Patent ID: 6492421
Filing Date: 2002-12-10
Classification: C07K

Abstract:
A compound of formula I: whereR1 is selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heterocyclic, substituted heterocylic, heteroaryl and substituted heteroaryl; R2 is selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl, substituted cycloalkenyl, heterocyclic, substituted heterocyclic, aryl, substituted aryl, heteroaryl, substituted heteroaryl, and where R1 and R2 together with the nitrogen atom bound to R2 and the SO2 group bound to R1 form a heterocyclic or a substituted heterocyclic group; R3 is selected from the group consisting of alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic, substituted heterocyclic and, when R2 does not form a heterocyclic group with R1, R2 and R3 together with the nitrogen atom bound to R2 and the carbon atom bound to R3 can form a heterocyclic or a substituted heterocyclic group; R5 is â€”(CH2)xâ€”Arâ€”R5â€² where R5â€² is selected from the group consisting (a) substituted alkylcarbonylamino with the proviso that at least one of the substituents on the substituted alkyl moiety is selected from the group consisting of alkoxy, substituted alkoxy, acyl, acylamino, thiocarbonylamino, acyloxy, alkenyl, amino, amidino, alkyl amidino, thioamidino, aminoacyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aryloxy, substituted aryloxy, cyano, nitro, halogen, hydroxyl, carboxyl, carboxylalkyl, carboxyl-substituted alkyl, carboxyl-cycloalkyl, carboxyl-substituted cycloalkyl, carboxylaryl, carboxyl-substituted aryl, carboxylheteroaryl, carboxyl-substituted heteroaryl, carboxylheterocyclic, carboxyl-substituted heterocyclic, cycloalkyl, substituted cycloalkyl, guanidino, guanidinosulfone, thiol, thioalkyl, substituted thioalkyl, thioaryl, substituted thioaryl, thiocycloalkyl, substituted thiocycloalkyl, thioheteroaryl, substituted thioheteroaryl, thioheterocyclic, substituted thioheterocyclic, heterocyclic, substituted heterocyclic, cycloalkoxy, substituted cycloalkyoxy, heteroayrloxy, substituted heteroaryloxy, heterocyclyloxy, substituted heterocyclyloxy, oxycarbonylamino, oxythiocarbonylamino, â€”OS(O)2-alkyl, â€”OS(O)2-substituted alkyl, â€”OS(O)2-aryl, â€”OS(O)2-substituted aryl, â€”OS(O)2-heteroaryl, â€”OS(O)2-substituted heteroaryl, â€”OS(O)2-heterocyclic, â€”OS(O)2-substituted heterocyclic, â€”OSO2-NRR where R is hydrogen or alkyl, â€”NRS(O)2-alkyl, â€”NRS(O)2-substituted alkyl, â€”NRS(O)2-aryl, â€”NRS(O)2-substituted aryl, â€”NRS(O)2-heteroaryl, â€”NRS(O)2-substituted heteroaryl, â€”NRS(O)2-heterocyclic, â€”NRS(O)2-substituted heterocyclic, â€”NRS(O)2â€”NR-alkyl, â€”NRS(O)2â€”NR-substituted alkyl, â€”NRS(O)2â€”NR-aryl, â€”NRS(O)2â€”NR-substituted aryl, â€”NRS(O)2â€”NR-heteroaryl, â€”NRS(O)2â€”NR-substituted heteroaryl, â€”NRS(O)2â€”NR-heterocyclic, â€”NRS(O)2â€”NR-substituted heterocyclic where R is hydrogen or alkyl, mono- and di-alkylamino, mono- and di-(substituted alkyl)amino, mono- and di-arylamino, mono- and di-substituted arylamino, mono- and di-heteroarylamino, mono- and di-substituted heteroarylamino, mono- and di-heterocyclic amino, mono- and di-substituted heterocyclic amino, and unsymmetric di-substituted amines having different substituents selected from alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, and