HUP0301231A2 - Protease inhibitors, pharmaceutical compositions containing them and their use - Google Patents

Protease inhibitors, pharmaceutical compositions containing them and their use

Info

Publication number
HUP0301231A2
HUP0301231A2 HU0301231A HUP0301231A HUP0301231A2 HU P0301231 A2 HUP0301231 A2 HU P0301231A2 HU 0301231 A HU0301231 A HU 0301231A HU P0301231 A HUP0301231 A HU P0301231A HU P0301231 A2 HUP0301231 A2 HU P0301231A2
Authority
HU
Hungary
Prior art keywords
alkyl
group
het
general formula
hydrogen atom
Prior art date
Application number
HU0301231A
Other languages
Hungarian (hu)
Inventor
Maxwell D. Cummings
Robert W. Marquis
Yu Ru
Scott K. Thompson
Daniel F. Veber
Dennis Yamashita
Original Assignee
Smithkline Beecham Corp.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Smithkline Beecham Corp. filed Critical Smithkline Beecham Corp.
Publication of HUP0301231A2 publication Critical patent/HUP0301231A2/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/02Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/04Drugs for skeletal disorders for non-specific disorders of the connective tissue
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/08Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/08Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/02Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/02Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/06Antimalarials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/02Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/08Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis for Pneumocystis carinii
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/10Anthelmintics
    • A61P33/12Schistosomicides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/06Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D223/12Nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Rheumatology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Oncology (AREA)
  • Pain & Pain Management (AREA)
  • Communicable Diseases (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Epoxy Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

A találmány (IA) általános képletű vegyületekre - amelyek képletébenR1 jelentése általános képletű csoport; R2 jelentése 1-6 szénatomosalkilcsoport, Ar-(0-6 szénatomos alkil)- csoport, Het-(0-6 szénatomosalkil)-csoport, R9C(O)-, R9SO2-, R9R11NC(O)- vagy R9SO2R11NC(O)-általános képletű csoport; R3 jelentése 1-6 szénatomos alkilcsoport;R4 jelentése R5C(O)- általános képletű csoport; R5 jelentése Het-(0-6szénatomos alkil)-csoport; R9 jelentése 1-6 szénatomos alkilcsoport,(3-6 szénatomos cikloalkil)-(0-6 szénatomos alkil)-csoport, Ar-(0-6szénatomos alkil)-csoport és Het-(0-6 szénatomos alkil)-csoport; R11jelentése hidrogénatom, 1-6 szénatomos alkilcsoport, Ar -(0-6szénatomos alkil)-csoport és Het-(0-6 szénatomos alkil)-csoport; R'jelentése hidrogénatom; R< jelentése hidrogénatom; R<' jelentésehidrogénatom; R<< jelentése 1-6 szénatomos alkilcsoport, (3-6szénatomos cikloalkil)-(0-6 szénatomos alkil)-csoport, 2-6 szénatomosalkenilcsoport, 2-6 szénatomos alkinilcsoport, Ar-(0-6 szénatomosalkil)-csoport és Het-(0-6 szénatomos alkil)- csoport; és n értéke 1,2, 3, 4 vagy 5 valamint gyógyászatilag elfogadható sóik, hidrátjaik ésszolvátjaikra vonatkozik. A találmány magában foglalja a hatóanyagként(I) általános képletű vegyületeket tartalmazó gyógyszerkészítményeketés a vegyületek gyógyászati alkalmazását is. A találmány szerintivegyületek és gyógyszerkészítmények különösen jól alkalmazhatók azolyan betegségek kezelésére, amelyekben jelentős szerepet játszanakcisztein proteázok, különösen az excesszív csont- és porcvesztésesbetegségek, például az osteoporosis, a periodontitis és az arthritiskezelésére. ÓFor the compounds of the general formula (IA) of the invention - in the formula of which R1 means a group of the general formula; R2 is a C1-C6 alkyl group, Ar-(C0-6 alkyl) group, Het-(C0-6 alkyl) group, R9C(O)-, R9SO2-, R9R11NC(O)- or R9SO2R11NC(O)- group of general formula; R3 is an alkyl group having 1 to 6 carbon atoms; R4 is a group with the general formula R5C(O); R5 is Het-(C0-C6 alkyl); R9 is C1-6 alkyl, (C3-6 cycloalkyl)-(C0-6 alkyl), Ar-(C0-6 alkyl) and Het-(C0-6 alkyl); R11 means a hydrogen atom, a C1-6 alkyl group, an Ar -(C0-6 alkyl) group and a Het-(C0-6 alkyl) group; R' is a hydrogen atom; R< is a hydrogen atom; R<' is a hydrogen atom; R<< is a C1-6 alkyl group, (C3-6 cycloalkyl)-(C0-6 alkyl) group, C2-6 alkenyl group, C2-6 alkynyl group, Ar-(C0-6 alkyl) group and Het -(C0-C6 alkyl)- group; and the value of n is 1,2, 3, 4 or 5 and their pharmaceutically acceptable salts, hydrates and solvates. The invention also includes pharmaceutical preparations containing compounds of general formula (I) as active ingredients and the medicinal use of the compounds. The compounds and pharmaceutical preparations according to the invention are particularly well suited for the treatment of diseases in which cysteine proteases play a significant role, especially for the treatment of excessive bone and cartilage loss diseases such as osteoporosis, periodontitis and arthritis. HE

