Non-ulcerogenic analgesic/anti-inflammatory clonixin derivative

Details Non-ulcerogenic analgesic/anti-inflammatory clonixin derivative Non-ulcerogenic analgesic/anti-inflammatory clonixin derivative

C - Chemistry, Metallurgy

07

D

C07D 213/80 (2006.01) A61K 31/44 (2006.01)

Patent

CA 2262788

The clonixing derivative of formula (I), or 4-nitroxybutyl clonixate, is a novel non-steroidal analgesic-anti-inflammatory product that has an extraordinary good balance between high analgesic/anti-inflammatory activities and low ulcerogenic adverse effects, mainly as a consequence of a surprinsingly high anti-inflammatory activity (two times that of clonixic acid). Compound (I) is prepared by reaction of 4-chlorobutyl clonixate with silver nitrate in acetonitirle. 4-chlorobutyl clonixate is prepared by reaction of an alakaline clonixate with 1-bromo-4-chlorobutane in acetonitrile. 4-nitroxybutyl clonixate (I) is specially useful as an active principle for the treatment of pain and/or inflammation in mammals.

Le dérivé de la clonixine présentant la formule (I), ou le 4-nitroxybutyle clonixate est un nouveau produit anti-inflammatoire analgésique non stéroïde qui présente un équilibre extraordinaire entre de fortes activités analgésiques/anti-inflammatoires et de faibles effets défavorables ulcérigènes, grâce à une activité anti-inflammatoire très puissante (deux fois celle de l'acide clonixique). Le composé (I) est préparé en faisant réagir du 4-chlorobutyle clonixate avec du nitrate d'argent dans de l'acétonitrile. Le 4-chlorobutyle clonixate est préparé en faisant réagir un clonixate alcalin avec du 1-bromo-4-chlorobutane dans de l'acétonitrile. Le 4-nitroxybutyle cloxinate (I) est particulièrement utile comme principe actif dans le traitement des douleurs et/ou des inflammations chez le mammifère.

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