Title:
NEW N-HYDROXY-4-(3-PHENYL-5-METHYL-ISOXAZOLE-4-YL)-BENZENESULFONAMIDE SOLVATES
Document Type and Number:
WIPO Patent Application WO2005007620
Kind Code:
A3
Abstract:
The invention relates to new N-hydroxy-4-(3-phenyl-5-methyl-isoxazole-4-yl)-benzenesulfonamide solvates of formula (I), wherein n represents 0 or 1 mol, [solvate] represents water, C1-C4 alcohol, Cl-C4 alkylester of C1-C3 carboxylic acid or dioxane, and the mixture of solvated (wherein n=1) and solvat-free forms (wherein n=0). Furthermore, the invention relates their process for production and use for the treatment of osteoarthritis and rheumatoid arthritis and surgical and primary dysmenorrheal pains, based on anti-inflammatory and analgesic pharmacological model experiments.
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Inventors:
FISCHER JANOS (HU)
FODOR TAMAS (HU)
KARPATI EGON (HU)
KIS-VARGA ISTVANNE (HU)
LEVAI SANDOR (HU)
ERDELYI PETER (HU)
ZAJERNE BALAZS MARIA (HU)
GERE ANIKO (HU)
FODOR TAMAS (HU)
KARPATI EGON (HU)
KIS-VARGA ISTVANNE (HU)
LEVAI SANDOR (HU)
ERDELYI PETER (HU)
ZAJERNE BALAZS MARIA (HU)
GERE ANIKO (HU)
Application Number:
PCT/HU2004/000077
Publication Date:
March 10, 2005
Filing Date:
July 16, 2004
Export Citation:
Assignee:
RICHTER GEDEON VEGYESZET (HU)
FISCHER JANOS (HU)
FODOR TAMAS (HU)
KARPATI EGON (HU)
KIS-VARGA ISTVANNE (HU)
LEVAI SANDOR (HU)
ERDELYI PETER (HU)
ZAJERNE BALAZS MARIA (HU)
GERE ANIKO (HU)
FISCHER JANOS (HU)
FODOR TAMAS (HU)
KARPATI EGON (HU)
KIS-VARGA ISTVANNE (HU)
LEVAI SANDOR (HU)
ERDELYI PETER (HU)
ZAJERNE BALAZS MARIA (HU)
GERE ANIKO (HU)
International Classes:
C07D231/12; C07D261/08; (IPC1-7): A61K31/42; C07D231/12
Other References:
JOSH J. YUAN ET AL.: "Disposition of a specific cyclooxygenase-2 inhibitor, valdecoxib, in human", DRUG METABOLISM AND DISPOSITION, vol. 30, no. 9, 2002, pages 1013 - 1021, XP002311618
JOHN J. TALLEY ET AL.: "4-[5-Methyl-3-phenylisoxazol-4-yl]-benzenesulfonamide, Valdecoxib: A potent and selective inhibitor of COX-2", J.MED.CHEM., vol. 43, 2000, pages 775 - 777, XP002311619
HERBERT T. NAGASAWA ET AL.: "Carbethoxylating agents as inhibitors of aldehyde dehydrogenase", J.MED.CHEM., vol. 38, 1995, pages 1872 - 1876, XP002311620
MAURICE L. MOORE ET AL.: "Substituted sulfanilamides. III. N4-Acyl-N1-hydroxy derivatives", J.AM.CHEM.SOC., vol. 62, 1940, pages 2097 - 2099, XP002311621
JI Y. ZHANG ET AL.: "Pharmacokinetics and metabolism of a COX-2 inhibitor, valdecoxib, in mice", DRUG METABOLISME AND DISPOSITION, vol. 31, no. 4, April 2003 (2003-04-01), pages 491 - 501, XP002311622
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SARAPA, NENAD ET AL: "Valdecoxib, a COX-2-specific inhibitor, does not affect cardiac repolarization", XP002311623, retrieved from STN Database accession no. 2003:753917
JOHN J. TALLEY ET AL.: "4-[5-Methyl-3-phenylisoxazol-4-yl]-benzenesulfonamide, Valdecoxib: A potent and selective inhibitor of COX-2", J.MED.CHEM., vol. 43, 2000, pages 775 - 777, XP002311619
HERBERT T. NAGASAWA ET AL.: "Carbethoxylating agents as inhibitors of aldehyde dehydrogenase", J.MED.CHEM., vol. 38, 1995, pages 1872 - 1876, XP002311620
MAURICE L. MOORE ET AL.: "Substituted sulfanilamides. III. N4-Acyl-N1-hydroxy derivatives", J.AM.CHEM.SOC., vol. 62, 1940, pages 2097 - 2099, XP002311621
JI Y. ZHANG ET AL.: "Pharmacokinetics and metabolism of a COX-2 inhibitor, valdecoxib, in mice", DRUG METABOLISME AND DISPOSITION, vol. 31, no. 4, April 2003 (2003-04-01), pages 491 - 501, XP002311622
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SARAPA, NENAD ET AL: "Valdecoxib, a COX-2-specific inhibitor, does not affect cardiac repolarization", XP002311623, retrieved from STN Database accession no. 2003:753917
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