CA1183130A - L-argininal derivatives and a method of manufacturing the same - Google Patents

L-argininal derivatives and a method of manufacturing the same

Info

Publication number
CA1183130A
CA1183130A CA000386220A CA386220A CA1183130A CA 1183130 A CA1183130 A CA 1183130A CA 000386220 A CA000386220 A CA 000386220A CA 386220 A CA386220 A CA 386220A CA 1183130 A CA1183130 A CA 1183130A
Authority
CA
Canada
Prior art keywords
group
leucyl
argininal
hydrochloride
benzyloxycarbonyl
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
Application number
CA000386220A
Other languages
English (en)
French (fr)
Inventor
Hamao Umezawa
Tomio Takeuchi
Takaaki Aoyagi
Shinichi Ishii
Tetsushi Saino
Tetsuya Someno
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.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku Co Ltd
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 Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Application granted granted Critical
Publication of CA1183130A publication Critical patent/CA1183130A/en
Expired legal-status Critical Current

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
    • C07K5/06139—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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • 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
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • C07K5/06043—Leu-amino acid
    • 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
    • C07K5/06173—Dipeptides with the first amino acid being heterocyclic and Glp-amino acid; Derivatives thereof
    • 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
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Quinoline Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Indole Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
CA000386220A 1980-09-19 1981-09-18 L-argininal derivatives and a method of manufacturing the same Expired CA1183130A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP129097/1980 1980-09-19
JP55129097A JPS5754157A (en) 1980-09-19 1980-09-19 L-argininal derivative and its preparation

Publications (1)

Publication Number Publication Date
CA1183130A true CA1183130A (en) 1985-02-26

Family

ID=15000995

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000386220A Expired CA1183130A (en) 1980-09-19 1981-09-18 L-argininal derivatives and a method of manufacturing the same

Country Status (7)

Country Link
US (1) US4401594A (https=)
JP (1) JPS5754157A (https=)
CA (1) CA1183130A (https=)
DE (1) DE3137280A1 (https=)
FR (1) FR2490632B1 (https=)
GB (1) GB2086380B (https=)
IT (1) IT1171538B (https=)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2124233B (en) * 1982-07-19 1985-09-18 Nat Res Dev Synthetic peptides and their preparation
GB8312339D0 (en) * 1983-05-05 1983-06-08 Austen B M Peptides
JPH0314144Y2 (https=) * 1985-03-08 1991-03-29
IT1223604B (it) * 1987-12-24 1990-09-29 Co Pharma Corp Srl Derivati purinici ad azione farmacologica
ZA897515B (en) * 1988-10-07 1990-06-27 Merrell Dow Pharma Novel peptidase inhibitors
US5736520A (en) * 1988-10-07 1998-04-07 Merrell Pharmaceuticals Inc. Peptidase inhibitors
JP2701932B2 (ja) * 1989-04-10 1998-01-21 サントリー株式会社 タンパク質分解酵素阻害剤
JPH0813835B2 (ja) * 1990-09-05 1996-02-14 日東紡績株式会社 ピログルタミン酸残基を有するトリペプチド誘導体
KR100236506B1 (ko) * 1990-11-29 2000-01-15 퍼킨-엘머시터스인스트루먼츠 폴리머라제 연쇄 반응 수행 장치
EP0572547A1 (en) * 1991-02-22 1993-12-08 The Du Pont Merck Pharmaceutical Company SUBSTITUTED $g(a)-AMINOALDEHYDES AND DERIVATIVES
DE69223325T2 (de) * 1991-10-14 1998-04-16 Cash Eng Res Einlassregelvorrichtung für verdichter
AU2882792A (en) * 1991-10-23 1993-05-21 Procter & Gamble Company, The Tripeptide derivative anti-inflammatory agents
IL108031A0 (en) * 1992-12-22 1994-04-12 Procter & Gamble Difluoro pentapeptide derivatives and pharmaceutical compositions containing them
JP3599287B2 (ja) * 1993-04-28 2004-12-08 三菱化学株式会社 スルホンアミド誘導体
US5932733A (en) * 1994-06-17 1999-08-03 Corvas International, Inc. 3-amino-2-oxo-1-piperidineacetic derivatives containing an arginine mimic as enzyme inhibitors
WO1995035311A1 (en) * 1994-06-17 1995-12-28 Corvas International, Inc. 3-amino-2-oxo-1-piperidineacetic derivatives as enzyme inhibitors
US5637599A (en) * 1994-06-17 1997-06-10 Corvas International, Inc. Arginine mimic derivatives as enzyme inhibitors
US5883107A (en) * 1994-06-17 1999-03-16 Corvas International, Inc. Arginine mimic derivatives as enzyme inhibitors
US5714499A (en) * 1994-06-17 1998-02-03 Corvas International, Inc. 3-amino-2-oxo-1-piperidineacetic derivatives containing an arginine mimic as enzyme inhibitors
US5614649A (en) * 1994-11-14 1997-03-25 Cephalon, Inc. Multicatalytic protease inhibitors
US5550262A (en) * 1994-11-14 1996-08-27 Cephalon, Inc. Multicatalytic protease inhibitors
US5691368A (en) * 1995-01-11 1997-11-25 Hoechst Marion Roussel, Inc. Substituted oxazolidine calpain and/or cathepsin B inhibitors
DE19520792A1 (de) * 1995-06-07 1996-12-12 Bloch Wilhelm Dr Verwendung der Stickstoffmonoxidsynthese hemmenden Substanzen der Gruppe der L-Argininanaloge zur Herstellung eines Mittels zur Abschwellung entzündlich bzw. allergisch angeschwollener Nasenschleimhaut und der Hemmung entzündlich und allergisch bedingter Nasensekretion
DE69625622T2 (de) 1995-10-25 2003-08-14 Senju Pharmaceutical Co., Ltd. Angiogenese Inhibitoren
US6214800B1 (en) 1995-10-25 2001-04-10 Senju Pharmaceutical Co., Ltd. Angiogenesis inhibitor
CA2217550A1 (en) * 1996-10-22 1998-04-22 F. Hoffmann-La Roche Ag Cationic lipids for gene therapy
WO1999026920A1 (en) * 1997-11-26 1999-06-03 Corvas International, Inc. Substituted 3-amino-2-hydroxyphenylacetamide derivatives as enzyme inhibitors (ii)
US6204384B1 (en) 1997-11-26 2001-03-20 Corvas International, Inc. Substituted 3-amino-2-hydroxyphenylacetamide derivatives as enzyme inhibitors (II)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1268212A (en) * 1968-04-19 1972-03-22 Zaidan Hojin Biseibutsu Tripeptide derivatives
GB1292846A (en) * 1968-11-21 1972-10-11 Zaidan Hojin Biseibutsu A process for the synthesis of leupeptins and their analogues
JPS4941418A (https=) * 1972-08-29 1974-04-18
HU177098B (en) * 1979-01-04 1981-07-28 Gyogyszerkutato Intezet Process for producing new peptidyl-n-carboxy-l-arginin-a

