Patent DE-10210319-A1 (DE)
Title: New thiazole-5-sulfonamide derivatives, useful for the treatment of viral infections in humans and animals, especially herpes simplex or human cytomegalovirus infections
Inventor: BENDER WOLFGANG
IPC: C07D277/48
Filed: 2002-03-08
Abstract: Thiazole-5-sulfonamide derivatives (I) are new.  Thiazole-5-sulfonamide derivatives of formula (I) and their salts are new.  R1 = H, halo, R, OR, 1-6C aminoalkyl or 1-6C haloalkyl; R = 1-6C alkyl; R2, R3 = H, 3-8C cycloalkyl or biphenylaminocarbonyl; 1-6C alkyl (substituted with 0-3 of 3-6C cycloalkyl, OR, halo, OH, NH2, OSiR3, 3,4-methylenedioxyphenyl, tetrahydro-2-furyl or N(R21)COOtBu), 5- or 6-membered heteroaryl, 3- to 8-membered heterocyclyl, 6-10C aryl (optionally substituted with OH or OR), PO(OR22)(OR23), COCH(NH)R24 or CH(R25)OCOR26; or NR2R3 = 5- or 6-membered saturated heterocycle optionally containing O; R21-R23 = H or 1-4C alkyl; R24 = the side chain of a natural alpha-amino acid; R25 = 1-4C alkyl; R26 = H, 1-4C alkyl or CH(NH2)R27; R27 = the side chain of a natural alpha-amino acid; R6 = phenyl (substituted with 0-3 of halo), Ar, OR, SR, SCF3, OH, COOH, 1-6C fluoroalkoxy, 1-6C alkyl (optionally substituted with tetrahydro-2-furyl), Het1, Het2, 2-6C alkenyl, OR61, NR62R3, CONR64R5, carbazole, dibenzofuran, dibenzothiophene, xanthene or 9,10-dihydroacridine; Ar = 6-10C aryl (substituted with 0-3 of 1-6C alkanoyl, OR, R, halo, COOR, NO2, CN, 1-6C haloalkyl, 1-6C haloalkoxy, NH2, SR, OH, COOH, CONH2, CONHR, CONRR, mono- or di(1-6C alkanoyl)amino, NHCOOR, SOR, SO2R, OSiR3) or 3- to 8-membered heterocyclyl; Het1 = 5- or 6-membered heteroaryl (optionally substituted as for Ar); Het2 = 3- to 8-membered heterocyclyl (substituted with 0-3 of oxo, halo, OH, COOR, NHCOOR, R, 1-6C haloalkyl and 1-6C hydroxyalkyl); R61 = phenyl optionally substituted with NR66R67; or 1-6C alkyl substituted with 0-3 of OH and/or halo; R66, R67 = H, R or 1-6C acyl; R62, R63 = H, CONH2, CONHR, CONRR, phenyl, 1-6C acyl, or 1-6C alkyl (optionally substituted with OR, 1-6C acyl, Ph or 5- to 6-membered heteroaryl, where phenyl and heteroaryl are substituted with 0-3 of halo and OH); R64, R65 = H or R; R7, R8 = H, R, halo or NH2; A = CR4'R5'-CO-CR4R5, CR4'R5'-CO-NR9, NR9-CO-CR4R5 or NR9'-CO-NR9; R4, R4' = H, 1-6C acyl, 2-6C alkenyl, 3-8C cycloalkyl, COOR, or 1-6C alkyl (substituted with 0-3 of halo, OH, 1-6C acyl, OR, ethoxyethoxy, OPh, 6-10C aryl or NR41R42); R41, R42 = H, 1-6C acyl, R, CONH2, mono- or di(1-6C alkyl)amino(1-6C)alkyl, CONHR, CONRR, 6-10C aryl or COOR, or NR41R42 = optionally oxo-substituted 5- or 6-membered heterocyclyl optionally N-substituted with 1-4C alkyl; R5, R5' = H, R or 1-6C alkanoyl; R9, R9' = H, 1-6C acyl, 2-6 alkenyl, 3-8C cycloalkyl, or 1-6C alkyl substituted with 0-3 of halo, OH, 3-8C cycloalkyl, 1-6C acyl, OR, COOH, NHCOOtBu, ethoxyethoxy, OPh, 6-10C aryl, NR92R93, optionally benzo-fused 5- or 6-membered heteroaryl, 2-pyrrolidyl, 1-R-2pyrrolidinyl, tetrahydro-2-furyl, benzo(1,4)dioxan-2-yl, 2-oxopyrrolidino or OCONR96R97; R92, R93 = groups as defined for R41 and R42; R94 = H or 1-4C alkyl; and R96, R97 = H, or 1-6C alkyl or 6-10C aryl substituted with 0-3 of OH, OR and halo.