Aryl imidazoles and their use as anti-cancer agents

C - Chemistry – Metallurgy – 07 – D

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C07D 233/58 (2006.01) A61K 31/4164 (2006.01) A61K 31/4178 (2006.01) A61K 31/4184 (2006.01) A61K 31/4188 (2006.01) C07D 235/02 (2006.01) C07D 401/04 (2006.01) C07D 401/14 (2006.01) C07D 403/04 (2006.01) C07D 403/14 (2006.01) C07D 405/14 (2006.01) C07D 409/14 (2006.01) C07D 471/04 (2006.01) C07D 471/14 (2006.01) C07D 495/04 (2006.01)

Patent

CA 2545942

Therapeutically effective 2,4,5-trisubstituted imidazole compounds are provided. Also provided are methods -of preparing the compounds and pharmaceutical compo- sitions comprising the compounds alone or in combination with other agents. The present invention further provides for the use of the compounds as anti-cancer agents; wherein: R1 is aryl, substituted aryl, heterocycle, substituted heterocycle, heteroaryl, substituted heteroaryl or amino; R2 and R3 are independently aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, or substituted heteroaryl or R2 and R3 when taken together along with the carbon atoms they are attached to, form aryl or substituted aryl, and R4 is hydrogen, halogen, hydroxyl, thiol, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, alkylalkenyl, alkyl alkynyl, alkoxy, alkyithio, aryl, aryloxy, amino, amido, carboxyl, aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, heteroalkyl, cycloalkyl, substituted cycloalkyl, alkylcycloalkyl, alkylcyclobeteroalkyl, nitro, cyano or -S(O)o.2R wherein R is alkyl, substituted alkyl, aryl, substituted aryl, heterocycle, beteroaryl, substituted heterocycle, or substituted heteroaryl.

Composés d'imidazole 2,4,5-trisubstitués à effet thérapeutique, procédés de préparation de ces composés et compositions pharmaceutiques comportant lesdits composés, seuls ou en combinaison avec d'autres agents. La présente invention porte également sur l'utilisation de ces composés comme agents anticancéreux. Dans la formule (I), R1 représente aryle, aryle substitué, un hétérocycle, un hétérocycle substitué, hétéroaryle, hétéroaryle substitué ou amino; R2 et R3 représentent indépendamment aryle, aryle substitué, un hétérocycle, hétéroaryle, un hétérocycle substitué, ou hétéroaryle substitué ou R2 et R3, pris ensemble et avec les atomes de carbone auxquels ils sont rattachés, constituent aryle ou aryle substitué, et R4 représente hydrogène, halogène, hydroxyle, thiol, alkyle inférieur, alkyle inférieur substitué, alcényle inférieur, alcényle inférieur substitué, alkynyle inférieur, alkynyle inférieur substitué, alkylalcényle, alkyle alkynyle, alcoxy, alkylthio, acyle, aryloxy, amino, amido, carboxyle, aryle, aryle substitué, un hétérocycle, hétéroaryle, un hétérocycle substitué, hétéroalkyle, cycloalkyle, cycloalkyle substitué, alkylcycloalkyle, alkylcyclohétéroalkyle, nitro, cyano ou -S(O)<SUB>0-2</SUB>R, dans lequel R représente alkyle, alkyle substitué, aryle, aryle substitué, un hétérocycle, hétéroaryle, un hétérocycle substitué, ou hétéroaryle substitué.

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