substituted alkyl groups having amino groups blocked by conventional blocking groups such as Boc, Cbz, formyl, and the like or alkyl/substituted alkyl groups substituted with â€”SO2-alkyl, â€”SO2-substituted alkyl, â€”SO2-alkenyl, â€”SO2-substituted alkenyl, â€”SO2-cycloalkyl, â€”SO2-substituted cycloalkyl, â€”SO2-aryl, â€”SO2-substituted aryl, â€”SO2-heteroaryl, â€”SO2-substituted heteroaryl, â€”SO2-heterocyclic, â€”SO2-substituted heterocyclic and â€”SO2NRR where R is hydrogen or alkyl; (b) alkoxyaryl substituted on the alkoxy moiety with a substituent selected from the group consisting of carboxyl and â€”COOR where R is alkyl, substituted alkyl, cycloalkyl, aryl, heteroaryl and heterocyclic, (c) aryl and heteroaryl; (d) â€”NRâ€²Râ€² wherein each Râ€² is independently selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, cycloalkyl, substituted cycloalkyl, heterocyclic and substituted heterocyclic with the proviso that at least one of R1 is substituted alkyl, cycloalkyl, substituted cycloalkyl, heterocyclic and substituted heterocyclic and with the further proviso that when R1 is substituted alkyl at least one of the substituents on the substituted alkyl moiety is selected from the group consisting of alkoxy, substituted alkoxy, acyl, acylamino, thiocarbonylamino, acyloxy, alkenyl, amino, amidino, alkyl amidino, thioamidino, aminoacyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aryloxy, substituted aryloxy, cyano, nitro, halogen, hydroxyl, carboxyl, carboxylalkyl, carboxyl-substituted alkyl, carboxyl-cycloalkyl, carboxyl-substituted cycloalkyl, carboxylaryl, carboxyl-substituted aryl, carboxylheteroaryl, carboxyl-substituted heteroaryl, carboxylheterocyclic, carboxyl-substituted heterocyclic, cycloalkyl, substituted cycloalkyl, guanidino, guanidinosulfone, thiol, thioalkyl, substituted thioalkyl, thioaryl, substituted thioaryl, thiocycloalkyl, substituted thiocycloalkyl, thioheteroaryl, substituted thioheteroaryl, thioheterocyclic, substituted thioheterocyclic, heterocyclic, substituted heterocyclic, cycloalkoxy, substituted cycloalkyoxy, heteroayrloxy, substituted heteroaryloxy, heterocyclyloxy, substituted heterocyclyloxy, oxycarbonylamino, oxythiocarbonylamino, â€”OS(O)2-alkyl, â€”OS(O)2-substituted alkyl, â€”OS(O)2-aryl, â€”OS(O)2-substituted aryl, â€”OS(O)2-heteroaryl, â€”OS(O)2-substituted heteroaryl, â€”OS(O)2-heterocyclic, â€”OS(O)2-substituted heterocyclic, â€”OSO2â€”NRR where R is hydrogen or alkyl, â€”NRS(O)2-alkyl, â€”NRS(O)2-substituted alkyl, â€”NRS(O)2-aryl, â€”NRS(O)2-substituted aryl, â€”NRS(O)2-heteroaryl, â€”NRS(O)2-substituted heteroaryl, â€”NRS(O)2-heterocyclic, â€”NRS(O)2-substituted heterocyclic, â€”NRS(O)2â€”NR-alkyl, â€”NRS(O)2â€”NR-substituted alkyl, â€”NRS(O)2â€”NR-aryl, â€”NRS(O)2â€”NR-substituted aryl, â€”NRS(O)2â€”NR-heteroaryl, â€”NRS(O)2â€”NR-substituted heteroaryl, â€”NRS(O)2â€”NR-heterocyclic, â€”NRS(O)2â€”NR-substituted heterocyclic where R is hydrogen or alkyl, mono- and di-alkylamino, mono- and di-(substituted alkyl)amino, mono- and di-arylamino, mono- and di-substituted arylamino, mono- and di-heteroarylamino, mono- and di-substituted heteroarylamino, mono- and di-heterocyclic amino, mono- and di-substituted heterocyclic amino, and unsymmetric di-substituted amines having different substituents selected from alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, and substituted alkyl groups having amino groups blocked by conventional blocking groups such as Boc, Cbz, formyl, and the like or alkyl/substituted alkyl groups substituted with â€”SO2-alkyl, â€”SO2-substituted alkyl, â€”SO2-alkenyl, â€”SO2-substituted alkenyl, â€”SO2-cycloalkyl, â€”SO2-substituted cycloalkyl, â€”SO2-aryl, â€”SO2-substituted aryl, â€”SO2-heteroaryl, â€”SO2-substituted heteroaryl, â€”SO2-heterocyclic, â€”SO2-substituted heterocyclic and â€”SO2NRR where R is hydrogen or alkyl; (e) -alkoxy-NRâ€³Râ€³ wherein each Râ€³ is independently selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic, and substituted heterocyclic with the proviso that when each Râ€³ is substituted alkyl then at least one of the substituents on the substituted alkyl moiety is selected from the group consisting of alkoxy, substituted alkoxy, acyl, acylamino, thiocarbonylamino, acyloxy, alkenyl, amino, amidino, alkyl amidino, thioamidino, aminoacyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aryloxy, substituted aryloxy, cyano, nitro, halogen, hydroxyl, carboxyl, carboxylalkyl, carboxyl-substituted alkyl, carboxyl-cycloalkyl, carboxyl-substituted cycloalkyl, carboxylaryl, carboxyl-substituted aryl, carboxylheteroaryl, carboxyl-substituted heteroaryl, carboxylheterocyclic, carboxyl-substituted heterocyclic, cycloalkyl, substituted cycloalkyl, guanidino, guanidinosulfone, thiol, thioalkyl, substituted thioalkyl, thioaryl, substituted thioaryl, thiocycloalkyl, substituted thiocycloalkyl, thioheteroaryl, substituted thioheteroaryl, thioheterocyclic, substituted thioheterocyclic, heterocyclic, substituted heterocyclic, cycloalkoxy, substituted cycloalkyoxy, heteroayrloxy, substituted heteroaryloxy, heterocyclyloxy, substituted heterocyclyloxy, oxycarbonylamino, oxythiocarbonylamino, â€”OS(O)2-alkyl, â€”OS(O)2-substituted alkyl, â€”OS(O)2-aryl, â€”OS(O)2-substituted aryl, â€”OS(O)2-heteroaryl, â€”OS(O)2-substituted heteroaryl, â€”OS(O)2-heterocyclic, â€”OS(O)2-substituted heterocyclic, â€”OSO2â€”NRR where R is hydrogen or alkyl, â€”NRS(O)2-alkyl, â€”NRS(O)2-substituted alkyl, â€”NRS(O)2-aryl, â€”NRS(O)2-substituted aryl, â€”NRS(O)2-heteroaryl, â€”NRS(O)2-substituted heteroaryl, â€”NRS(O)2-heterocyclic, â€”NRS(O)2-substituted heterocyclic, â€”NRS(O)2â€”NR-alkyl, â€”NRS(O)2â€”NR-substituted alkyl, â€”NRS(O)2â€”NR-aryl, â€”NRS(O)2â€”NR-substituted aryl, â€”NRS(O)2â€”NR-heteroaryl, â€”NRS(O)2â€”NR-substituted heteroaryl, â€”NRS(O)2â€”NR-heterocyclic, â€”NRS(O)2â€”NR-substituted heterocyclic where R is hydrogen or alkyl, mono- and di-alkylamino, mono- and di-(substituted alkyl)amino, mono- and di-arylamino, mono- and di-substituted arylamino, mono- and di-heteroarylamino, mono- and di-substituted heteroarylamino, mono- and di-heterocyclic amino, mono- and di-substituted heterocyclic amino, and unsymmetric di-substituted amines having different substituents selected from alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, and substituted alkyl groups having amino groups blocked by conventional blocking groups such as Boc, Cbz, formyl, and the like or alkyl/substituted alkyl groups substituted with â€”SO2-alkyl, â€”SO2-substituted alkyl, â€”SO2-alkenyl, â€”SO2-substituted alkenyl, â€”SO2-cycloalkyl, â€”SO2-substituted