitterionic surfactants by Ferrit and co-workers [34,36]. In this work, we have investigated micellar effects on the alkaline hydrolysis of aspirin (Scheme 1) using alkyldiethylethanolammonium bromide (R = …”