CA2174314C - Analogues de peptides electrophiles, inhibiteurs des enzymes de type trypsine - Google Patents

Analogues de peptides electrophiles, inhibiteurs des enzymes de type trypsine Download PDF

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Publication number
CA2174314C
CA2174314C CA002174314A CA2174314A CA2174314C CA 2174314 C CA2174314 C CA 2174314C CA 002174314 A CA002174314 A CA 002174314A CA 2174314 A CA2174314 A CA 2174314A CA 2174314 C CA2174314 C CA 2174314C
Authority
CA
Canada
Prior art keywords
gly
borolys
hydrocinnamoyl
phenethyl
sar
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CA002174314A
Other languages
English (en)
Inventor
Robert Anthony Galemmo, Jr.
Matthew Mark Abelman
Eugene Cruz Amparo
Robert Madara Knabb
John Matthew Fevig
William Henry Miller
Gregory James Pacofsky
Patricia Carol Weber
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bristol Myers Squibb Pharma Co
Original Assignee
DuPont Merck Pharmaceutical Co
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 DuPont Merck Pharmaceutical Co filed Critical DuPont Merck Pharmaceutical Co
Application granted granted Critical
Publication of CA2174314C publication Critical patent/CA2174314C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/02—Linear peptides containing at least one abnormal peptide link
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/5325—Aromatic phosphine oxides or thioxides (P-C aromatic linkage)
    • 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
    • C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

L'invention concerne des analogues dipeptidiques électrophiles, conjugués à un acide .alpha.-aminé N,N-disubstitué, qui servent d'inhibiteurs aux enzymes sérines protéases apparentées à la trypsine.
CA002174314A 1993-10-07 1994-10-06 Analogues de peptides electrophiles, inhibiteurs des enzymes de type trypsine Expired - Fee Related CA2174314C (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US13325193A 1993-10-07 1993-10-07
US08/133,251 1993-10-07
US13944593A 1993-10-20 1993-10-20
US08/139,445 1993-10-20
PCT/US1994/011280 WO1995009634A1 (fr) 1993-10-07 1994-10-06 Analogues peptidiques electrophiles servant d'inhibiteurs a des enzymes apparentees a la trypsine

Publications (1)

Publication Number Publication Date
CA2174314C true CA2174314C (fr) 2000-04-11

Family

ID=26831202

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002174314A Expired - Fee Related CA2174314C (fr) 1993-10-07 1994-10-06 Analogues de peptides electrophiles, inhibiteurs des enzymes de type trypsine

Country Status (5)

Country Link
EP (1) EP0724446A4 (fr)
AU (1) AU7966494A (fr)
CA (1) CA2174314C (fr)
IL (1) IL111175A0 (fr)
WO (1) WO1995009634A1 (fr)

Families Citing this family (48)