Also Published As

Publication number Publication date
US4401594A (en) 1983-08-30
FR2490632A1 (fr) 1982-03-26
DE3137280A1 (de) 1982-06-03
IT1171538B (it) 1987-06-10
GB2086380A (en) 1982-05-12
GB2086380B (en) 1984-05-31
FR2490632B1 (fr) 1986-12-12
IT8149318A0 (it) 1981-09-18
JPS5754157A (en) 1982-03-31
IT8149318A1 (it) 1983-03-18
JPH02342B2 (https=) 1990-01-08

Similar Documents

Publication Publication Date Title
CA1183130A (en) L-argininal derivatives and a method of manufacturing the same
US4316889A (en) Novel peptidyl-arginine aldehyde derivatives and process for the preparation thereof
PL90746B1 (https=)
US4537896A (en) Thrombin inhibiting arylsulfonyl guanidinophenylalanine amides
EP0110306B1 (de) Chromogene Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung
US4720486A (en) Method of inhibiting vertebrate collagenase activity using peptide hydroxamic acid derivatives
CA1049506A (en) Tripeptide substrate for the quantitative determination of enzymes
US4518528A (en) α Amino fluoro ketones
JPH05503300A (ja) メタ置換フェニルアラニン誘導体
Curragh et al. Kinetics and mechanism of catalysis by proteolytic enzymes. 2. Kinetic studies of thrombin-catalysed reactions and their modification by bile salts and other detergents
US4190574A (en) Substrate for the quantitative determination of plasminogen activators
EP1114024B1 (de) Urokinase-inhibitoren
WO1988010266A1 (en) Cysteine proteinase inhibitor
US4221706A (en) Chromogenic substrates
SU786853A3 (ru) Способ определени активности х-пролилдипептидиламинопептидазы
YOSHIMOTO et al. Comparison of inhibitory effects of prolinal-containing peptide derivatives on prolyl endopeptidases from bovine brain and Flavobacterium
UMEZAWA et al. Foroxymithine, a new inhibitor of angiotensin-converting enzyme, produced by actinomycetes
EP0758021B1 (en) Method for determining the therapeutic activity of metalloproteinase inhibitor compounds, new inhibitor compounds, and the therapeutic use thereof
CA1257949A (en) Tagged pyroglu-l-phe-l-arg derivatives, substrates and assays for kallikrein
US4217269A (en) Dipeptide chromogenic substrates
Applewhite et al. The Interaction of α-Chymotrypsin with a Series of α-N-Acetyl-α-amino Acid Methylamides1
US4216142A (en) Chromogenic substrates for the proteolytic enzymes
US4056519A (en) Substrate for assay of plasmin
US4257940A (en) Valylleucyllysine derivatives, process for producing same and method for measuring activity of enzymes using same
GB2034325A (en) Phenyl-alanylvalylargini derivatives process for their preparation and their use for measuring enzyme activity

Legal Events

Date Code Title Description
MKEX Expiry