Broadspectrum substituted benzisoxazole sulfonamide HIV...

Details Broadspectrum substituted benzisoxazole sulfonamide HIV... Broadspectrum substituted benzisoxazole sulfonamide HIV...

2003-05-16

2008-12-09

Shameem, Golam M. M. (Department: 1626)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C548S241000

Reexamination Certificate

active

07462636

ABSTRACT:
The present invention concerns the compounds having the formulaN-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof, wherein R1and R8each are H, optionally substituted C1-6alkyl, C2-6alkenyl, C3-7cycloalkyl, aryl, Het1, Het2; R1may also be a radical of formula (R11aR11b)NC(R10aR10b)CR9—; t is 0, 1 or 2; R2is 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; R3is C1-6alkyl, aryl, C3-7cycloalkyl, C3-7cycloalkylC1-4alkyl, or arylC1-4alkyl; R4is 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—; R5is H, OH, C1-6alkyl, Het1C1-6alkyl, Het2C1-6alkyl, optionally substituted amino-C1-6alkyl; R6is C1-6alkylO, Het1, Het1O, Het2, Het2O, aryl, arylO, C1-6alkyloxy-carbonylamino or amino; and in case -A- is other than C1-6alkanediyl then R6may 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 R6may optionally be substituted; R5and -A-R6taken together with the nitrogen atom to which they are attached may also form Het1or 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.

REFERENCES:
patent: 5004751 (1991-04-01), Mochida et al.
patent: 7244752 (2007-07-01), Surleraux et al.
patent: 0499299 (1992-08-01), None
patent: 0499299 (1992-08-01), None
patent: 0721331 (1996-07-01), None
patent: WO 94/05263 (1994-03-01), None
patent: WO 94/05639 (1994-03-01), None
patent: WO 95/06030 (1995-03-01), None
patent: WO 95/09615 (1995-04-01), None
patent: WO 96/22287 (1996-07-01), None
patent: WO 96/28418 (1996-09-01), None
patent: WO 96/28463 (1996-09-01), None
patent: WO 96/28464 (1996-09-01), None
patent: WO 96/28465 (1996-09-01), None
patent: WO 97/18205 (1997-05-01), None
patent: WO 97/44014 (1997-11-01), None
patent: WO 98/42318 (1998-10-01), None
patent: WO 99/33792 (1999-07-01), None
patent: WO 99/33793 (1999-07-01), None
patent: WO 99/33795 (1999-07-01), None
patent: WO 99/33815 (1999-07-01), None
patent: WO 99/67254 (1999-12-01), None
patent: WO 01/25240 (2001-04-01), None
Goodman, et al., “Biotransformation of Drugs”, The Pharmacological Basis of Therapeutics, pp. 13-18, 8thEdition, 1990.
Shutske, et al., “A Novel Synthesis of 3-Amino-1,2-benzisoxazoles—an Entry into the Isoxazolo[3,4,5-ef][1,4]benzoxazepine Ring System”, J. Heterocyclic Chem., 26, (1989) pp. 1293-1298.
Hertogs, et al., “A Rapid Method for Simultaneous Detection of Phenotypic Resistance to Inhibitors of Protease and Reverse Transcriptase in Recombinant Human Immunodeficiency Virus Type 1 Isolates from Patients Treated with Antiretroviral Drugs”, Antimicrobial Agents and Chemotherapy, vol. 42, (1998) pp. 269-276.
Augustijns, et al., “Drug absorption studies of prodrug esters using the Caco-2 model: evaluation of ester hydrolysis and transepithelial transport”, International Journal of Pharmaceutics 166, (1998) pp. 45-53.
Pauwels, R. et al., “Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds”, Journal of Virological Methods, 20, (1988) pp. 309-321.
International Search Report dated Sep. 16, 2003 for PCT/EP 03/50173.

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