cycloalkyl, â€”SO2-aryl, â€”SO2-substituted aryl, â€”SO2-heteroaryl, â€”SO2-substituted heteroaryl, â€”SO2-heterocyclic, â€”SO2-substituted heterocyclic and â€”SO2NRR where R is hydrogen or alkyl; (f) substituted alkenyl or substituted alkynyl with the proviso that at least one of the substituents on the substituted alkenyl/alkynyl moiety is selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic, and substituted heterocyclic with the proviso that when substituted with substituted alkyl then at least one of the substituents on the substituted alkyl moiety is selected from the group consisting of alkoxy, substituted alkoxy, acyl, acylamino, thiocarbonylamino, acyloxy, alkenyl, amino, amidino, alkyl amidino, thioamidino, aminoacyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aryloxy, substituted aryloxy, cyano, nitro, halogen, hydroxyl, carboxyl, carboxylalkyl, carboxyl-substituted alkyl, carboxyl-cycloalkyl, carboxyl-substituted cycloalkyl, carboxylaryl, carboxyl-substituted aryl, carboxylheteroaryl, carboxyl-substituted heteroaryl, carboxylheterocyclic, carboxyl-substituted heterocyclic, cycloalkyl, substituted cycloalkyl, guanidino, guanidinosulfone, thiol, thioalkyl, substituted thioalkyl, thioaryl, substituted thioaryl, thiocycloalkyl, substituted thiocycloalkyl, thioheteroaryl, substituted thioheteroaryl, thioheterocyclic, substituted thioheterocyclic, heterocyclic, substituted heterocyclic, cycloalkoxy, substituted cycloalkyoxy, heteroayrloxy, substituted heteroaryloxy, heterocyclyloxy, substituted heterocyclyloxy, oxycarbonylamino, oxythiocarbonylamino, â€”OS(O)2-alkyl, â€”OS(O)2-substituted alkyl, â€”OS(O)2-aryl, â€”OS(O)2-substituted aryl, â€”OS(O)2-heteroaryl, â€”OS(O)2-substituted heteroaryl, â€”OS(O)2-heterocyclic, â€”OS(O)2-substituted heterocyclic, â€”OSO2â€”NRR where R is hydrogen or alkyl, â€”NRS(O)2-alkyl, â€”NRS(O)2-substituted alkyl, â€”NRS(O)2-aryl, â€”NRS(O)2-substituted aryl, â€”NRS(O)2-heteroaryl, â€”NRS(O)2-substituted heteroaryl, â€”NRS(O)2-heterocyclic, â€”NRS(O)2-substituted heterocyclic, â€”NRS(O)2â€”NR-alkyl, â€”NRS(O)2â€”NR-substituted alkyl, â€”NRS(O)2â€”NR-aryl, â€”NRS(O)2â€”NR-substituted aryl, â€”NRS(O)2â€”NR-heteroaryl, â€”NRS(O)2â€”NR-substituted heteroaryl, â€”NRS(O)2â€”NR-heterocyclic, â€”NRS(O)2â€”NR-substituted heterocyclic where R is hydrogen or alkyl, mono- and di-alkylamino, mono- and di-(substituted alkyl)amino, mono- and di-arylamino, mono- and di-substituted arylamino, mono- and di-heteroarylamino, mono- and di-substituted heteroarylamino, mono- and di-heterocyclic amino, mono- and di-substituted heterocyclic amino, and unsymmetric di-substituted amines having different substituents selected from alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, and substituted alkyl groups having amino groups blocked by conventional blocking groups such as Boc, Cbz, formyl, and the like or alkyl/substituted alkyl groups substituted with â€”SO2-alkyl, â€”SO2-substituted alkyl, â€”SO2-alkenyl, â€”SO2-substituted alkenyl, â€”SO2-cycloalkyl, â€”SO2-substituted cycloalkyl, â€”SO2-aryl, â€”SO2-substituted aryl, â€”SO2-heteroaryl, â€”SO2-substituted heteroaryl, â€”SO2-heterocyclic, â€”SO2-substituted heterocyclic and â€”SO2NRR where R is hydrogen or alkyl; (g) substituted aryloxy and substituted