Substituted pyrazolyl benzenesulfonamides for the treatment...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 231/10 (2006.01) A61K 31/41 (2006.01) A61K 31/44 (2006.01) A61K 31/495 (2006.01) A61K 31/535 (2006.01) C07D 231/12 (2006.01) C07D 231/14 (2006.01) C07D 231/16 (2006.01) C07D 231/54 (2006.01) C07D 401/04 (2006.01) C07D 403/04 (2006.01) C07D 405/04 (2006.01) C07D 409/04 (2006.01) C07D 413/04 (2006.01) C07D 417/04 (2006.01) C07D 495/04 (2006.01)

Patent

CA 2177576

A class of pyrazolyl benzenesulfonamide compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by formula (II), whrein R2 is selected from hydrido, alkyl, haloalkyl, alkoxycarbonyl, cyano, cyanoalkyl, carboxyl, aminocarbonyl, alkylaminocarbonyl, cycloalkylaminocarbonyl, arylaminocarbonayl, carboxyalkylaminocarbonyl, carbozyalkyl, aralkoxycarbonylalkylaminocarbonyl, aminocarbonylalkyl, alkoxycarbonyl, cyanoalkenyl and hydroxyalkyl; wherein R3 is selected from hydrido, alkyl, cyano, hydroxyalkyl, cycloalkyl, alkylsulfonyl and halo; and wherein R4 is selected from aralkenyl, aryl, cycloalkyl, cycloalkenyl and heterocyclic; wherein R4 is optionally substituted at a substitutable position with one or more radicals selected from halo. alkylthio, alkylsulfonyl, cyano, nitro, haloalkyl, alkyl, hydroxyl, alkenyl, hydroxyalkyl, carboxyl, cycloalkyl, alkylamino, dialkylamino, alkoxycarbonyl, aminocarbonyl, alkoxy, haloalkoxy, sulfamyl heterocyclic and amino; provided R2 and R3 are not both hydrido, further provided that R2 is not carboxyl or methyl when R3 is hydrido and when R4 is phenyl; further provided that R4 is not triazolyl when R2 is methyl; further provided that R4 is not aralkenyl when R2 is carboxyl, aminocarbonyl or ethoxycarbonyl; further provided that R4 is not phenyl when R2 is methyl and R3 is carboxyl, and further provided that R4 is not unsubstituted thienyl when R2 is trifluoromethyl; or a pharmaceutically acceptable salt thereof.

L'invention se rapporte à une classe de composés de benzènesulfonamide de pyrazolyle utilisés pour traiter les inflammations et les troubles d'ordre inflammatoire. Les composés plus particulièrement étudiés répondent à la formule (II), dans laquelle R?2¿ est choisi entre hydrido, alkyle, haloalkyle, alcoxycarbonyle, cyano, cyanoalkyle, carboxyle, aminocarbonyle, alkylaminocarbonyle, cycloalkylaminocarbonyle, arylaminocarbonyle, carboxyalkylaminocarbonyle, carboxyalkyle, aralcoxycarbonylalkylaminocarbonyle, aminocarbonylalkyle, alcoxycarbonylcyanoalcényle et hydroxyalkyle; R?3¿ est choisi entre hydrido, alkyle, cyano, hydroxyalkyle, cycloalkyle, alkylsulfonyle et halo; R?4¿ est choisi entre aralcényle, aryle, cycloalkyle, cycloalcényle et un groupe hétérocyclique; R?4¿ pouvant être éventuellement substitué en une position apte à être substituée par un ou plusieurs radicaux choisis entre halo, alkylthio, alkylsulfonyle, cyano, nitro, haloalkyle, alkyle, hydroxyle, alcényle, hydroxyalkyle, carboxyle, cycloalkyle, alkylamino, dialkylamino, alcoxycarbonyle, aminocarbonyle, alcoxy, haloalcoxy, sulfamyle, un radical hétérocyclique et amino; à condition que R?2¿ et R?3¿ ne représentent pas tous deux hydrido; que R?2¿ ne représente pas carboxyle ou méthyle quand R?3¿ représente hydrido et quand R?4¿ représente phényle; que R?4¿ ne représente pas triazolyle quand R?2¿ représente méthyle; que R?4¿ ne représente pas aralcényle quand R?2¿ représente carboxyle, aminocarbonyle ou éthoxycarbonyle; que R?4¿ ne représente pas phényle quand R?2¿ représente méthyle et R?3¿ carbonyle; et que R?4¿ ne représente pas thiényle non substitué lorsque R?2¿ représente trifluorométhyle. L'invention se rapporte également à un sel pharmaceutiquement acceptable de ces composés.

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