Reference

Hydrolytic behavior of dantrolene in acidic media at body temperature

Hydrolytic behavior of dantrolene in acidic media at body temperature. Inotsume, Nobuo; Nakano, Masahiro (Dep. Pharm. Serv., Kumamoto Univ. Hosp.Chemicals with cas numbers 7261-97-4 and 6301-02-6 also play role., Kumamoto 860, Japan). Int. J. Pharm., 17(2-3), 357-60 (English) 1983. CODEN: IJPHDE. ISSN: 0378-5173. DOCUMENT TYPE: Journal CA Section: 63 (Pharmaceuticals) Section cross-reference(s): 22 Dantrolene (I) [7261-97-4] degrades at the azomethino bond in acidic solns. to give 5-(p-nitrophenyl)furfural [7147-77-5] and 1-aminohydantoin [6301-02-6]. The reversible reaction is extremely slow. A linear relation was obtained in plots according to a 1st order reaction equation. The apparent 1st order rate const. was 0.347 h-1 in 0.1N HCl at 37°. An Arrhenius plot was linear and the activation energy was 22.7 kcal/mol. The degradative reaction rate const. of I was greater than that for nitrofurantoin; this is due to lower electron d. of the furan ring of nitrofurantoin resulting from a stronger electron-withdrawing tendency of a Me group compared to a p-nitrophenyl group in I. .