N-hydroxyureas as antiinflammatory agents

Details N-hydroxyureas as antiinflammatory agents N-hydroxyureas as antiinflammatory agents

C - Chemistry, Metallurgy

07

D

C07D 263/10 (2006.01) A61K 31/42 (2006.01) A61K 31/425 (2006.01) A61K 31/44 (2006.01) C07D 263/14 (2006.01) C07D 277/10 (2006.01) C07D 413/04 (2006.01) C07D 417/04 (2006.01)

Patent

CA 2223023

Certain novel N-hydroxyurea compounds having the ability to inhibit the 5- lipoxygenase enzyme and having formula (I) and the pharmaceutically acceptable salts thereof, wherein A is C1-C4 alkylene, CH(R), CH(R)CH2 or CH(R)CH2CH2, in which R is methyl or ethyl; m and n are each zero or one; R1 and R2 are each hydrogen, C1-C4 alkyl or C2-C6 alkenyl; X is O or S; Y is O, S, CH=CH or CC; Ar1 is phenyl or phenyl mono-substituted with halogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halo-substituted alkyl or C1-C4 halo-substituted alkoxy; and Ar2 is phenylene, pyridylene or phenylene mono- or di-substituted with halogen, C1- C4 alkyl, C1-C4 alkoxy, C1-C4 halo-substituted alkyl or C1-C4 halo-substituted alkoxy. These compounds are useful in the treatment or alleviation of inflammatory diseases, allergy and cardiovascular diseases in mammals and as the active ingredient in pharmaceutical compositions for treating such conditions.

Nouveaux composés de N-hydroxyurée ayant la propriété d'inhiber l'enzyme 5-lipoxygénase, de formule (I), et leurs sels pharmaceutiquement acceptables. Dans la formule, A représente alkylène en C¿1?-C¿4?, CH(R), CH(R)CH¿2? ou CH(R)CH¿2?CH¿2?, où R est méthyle ou éthyle; m et n valent chacun zéro ou un; R?1¿ et R?2¿ sont chacun hydrogène, alkyle en C¿1?-C¿4? ou alcényle en C¿2?-C¿6?; X est O ou S; Y est O, S, CH=CH ou C?C; Ar?1¿ est phényle ou phényle mono-substitué par halogène, alkyle en C¿1?-C¿4?, alcoxy en C¿1?-C¿4?, alkyle halo-substitué en C¿1?-C¿4? ou alcoxy halo-substitué en C¿1?-C¿4?; et Ar?2¿ est phénylène, pyridylène ou phénylène mono ou di-substitué par halogène, alkyle en C¿1?-C¿4?, alcoxy en C¿1?-C¿4?, alkyle halo-substitué en C¿1?-C¿4? ou alcoxy halo-substitué en C¿1?-C¿4?. Ces composés sont utiles au traitement et à l'atténuation des maladies inflammatoires, des allergies et des maladies cardiovasculaires chez les mammifères, et servent de substance active dans des compositions pharmaceutiques traitant ces états.

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