HUP0002495A1 - Dipeptide and related compounds which inhibit leukocyte adhesion mediated by vla-4, pharmaceutical compositions comprising thereof and their use - Google Patents

Dipeptide and related compounds which inhibit leukocyte adhesion mediated by vla-4, pharmaceutical compositions comprising thereof and their use

Info

Publication number
HUP0002495A1
HUP0002495A1 HU0002495A HUP0002495A HUP0002495A1 HU P0002495 A1 HUP0002495 A1 HU P0002495A1 HU 0002495 A HU0002495 A HU 0002495A HU P0002495 A HUP0002495 A HU P0002495A HU P0002495 A1 HUP0002495 A1 HU P0002495A1
Authority
HU
Hungary
Prior art keywords
group
optionally substituted
vla
cycloalkyl
aryl
Prior art date
Application number
HU0002495A
Other languages
Hungarian (hu)
Inventor
Michael S. Dappen
Darren B. Dressen
Francine S. Grant
Louis John Lombardo
Michael A. Pleiss
Christopher M. Semko
Eugene D. Thorsett
Original Assignee
American Home Products Corp.
Elan Pharmaceuticals, Inc.
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 American Home Products Corp., Elan Pharmaceuticals, Inc. filed Critical American Home Products Corp.
Publication of HUP0002495A1 publication Critical patent/HUP0002495A1/en
Publication of HUP0002495A3 publication Critical patent/HUP0002495A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06104—Dipeptides with the first amino acid being acidic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C07K5/06165—Dipeptides with the first amino acid being heterocyclic and Pro-amino acid; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biochemistry (AREA)
  • Diabetes (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Virology (AREA)
  • Neurology (AREA)
  • Emergency Medicine (AREA)
  • Psychiatry (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Oncology (AREA)
  • Hospice & Palliative Care (AREA)
  • Communicable Diseases (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Urology & Nephrology (AREA)
  • AIDS & HIV (AREA)
  • Obesity (AREA)
  • Endocrinology (AREA)

Abstract

A találmány tárgya (I) és (IA) általános képletű vegyületekgyógyászati szempontból elfogadható sóik, és ezeket tartalmazógyógyászati készítmények. A képletekben R1 jelentése adott esetbenszubsztituált alkil-, aril-, cikloalkil-, heterociklusos- ésheteroarilcsoport; R2 jelentése hidrogénatom, adott esetbenszubsztituált alkil-, cikloalkil-, cikloalkenil-, heterociklusos-,aril- és heteroarilcsoport; vagy R1 és R2 jelentése a kapcsolódóatomokkal együtt adott esetben szubsztituált heterociklusoscsoport; R3jelentése hidrogénatom, adott esetben szubsztituált alkil-,cikloalkil-, aril-, heteroarilcsoport és heterociklusos csoport; vagyR2 és R3 jelentése a kapcsolódó atomokkal együtt adott esetbenszubsztituált telített heterociklusos csoport; R5 jelentése -ALK-Xvagy =CH2-Y általános képletű csoport; R6 jelentése 2,4-dioxo-tetrahidrofurán-3-yl(3,4-enol)-, amino-, alkoxi-, szubsztituáltalkoxi-, cikloalkoxi-, szubsztituált cikloalkoxi-, -O-(N-szukcinimidil)-, -NH-adamantil-, -O-koleszt-5-en-3-b-il- csoport, -NHOY általános képletű csoport; Q jelentése -C(X)NR7- általánosképletű csoport, ahol R7 jelentése hidrogénatom vagy alkilcsoport és Xjelentése oxigénatom vagy kénatom. A találmány szerinti vegyületekalkalmasak VLA-4 által közvetített gyulladásos megbetegedésekkezelésére. ÓThe subject of the invention is compounds of formulas (I) and (IA), their pharmaceutically acceptable salts, and pharmaceutical preparations containing them. In the formulas, R1 is an optionally substituted alkyl, aryl, cycloalkyl, heterocyclic and heteroaryl group; R 2 is a hydrogen atom, an optionally substituted alkyl, cycloalkyl, cycloalkenyl, heterocyclic, aryl and heteroaryl group; or R1 and R2 together with the attached atoms are optionally substituted heterocyclic groups; R3 is a hydrogen atom, optionally substituted alkyl, cycloalkyl, aryl, heteroaryl and heterocyclic groups; or R 2 and R 3 together with the attached atoms are optionally substituted saturated heterocyclic groups; R5 is a group of the general formula -ALK-X or =CH2-Y; R6 is 2,4-dioxo-tetrahydrofuran-3-yl(3,4-enol)-, amino-, alkoxy-, substituted-alkoxy-, cycloalkoxy-, substituted cycloalkoxy-, -O-(N-succinimidyl)-, -NH -adamantyl-, -O-cholest-5-en-3-b-yl- group, -NHOY group; Q is a group of the general formula -C(X)NR7-, where R7 is a hydrogen atom or an alkyl group and X is an oxygen atom or a sulfur atom. The compounds according to the invention are suitable for the treatment of inflammatory diseases mediated by VLA-4. HE

HU0002495A 1997-07-31 1998-07-31 Dipeptide and related compounds which inhibit leukocyte adhesion mediated by vla-4, pharmaceutical compositions comprising thereof and their use HUP0002495A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US90441797A 1997-07-31 1997-07-31

Publications (2)

