Synthesis of N-substituted 4,6-dioxo-imidazo[3,4-c] thiazoles and their analgesic activity in mice

Author:

Hugon Bernadette1,Rubat Catherine2,Coudert Pascal1,Leal Fernand1,Fialip Joseph2,Couquelet Jacques1

Affiliation:

1. Groupe de Recherches en Pharmacochimie, Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, Université d'Auvergne, 63001 Clermont-Ferrand Cedex, France

2. Laboratoire de Pharmacologie, Faculté de Pharmacie, Université d'Auvergne, 63001 Clermont-Ferrand Cedex, France

Abstract

Abstract A new series of N-substituted dioxo-imidazo[3,4-c]thiazoles have been prepared and evaluated for their analgesic activity. The structures of these new derivatives were confirmed by IR, 1H NMR and 13C NMR spectra, and by elemental analysis. When administered intraperitoneally to mice all derivatives were devoid of any toxic effect, even at the high dose of 800 mg kg−1. In the phenylbenzoquinone-induced abdominal constriction test in mice, eight of the nine synthesized compounds exhibited significant antinociceptive properties with ED50 values (50% effective dose) ranging from 46.7 to 104.7 mg kg−1 intraperitoneally. Further investigation demonstrated that analgesic activity of the most effective derivatives 5e and 5f partly involved opioidergic and/or noradrenergic pathways.

Publisher

Oxford University Press (OUP)

Subject

Pharmaceutical Science,Pharmacology

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