heteroaryloxy with the proviso that at least one substituent on the substituted aryloxy/heteroaryloxy is other than halogen, hydroxyl, amino, nitro, trifluoromethyl, trifluoromethoxy, alkyl, alkenyl, alkynyl, 1,2-dioxymethylene, 1,2-dioxyethylene, alkoxy, alkenoxy, alkynoxy, alkylamino, alkenylamino, alkynylamino, alkylcarbonyloxy, acyl, alkylcarbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N-alkyl or N,N-dialkylurea; (h) -alkoxy-saturated heterocyclic, -alkoxy-saturated substituted heterocyclic, substituted alkoxy-heterocyclic and -substituted alkoxy-substituted saturated heterocyclic; (i) â€”O-heterocyclic and â€”O-substituted heterocyclic; (j) tetrazolyl; (k) â€”NRâ€”SO2-substituted alkyl where R is hydrogen, alkyl or aryl, with the proviso that at least one substituent on the alkyl moiety of the substituted alkylsulfonylamino is other than halogen, hydroxyl, amino, nitro, trifluoromethyl, trifluoromethoxy, alkyl, alkenyl, alkynyl, 1,2-dioxymethylene, 1,2-dioxyethylene, alkoxy, alkenoxy, alkynoxy, alkylamino, alkenylamino, alkynylamino, alkylcarbonyloxy, acyl, alkylcarbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N-alkyl or N,N-dialkylurea; (l) alkenylsulfonylamino, alkynylsulfonylamino, substituted alkenylsulfonylamino and substituted alkynylsulfonylamino; (m) substituted alkoxy with the proviso that the substitution on the alkyl moiety of said substituted alkoxy does not include alkoxy-NRâ€³Râ€³, unsaturated heterocyclyl, alkyloxy, aryloxy, heteroaryloxy, aryl, heteroaryl and aryl/heteroaryl substituted with halogen, hydroxyl, amino, nitro, trifluoromethyl, trifluoromethoxy, alkyl, alkenyl, alkynyl, 1,2-dioxymethylene, 1,2-dioxyethylene, alkoxy, alkenoxy, alkynoxy, alkylamino, alkenylamino, alkynylamino, alkylcarbonyloxy, acyl, alkylcarbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N-alkyl or N,N-dialkylurea; (n) â€”C(O)NRâ€²â€³Râ€²â€³ where each Râ€²â€³ is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic with the proviso that when one Râ€²â€³ is unsaturated heterocyclylalkyl, aryl, heteroaryl or aryl/heteroaryl substituted with halogen, hydroxyl, amino, nitro, trifluoromethyl, trifluoromethoxy, alkyl, alkenyl, alkynyl, 1,2-dioxymethylene, 1,2-dioxyethylene, alkoxy, alkenoxy, alkynoxy, alkylamino, alkenylamino, alkynylamino, alkylcarbonyloxy, acyl, alkylcarbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N-alkyl or N,N-dialkylurea, then the other Râ€²â€³ is alkyl, substituted alkyl (other than unsaturated heterocyclyl substituted-alkyl), cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl and heterocyclic and substituted heterocyclic; (o) â€”SO2-aryl, â€”SO2-substituted aryl, â€”SO2-heteroaryl, â€”SO2-substituted heteroaryl or â€”SO2-alkyl; (p) â€”NRâ€²C(O)OR9 wherein Râ€² is selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic and, R9 is selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic; (q) -aminocarbonyl-(N-formylheterocycyl); and (r) -alkyl-C(O)NH-heterocyclyl and -aklâ€”C(O)NH-substituted heterocyclyl, Ar is aryl, heteroaryl, substituted aryl or substituted heteroaryl, x is an integer of from 1 to 4; Q is â€”C(X)NR7 wherein R7 is selected from the group consisting of hydrogen and alkyl; and X is selected from the group consisting of oxygen and sulfur; and pharmaceutically acceptable salts thereof.