Publication Number Publication Date
HUP0002495A1 true HUP0002495A1 (en) 2000-12-28
HUP0002495A3 HUP0002495A3 (en) 2001-01-29

Family

ID=25419120

Family Applications (1)

Application Number Title Priority Date Filing Date
HU0002495A HUP0002495A3 (en) 1997-07-31 1998-07-31 Dipeptide and related compounds which inhibit leukocyte adhesion mediated by vla-4, pharmaceutical compositions comprising thereof and their use

Country Status (12)

Country Link
EP (1) EP1001971A1 (en)
JP (1) JP2001512135A (en)
KR (1) KR20010022406A (en)
CN (1) CN1265670A (en)
AU (1) AU8585098A (en)
BR (1) BR9812111A (en)
CA (1) CA2290749A1 (en)
HU (1) HUP0002495A3 (en)
IL (1) IL133639A0 (en)
NO (1) NO20000410L (en)
PL (1) PL338373A1 (en)
WO (1) WO1999006432A1 (en)

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US6903075B1 (en) 1997-05-29 2005-06-07 Merck & Co., Inc. Heterocyclic amide compounds as cell adhesion inhibitors
DE69820614T2 (en) * 1997-05-30 2004-09-30 Celltech Therapeutics Ltd., Slough ANTI-INFLAMMATORY TYROSINE DERIVATIVES
PT991619E (en) 1997-06-23 2004-02-27 Upjohn Co INHIBITORS OF THE CELLULAR ADHESION MEDIATED BY ALFA4BETA1
US6559127B1 (en) 1997-07-31 2003-05-06 Athena Neurosciences, Inc. Compounds which inhibit leukocyte adhesion mediated by VLA-4
US6939855B2 (en) 1997-07-31 2005-09-06 Elan Pharmaceuticals, Inc. Anti-inflammatory compositions and method
US6645939B1 (en) 1997-11-24 2003-11-11 Merck & Co., Inc. Substituted β-alanine derivatives as cell adhesion inhibitors
ES2221227T3 (en) * 1997-11-24 2004-12-16 MERCK & CO., INC. SUBSTITUTED DERIVATIVES OF BETA-ALANINA AS INHIBITORS OF CELLULAR ADHESION.
MY153569A (en) 1998-01-20 2015-02-27 Mitsubishi Tanabe Pharma Corp Inhibitors of ?4 mediated cell adhesion
US6329372B1 (en) 1998-01-27 2001-12-11 Celltech Therapeutics Limited Phenylalanine derivatives
DE69919334T2 (en) 1998-02-26 2005-08-04 Celltech Therapeutics Ltd., Slough PHENYLALANINE DERIVATIVES AS INHIBITORS OF ALPHA4 INTEGRINEN
US6521626B1 (en) 1998-03-24 2003-02-18 Celltech R&D Limited Thiocarboxamide derivatives
GB9811159D0 (en) 1998-05-22 1998-07-22 Celltech Therapeutics Ltd Chemical compounds
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US6685617B1 (en) 1998-06-23 2004-02-03 Pharmacia & Upjohn Company Inhibitors of α4β1 mediated cell adhesion
GB9814414D0 (en) 1998-07-03 1998-09-02 Celltech Therapeutics Ltd Chemical compounds
US6339101B1 (en) * 1998-08-14 2002-01-15 Gpi Nil Holdings, Inc. N-linked sulfonamides of N-heterocyclic carboxylic acids or isosteres for vision and memory disorders
US6333340B1 (en) * 1998-08-14 2001-12-25 Gpi Nil Holdings, Inc. Small molecule sulfonamides for vision and memory disorders
GB9821061D0 (en) 1998-09-28 1998-11-18 Celltech Therapeutics Ltd Chemical compounds
GB9821222D0 (en) 1998-09-30 1998-11-25 Celltech Therapeutics Ltd Chemical compounds
GB9825652D0 (en) 1998-11-23 1999-01-13 Celltech Therapeutics Ltd Chemical compounds
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IL143928A0 (en) 1999-01-22 2002-04-21 Elan Pharm Inc Fused ring heteroaryl and heterocyclic compounds which inhibit leukocyte adhesion mediated by vla-4
HUP0201213A3 (en) 1999-01-22 2003-02-28 Wyeth Corp Pirimidinyl, pirazinyl and thiadiazolyl phenylalanin derivatives which treat vla-4 related disorders and pharaceutical compositions containing them
US6436904B1 (en) 1999-01-25 2002-08-20 Elan Pharmaceuticals, Inc. Compounds which inhibit leukocyte adhesion mediated by VLA-4
US6407066B1 (en) 1999-01-26 2002-06-18 Elan Pharmaceuticals, Inc. Pyroglutamic acid derivatives and related compounds which inhibit leukocyte adhesion mediated by VLA-4
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Also Published As

Publication number Publication date
NO20000410D0 (en) 2000-01-27
NO20000410L (en) 2000-03-28
WO1999006432A1 (en) 1999-02-11
KR20010022406A (en) 2001-03-15
IL133639A0 (en) 2001-04-30
EP1001971A1 (en) 2000-05-24
CN1265670A (en) 2000-09-06
HUP0002495A3 (en) 2001-01-29
CA2290749A1 (en) 1999-02-11
JP2001512135A (en) 2001-08-21
PL338373A1 (en) 2000-10-23
BR9812111A (en) 2000-07-18
AU8585098A (en) 1999-02-22

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