* Cited by examiner, † Cited by third party
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IL109319A0 (en) * 1993-04-27 1994-07-31 Du Pont Merck Pharma Amidino and guanidino substituted boronic acid compounds
US5707966A (en) * 1994-03-04 1998-01-13 Eli Lilly And Company Antithrombotic agents
US5726159A (en) * 1994-03-04 1998-03-10 Eli Lilly And Company Antithrombotic agents
CA2143533A1 (fr) * 1994-03-04 1995-09-05 Kenneth D. Kurz Agents antithrombotiques
ZA951618B (en) * 1994-03-04 1996-08-27 Lilly Co Eli Antithrombotic agents
US5602101A (en) * 1994-03-04 1997-02-11 Eli Lilly And Company Antithrombotic agents
US5885967A (en) * 1994-03-04 1999-03-23 Eli Lilly And Company Antithrombotic agents
US5705487A (en) * 1994-03-04 1998-01-06 Eli Lilly And Company Antithrombotic agents
FR2721611B1 (fr) * 1994-06-22 1996-09-27 Adir Nouveaux dérivés peptidiques de l'acide boronique, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent .
US5914319A (en) * 1995-02-27 1999-06-22 Eli Lilly And Company Antithrombotic agents
US5710130A (en) * 1995-02-27 1998-01-20 Eli Lilly And Company Antithrombotic agents
US6069130A (en) 1995-06-07 2000-05-30 Cor Therapeutics, Inc. Ketoheterocyclic inhibitors of factor Xa
US6211154B1 (en) 1995-06-07 2001-04-03 Cor Therapeutics, Inc. Ketoheterocyclic inhibitors of factor Xa
US6046169A (en) * 1995-06-07 2000-04-04 Cor Therapeutics, Inc. Inhibitors of factor XA
US5919765A (en) * 1995-06-07 1999-07-06 Cor Therapeutics, Inc. Inhibitors of factor XA
US5721214A (en) * 1995-06-07 1998-02-24 Cor Therapeutics, Inc. Inhibitors of factor Xa
US6022861A (en) * 1995-06-07 2000-02-08 Cor Therapeutics, Inc. Ketoheterocyclic inhibitors of factor Xa
US5952306A (en) * 1996-01-16 1999-09-14 Merck & Co., Inc. Integrin receptor antagonists
US6245743B1 (en) 1996-06-05 2001-06-12 Cor Therapeutics, Inc. Inhibitors of factor Xa
CA2285446A1 (fr) * 1997-03-13 1998-09-17 Smithkline Beecham P.L.C. Derives de pyrrolidine et thiazole aux proprietes inhibant la beta-lactamase metallique
US6294549B1 (en) 1997-07-23 2001-09-25 Merck & Co., Inc. Method for eliciting an αvβ5 or dual αvβ3/αvβ5 antagonizing effect
WO2001007407A1 (fr) * 1999-07-26 2001-02-01 Bristol-Myers Squibb Pharma Company Inhibiteurs lactame de la protease ns3 du virus de l'hepatite c
US7122627B2 (en) 1999-07-26 2006-10-17 Bristol-Myers Squibb Company Lactam inhibitors of Hepatitis C virus NS3 protease
MXPA05002662A (es) * 2002-09-09 2005-09-20 Trigen Ltd Sales de metal multivalente de acidos boronicos para el tratamiento de trombosis.
US7371729B2 (en) 2002-09-09 2008-05-13 Trigen Limited Boronic acid salts useful in parenteral formulations
US7223745B2 (en) 2003-08-14 2007-05-29 Cephalon, Inc. Proteasome inhibitors and methods of using the same
US7576206B2 (en) 2003-08-14 2009-08-18 Cephalon, Inc. Proteasome inhibitors and methods of using the same
US7417040B2 (en) 2004-03-01 2008-08-26 Bristol-Myers Squibb Company Fused tricyclic compounds as inhibitors of 17β-hydroxysteroid dehydrogenase 3
US7468383B2 (en) 2005-02-11 2008-12-23 Cephalon, Inc. Proteasome inhibitors and methods of using the same
US7727978B2 (en) 2006-08-24 2010-06-01 Bristol-Myers Squibb Company Cyclic 11-beta hydroxysteroid dehydrogenase type I inhibitors
US8119658B2 (en) 2007-10-01 2012-02-21 Bristol-Myers Squibb Company Triazolopyridine 11-beta hydroxysteroid dehydrogenase type I inhibitors
CA2707549A1 (fr) * 2007-12-03 2009-06-11 Itzik Harosh Inhibiteurs boropeptidiques de l'enterokinase et leurs utilisations dans le traitement de l'obesite, de la surcharge ponderale et/ou des maladies associees avec un metabolisme anormal des lipides
WO2009117515A2 (fr) * 2008-03-19 2009-09-24 Aurimmed Pharma, Inc. Nouveaux composés servant à traiter les maladies et troubles du système nerveux central
US10793515B2 (en) 2008-03-19 2020-10-06 Aurimmed Pharma, Inc. Compounds advantageous in the treatment of central nervous system diseases and disorders
CN104710327B (zh) * 2008-03-19 2018-09-07 奥里梅德制药公司 有益于治疗中枢神经系统疾病和病症的化合物
WO2011087822A1 (fr) 2009-12-22 2011-07-21 Cephalon, Inc. Inhibiteurs du protéasome et leurs procédés de préparation, d'épuration et d'utilisation
JP5683706B2 (ja) * 2010-08-23 2015-03-11 ポステック アカデミー‐インダストリー ファウンデーション ラベリング剤とこれを用いたアミノ酸配列およびタンパク質多重定量同時分析方法
KR101207742B1 (ko) * 2010-10-14 2012-12-03 포항공과대학교 산학협력단 라벨링제 및 이를 이용한 아미노산 서열 및 단백질 다중 정량 동시 분석방법
EP2793900B1 (fr) 2011-12-22 2018-08-22 Ares Trading S.A. Dérivés d'acide boronique alpha-aminé, inhibiteurs selectives d'immunoproteasomes
ES2761774T3 (es) * 2014-10-01 2020-05-21 Merck Patent Gmbh Derivados del ácido borónico
KR102450583B1 (ko) * 2014-10-01 2022-10-04 메르크 파텐트 게엠베하 보론산 유도체
JP6835710B2 (ja) * 2014-10-01 2021-02-24 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ ボロン酸誘導体
ES2876287T3 (es) * 2014-10-01 2021-11-12 Merck Patent Gmbh Derivados del ácido borónico.
JP7164521B2 (ja) 2016-06-21 2022-11-01 オリオン・オフサルモロジー・エルエルシー 炭素環式プロリンアミド誘導体
UA124672C2 (uk) 2016-06-21 2021-10-27 Оріон Офтальмолоджі Ллс Гетероциклічні похідні пролінаміду
EP3571208B1 (fr) 2017-01-18 2021-03-10 Principia Biopharma Inc. Inhibiteurs d'immunoprotéasome
SG11202003867SA (en) 2017-11-16 2020-05-28 Principia Biopharma Inc Immunoproteasome inhibitors
PL3710457T3 (pl) 2017-11-16 2023-02-20 Principia Biopharma Inc. Inhibitory immunoproteasomu

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4537773A (en) * 1983-12-05 1985-08-27 E. I. Du Pont De Nemours And Company α-Aminoboronic acid derivatives
US5187157A (en) * 1987-06-05 1993-02-16 Du Pont Merck Pharmaceutical Company Peptide boronic acid inhibitors of trypsin-like proteases
EP0315574A3 (fr) * 1987-11-05 1990-08-22 Hoechst Aktiengesellschaft Inhibiteurs de la rénine
GB9017694D0 (en) * 1990-08-13 1990-09-26 Sandoz Ltd Improvements in or relating to organic chemistry
GB9024129D0 (en) * 1990-11-06 1990-12-19 Thrombosis Research Trust Inhibitors and substrates of thrombin
EP0503203A1 (fr) * 1991-03-15 1992-09-16 Merrell Dow Pharmaceuticals Inc. Nouveaux inhibiteurs de la thrombine
AU6448794A (en) * 1993-03-24 1994-10-11 Du Pont Merck Pharmaceutical Company, The Boronic acid and ester inhibitors of thrombin
IL109319A0 (en) * 1993-04-27 1994-07-31 Du Pont Merck Pharma Amidino and guanidino substituted boronic acid compounds

Also Published As

Publication number Publication date
EP0724446A1 (fr) 1996-08-07
IL111175A0 (en) 1994-12-29
AU7966494A (en) 1995-05-01
EP0724446A4 (fr) 1998-01-07
WO1995009634A1 (fr) 1995-04-13

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