Broadspectrum 2-amino-benzoxazole sulfonamide hiv protease...

C - Chemistry – Metallurgy – 07 – D

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C07D 413/12 (2006.01) A61K 31/423 (2006.01) C07D 263/58 (2006.01) C07D 413/14 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01) C07D 491/04 (2006.01) C07D 493/04 (2006.01) C07D 498/04 (2006.01) C07D 513/04 (2006.01)

Patent

CA 2444895

The present invention concerns the compounds having the formula (I) N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein R1 and R8 each are H, optionally substituted C1- 6alkyl, C2-6alkenyl, C3-7cycloalkyl, aryl, Het1, Het2; R1 may also be a radical of formula (R11aR11b)NC(R10aR10b)CR9-; t is 0, 1 or 2; R2 is H or C1- 6alkyl; L is -C(=O)-, -O-C(=O)-, -NR8-C(=O)-, -O-C1-6alkanediyl-C(=O)-, -NR8- C1-6alkanediyl-C(=O)-, -S(=O)2-, -O-S(=O)2-, -NR8-S(=O)2 ; R3 is C1-6alkyl, aryl, C3-7cycloalkyl, C3-7cycloalkylC1-4alkyl, or arylC1-4alkyl; R4 is H, C1- 4alkylOC(=O), carboxyl, aminoC(=O), mono- or di(C1-4alkyl)aminoC(=O), C3- 7cycloalkyl, C2-6alkenyl, C2-6alkynyl or optionally substituted C1-6alkyl; R5 and R6 are H or C1-6alkyl. It further relates to their use as broadspectrum HIV protease inhibitors, processes for their preparation as well as pharmaceutical compositions and diagnostic kits comprising them. It also concerns combinations thereof with another anti-retroviral agent, and to their use in assays as reference compounds or as reagents.

La présente invention concerne des composés de formule (I), des N-oxydes, des sels, des formes stéréoisomères, des mélanges racémiques, des promédicaments, des esters et des métabolites desdits composés. Dans cette formule, R¿1? et R¿8? sont chacun H, C¿1-6?alkyle éventuellement substitué, C¿2-6?alcényle, C¿3-7?cycloalkyle, aryle, Het?1¿, Het?2¿, R¿1? peut également être un radical de formule (R¿11a?R¿11b?)NC(R¿10a?R¿10b?)CR¿9?-, t vaut 0, 1 ou 2, R¿2? est H ou C¿1-6?alkyle, L est C(=O)-, -O-C(=O)-, -NR¿8?-C(=O)-, -O-C¿1-6?alcanediyl-C(=O)-, -NR¿8?-C¿1-6?alcanediyl-C(=O)-, -S(=O)¿2?-, -O-S(=O)¿2?-, -NR¿8?-S(=O)¿2?, R¿3? est C¿1-6?alkyle, aryle, C¿3-7?cycloalkyle, C¿3-7?cycloalkylC¿1-4?alkyle, ou aryleC¿1-4?alkyle, R¿4? est H, C¿1-4?alkylOC(=O), carboxyle, aminoC(=O), mono- ou di(C¿1-4?alkyl)aminoC(=O), C¿3-7?cycloalkyle, C¿2-6?alcényle, C¿2-6?alkynyle ou C¿1-6?alkyle éventuellement substitué, et R¿5? et R¿6? sont H ou C¿1-6?alkyle. L'invention concerne également leur utilisation comme inhibiteurs des protéases du VIH à large spectre, leurs procédés de préparation ainsi que des compositions pharmaceutiques et des trousses diagnostiques les comprenant. Elle se rapporte en outre à leurs combinaisons avec un autre agent antirétroviral, ainsi qu'à leur utilisation dans des analyses comme composés de référence ou comme réactifs.

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