Invention Grant
- Patent Title: Broad spectrum 2-(substituted-amino)-benzothiazole sulfonamide HIV protease inhibitors
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Application No.: US10467609Application Date: 2002-02-14
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Publication No.: US07659404B2Publication Date: 2010-02-09
- Inventor: Dominique Louis Nestor Ghislain Surleraux , Piet Tom Bert Paul Wigerinck , Daniel Getman , Wim Gaston Verschueren , Sandrine Vendeville , Marie-Pierre De Bethune , Jan Octaaf Antoon De Kerpel , Samuel Leo Christiaan Moors , Herman Augustinus De Kock , Marieke Christiane Johanna Voets
- Applicant: Dominique Louis Nestor Ghislain Surleraux , Piet Tom Bert Paul Wigerinck , Daniel Getman , Wim Gaston Verschueren , Sandrine Vendeville , Marie-Pierre De Bethune , Jan Octaaf Antoon De Kerpel , Samuel Leo Christiaan Moors , Herman Augustinus De Kock , Marieke Christiane Johanna Voets
- Applicant Address: IE
- Assignee: Tibotec Pharmaceuticals Ltd.
- Current Assignee: Tibotec Pharmaceuticals Ltd.
- Current Assignee Address: IE
- Priority: EP01200529 20010214
- International Application: PCT/EP02/01788 WO 20020214
- International Announcement: WO02/083657 WO 20021024
- Main IPC: A61K31/428
- IPC: A61K31/428 ; C07D417/12

Abstract:
The present invention concerns the compounds having the formula 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; A is C1-6alkanediyl, —C(═O)—, —C(═S)—, —S(═O)2—, C1-6alkanediyl-C(═O)—, C1-6alkanediyl-C(═S)— or C1-6alkanediyl-S(═O)2—; R5 is H, OH, C1-6alkyl, Het1C1-6alkyl, Het2C1-6alkyl, optionally substituted aminoC1-6alkyl; R6 is C1-6alkylO, Het1, Het1O, Het2, Het2O, aryl, arylO, C1-6alkyloxycarbonylamino or amino; and in case —A— is other than C1-6alkanediyl then R6 may also be C1-6alkyl, Het1C1-4alkyl, Het1OC1-4alkyl, Het2C1-4alkyl, Het2OC1-4alkyl, arylC1-4alkyl, arylOC1-4alkyl or aminoC1-4alkyl; whereby each of the amino groups in the definition of R6 may optionally be substituted; R5 and —A—R6 taken together with the nitrogen atom to which they are attached may also form Het1 or Het2. 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.
Public/Granted literature
- US20040116485A1 Broad spectrum 2-(substituted-amino)-benzothiazole sulfonamide hiv protease inhibitors Public/Granted day:2004-06-17
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