Thiourea inhibitors of herpes viruses

Details Thiourea inhibitors of herpes viruses Thiourea inhibitors of herpes viruses

C - Chemistry, Metallurgy

07

C

C07C 335/20 (2006.01) A61K 31/17 (2006.01) A61P 31/22 (2006.01) C07C 275/42 (2006.01) C07C 335/22 (2006.01) C07D 217/26 (2006.01) C07D 295/088 (2006.01) C07D 307/81 (2006.01) C07D 307/85 (2006.01)

Patent

CA 2351403

Compounds of formula (I), wherein R1-R5 are independently selected from hydrogen, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkynyl of 2 to 6 carbon atoms, perhaloalkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, heterocycloalkyl of 3 to 10 carbon members, aryl, heteroaryl, halogen, -CN, -NO2, -CO2R6, -COR6, -OR6, -SR6, - SOR6, -SO2R6, -CONR7R8, -NR6N(R7R8), -N(R7R8) or W-Y-(CH2)n-Z provided that at least one of R1-R5 is not hydrogen; or R2 and R3 or R3 and R4, taken together form a 3 to 7 membered heterocycloalkyl or 3 to 7 membered heteroaryl; R6 and R7 are independently hydrogen, alkyl of 1 to 6 carbon atoms, perhaloalkyl of 1 to 6 carbon atoms, or aryl; R8 is hydrogen, alkyl of 1 to 6 carbon atoms, perhaloalkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, heterocycloalkyl of 3 to 10 members, aryl or heteroaryl, or R7 and R8, taken together may form a 3 to 7 membered heterocycloalkyl; R9-R12 are independently hydrogen, alkyl of 1 to 4 carbon atoms, perhaloalkyl of 1 to 4 carbon atoms, halogen, alkoxy of 1 to 4 carbon atoms, or cyano, or R9 and R10 or R11 and R12 may be taken together to form aryl of 5 to 7 carbon atoms; provided that at least one of R9-12 is not hydrogen; W is O, NR6, or is absent; Y is -(CO)- or - (CO2)-, or is absent; Z is alkyl of 1 to 4 carbon atoms, -CN, -CO2R6, COR6, - CONR7R8, -OCOR6, -NR6COR7, -OCONR6, -OR6, -SR6, -SOR6, -SO2R6, SR6N(R7R8), - N(R7R8) or phenyl; G is aryl or fused bicyclic heteroaryl; and X is a bond, - NH, alkyl of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, thioalkyl of 1 to 6 carbon atoms, alkylamino of 1 to 6 carbon atoms, or (CH)J; J is alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, phenyl or benzyl; and n is an integer from 1 to 6, in the treatment of diseases associated with herpes viruses including human cytomegalovirus, herpes simplex viruses, Epstein-Barr virus, varicella-zoster virus, human herpesviruses-6 and -7, and Kaposi herpes virus.

La présente invention concerne des composés représentés par la formule générale (I). Dans cette formule, R¿1?-R¿5? sont indépendamment hydrogène, C¿1?-C¿6? alkyle, C¿2?-C¿6? alcényle, C¿2?-C¿6? alkynyle, C¿1?-C¿6? perhaloalkyle, C¿3?-C¿10? cycloalkyle, C¿3?-C¿10? hétérocycloalkyle, aryle, hétéroaryle, halogène, -CN, -NO¿2?, -CO¿2?R¿6?, -COR¿6?, -OR¿6?, -SR¿6?, -SOR¿6?, -SO¿2?R¿6?, -CONR¿7?R¿8?, -NR¿6?N(R¿7?R¿8?), -N(R¿7?R¿8?) ou W-Y-(CH¿2?)¿n?-Z sous la réserve que l'un au moins des R¿1?-R¿5? ne soit pas hydrogène; ou que R¿2? pris avec R¿3? ou R¿3? pris avec R¿4? forment un hétérocycloalkyle de 3 à 7 segments ou un hétéroaryle de 3 à 7 segments; R¿6? et R¿7? sont indépendamment hydrogène, C¿1?-C¿6? alkyle, C¿1?-C¿6? perhaloalkyle, ou aryle; R¿8? est hydrogène, C¿1?-C¿6? alkyle, C¿1?-C¿6? perhaloalkyle, C¿3?-C¿10? cycloalkyle, hétérocycloalkyle de 3 à 10 segments, aryle ou hétéroaryle, ou R¿7? pris avec R¿8?, forment un hétérocycloalkyle de 3 à 7 segments; R¿9?-R¿12? sont indépendamment hydrogène, C¿1?-C¿4? alkyle, C¿1?-C¿4? perhaloalkyle, halogène, C¿1?-C¿4? alcoxy, ou cyano, ou R¿9? pris avec R¿10? ou R¿11? pris avec R¿12? peuvent former un C¿5?-C¿7? aryle; toutefois, l'un au moins des R¿9-12? ne doit pas être hydrogène; W est O, NR¿6?, ou est absent; Y est -(CO)- ou -(CO¿2?)-, ou est absent; Z est C¿1?-C¿4? alkyle, -CN, -CO¿2?R¿6?, COR¿6?, -CONR¿7?R¿8?, -OCOR¿6?, -NR¿6?COR¿7?, -OCONR¿6?, -OR¿6?, -SR¿6?, -SOR¿6?, -SO¿2?R¿6?, SR¿6?N(R¿7?R¿8?), -N(R¿7?R¿8?) ou phényle; G est aryle ou hétéroaryle bicyclique fusionné; enfin, X est une liaison, -NH, C¿1?-C¿6? alkyle, C¿1?-C¿6? alcényle, C¿1?-C¿6? alcoxy, C¿1?-C¿6? thioalkyle, C¿1?-C¿6? alkylamino, ou (CH)J; J est C¿1?-C¿6? alkyle, C¿3?-C¿7? cycloalkyle, phényle ou benzyle; et n est un entier de 1 à 6. Ces composés conviennent au traitement d'affections associées aux virus de l'herpès, y-compris le cytomégalovirus humain, aux herpèsvirus simplex, au virus d'Epstein-Barr, virus varicelle-zona, aux herpèsviruses-6 et -7 humains, à l'herpèsvirus de Kaposi.

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