HU0301231A 2000-06-14 2001-06-14 Protease inhibitors, pharmaceutical compositions containing them and their use HUP0301231A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US59384500A 2000-06-14 2000-06-14
PCT/US2001/019062 WO2001095911A1 (en) 2000-06-14 2001-06-14 Protease inhibitors

Publications (1)

Publication Number Publication Date
HUP0301231A2 true HUP0301231A2 (en) 2003-08-28

Family

ID=24376433

Family Applications (1)

Application Number Title Priority Date Filing Date
HU0301231A HUP0301231A2 (en) 2000-06-14 2001-06-14 Protease inhibitors, pharmaceutical compositions containing them and their use

Country Status (25)

Country Link
EP (1) EP1307204A4 (en)
JP (1) JP2004503502A (en)
KR (1) KR20030008220A (en)
CN (1) CN1444481A (en)
AP (1) AP2002002671A0 (en)
AR (1) AR032622A1 (en)
AU (1) AU2001268407A1 (en)
BG (1) BG107327A (en)
BR (1) BR0111693A (en)
CA (1) CA2412353A1 (en)
CZ (1) CZ20024086A3 (en)
EA (1) EA200300018A1 (en)
EC (1) ECSP024388A (en)
HU (1) HUP0301231A2 (en)
IL (1) IL153421A0 (en)
MA (1) MA25758A1 (en)
MX (1) MXPA02012442A (en)
NO (1) NO20025786L (en)
NZ (1) NZ522965A (en)
OA (1) OA12288A (en)
PE (1) PE20011374A1 (en)
PL (1) PL360508A1 (en)
SK (1) SK17592002A3 (en)
WO (1) WO2001095911A1 (en)
ZA (1) ZA200209808B (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001034159A1 (en) * 1999-11-10 2001-05-17 Smithkline Beecham Corporation Protease inhibitors
JP2003513926A (en) * 1999-11-10 2003-04-15 スミスクライン・ビーチャム・コーポレイション Protease inhibitor
EP1392657A4 (en) * 2000-11-22 2004-03-10 Smithkline Beecham Corp Protease inhibitors
MXPA03007441A (en) 2001-02-20 2004-10-15 Chugai Pharmaceutical Co Ltd Azoles as malonyl-coa decarboxylase inhibitors useful as metabolic modulators.
US7709510B2 (en) 2001-02-20 2010-05-04 Chugai Seiyaku Kabushiki Kaisha Azoles as malonyl-CoA decarboxylase inhibitors useful as metabolic modulators
JP2004527575A (en) * 2001-05-17 2004-09-09 スミスクライン・ビーチャム・コーポレイション Protease inhibitor
DE602004014937D1 (en) 2003-08-01 2008-08-21 Chugai Pharmaceutical Co Ltd PIPERIDINE COMPOUNDS AS MALONYL-COA DECARBOXYLASE HEMMER
EP1653944B1 (en) 2003-08-01 2010-11-10 Chugai Seiyaku Kabushiki Kaisha Heterocyclic compounds useful as malonyl-coa decarboxylase inhibitors
JP4773960B2 (en) 2003-08-01 2011-09-14 中外製薬株式会社 Cyanoguanidine-type azole compounds useful as malonyl-CoA decarboxylase inhibitors
JP5587790B2 (en) 2008-01-09 2014-09-10 アミュラ セラピューティクス リミティド Compound
CN103275070A (en) * 2013-05-10 2013-09-04 郑彪 Tetracyclic compound for adjusting proliferation of mononuclear cells and application of tetracyclic compound
US9427441B2 (en) 2014-02-19 2016-08-30 Indiana University Research And Technology Corporation Targeting primary cilia to treat glaucoma

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DZ2285A1 (en) * 1996-08-08 2002-12-25 Smithkline Beecham Corp Cysteine protease inhibitors.
HUP0104768A3 (en) * 1998-12-23 2002-05-28 Smithkline Beecham Corp 4-amino-3-oxo-azepanes as protease inhibitors and pharmaceutical compositions containing the same
WO2001034565A2 (en) * 1999-11-10 2001-05-17 Smithkline Beecham Corporation Protease inhibitors
JP2003513926A (en) * 1999-11-10 2003-04-15 スミスクライン・ビーチャム・コーポレイション Protease inhibitor
EP1320370A4 (en) * 2000-09-01 2008-10-22 Smithkline Beecham Corp Method of treatment
EP1392657A4 (en) * 2000-11-22 2004-03-10 Smithkline Beecham Corp Protease inhibitors
JP2004527575A (en) * 2001-05-17 2004-09-09 スミスクライン・ビーチャム・コーポレイション Protease inhibitor

