Heterocyclic carboxamide-containing thiourea inhibitors of...

C - Chemistry – Metallurgy – 07 – D

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C07D 285/00 (2006.01) C07D 233/90 (2006.01) C07D 263/34 (2006.01) C07D 277/56 (2006.01) C07D 285/06 (2006.01) C07D 307/68 (2006.01)

Patent

CA 2350767

Compounds having 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; 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 monocyclic heteroaryl; 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, or 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, useful 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 herpesvirus.

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, hétérocycloalkyle de 3 à 10 segments de carbone, 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?) or W-Y-(CH¿2?)¿n?-Z sous la réserve que l'un au moins des R¿1?-R¿5? ne soit pas hydrogène; ou R¿2? pris avec R¿3? ou R¿3? pris avec R¿4?, forment ensemble 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? et R¿8? forment ensemble un hétérocycloalkyle de 3 à 7 segments; 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 hétéroaryle monocyclique; X est une liaison, NH, C¿1?-C¿6? alkyle, C¿1?-C¿6? alcényle, C¿1?-C¿6? alcoxy, ou C¿1?-C¿6? thioalkyle, C¿1?-C¿6? alkylamino, ou (CH)J; J C¿1?-C¿6? est alkyle, C¿3?-C¿7? cycloalkyle, phényle ou benzyle; et n est un entier valant de 1 à 6. Ces composés conviennent au traitement d'affections associées aux virus de l'herpès, y-compris le cytomégalovirus humain, les herpès simllex, le virus d'Epstein-Barr, le virus de la varicelle-zona virus, les herpèsvirus 6 et 7 humains, et l'herpèsvirus de Kaposi.

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