Also Published As

Publication number Publication date
PL360508A1 (en) 2004-09-06
MA25758A1 (en) 2003-04-01
WO2001095911A1 (en) 2001-12-20
MXPA02012442A (en) 2003-04-25
PE20011374A1 (en) 2002-04-07
ZA200209808B (en) 2004-07-09
SK17592002A3 (en) 2003-05-02
BR0111693A (en) 2004-04-06
AR032622A1 (en) 2003-11-19
KR20030008220A (en) 2003-01-24
CA2412353A1 (en) 2001-12-20
EP1307204A4 (en) 2004-06-02
NO20025786D0 (en) 2002-12-02
AP2002002671A0 (en) 2002-12-31
EA200300018A1 (en) 2003-06-26
CZ20024086A3 (en) 2003-05-14
IL153421A0 (en) 2003-07-06
NO20025786L (en) 2003-02-12
EP1307204A1 (en) 2003-05-07
ECSP024388A (en) 2003-02-06
CN1444481A (en) 2003-09-24
JP2004503502A (en) 2004-02-05
BG107327A (en) 2003-07-31
OA12288A (en) 2003-12-12
AU2001268407A1 (en) 2001-12-24
NZ522965A (en) 2004-06-25

Similar Documents

Publication Publication Date Title
HUP0104768A2 (en) 4-amino-3-oxo-azepanes as protease inhibitors and pharmaceutical compositions containing the same
MXPA02012033A (en) 2-aminocarbonyl-9h-purine derivatives.
HUP0303084A2 (en) 17 beta-carbothioate 17-alpha-arylcarbonyloxyloxy androstane derivative as anti-inflammatory agents, process for their preparation and pharmaceutical compositions containing them
YU82202A (en) Tropane derivatives useful in therapy
HUP0301231A2 (en) Protease inhibitors, pharmaceutical compositions containing them and their use
HUP0302487A2 (en) New mandelic acid derivatives and their use as throbin inhibitors, process for their preparation and pharmaceutical compositions containing them
HUP0102160A2 (en) Use of alpha-keto enamine derivatives as ingredients
TNSN03110A1 (en) Azaindoles.
HUP0301660A2 (en) Use of neutral endopeptidase inhibitors (nepi) for the treatment of male sexual dysfunction and pharmaceutical compositions comprising thereof
HUP0300434A2 (en) Oxazole derivatives and their uses as tyrosine kinase inhibitors, process for their preparation and pharmaceutical compositions containing them
HK1062677A1 (en) 17Beta-hydroxysteroid dehydrogenase type 3 inhibitors for the treatment of androgen dependent diseases
HUP0300068A2 (en) Protease inhibitors, their preparation, their use and pharmaceutical compositions containing them
AP2001002204A0 (en) Pyrazole derivatives.
HUP0401235A2 (en) Arylsulfonyl derivatives with 5-ht6 receptor affinity, process for producing them and pharmaceutical compositions containing them
MXPA05012247A (en) New benzimidazole derivatives.
HUP0100865A2 (en) Meta-azacyclic amino benzoic acid compounds and derivatives thereof being integrin antagonists, pharmaceutical compositions comprising thereof and their use
HUP0002951A2 (en) Bis-aminomethylcarbonyl compounds as protease inhibitors and pharmaceutical compositions containing them
MXPA03000547A (en) Use of derivatives of valproic acid and 2-valproenic acid amides for the treatment of mania in bipolar disorder.
MY136859A (en) Pyrrolidine derivatives as factor xa inhibitors
HUP0003577A2 (en) Tetrahydro gamma-carbolines, process for their preparation, their use and pharmaceutical compositions containing them
HUP0402515A2 (en) Novel substituted n-[4-(1h-imidazol-1-yl)-2-fluorophenyl]-3-(trifluoromethyl)-1h-pyrazole-5-carboxamides as inhibitors of factor xa, their use and pharmaceutical compositions containing them
HUP0402033A2 (en) Use of 2-amino-4-pyridylmethyl-thiazoline derivatives as inhibitors of inducible no-synthase, process for their preparation and pharmaceutical compositions containing them
HUP0303195A2 (en) O-substituted 6-methyl-tramadol derivatives, process for their preparation and pharmaceutical compositions containing them
AP1396A (en) 1-Trifluoromethyl-4-hydroxy-7-piperidinylaminomethylchroman derivatives.
BRPI0416703A (en) 3-hydroxy-4-pyridinones cycloalkyl derivatives

Legal Events

Date Code Title Description
FD9A Lapse of provisional protection due to non-payment of fees