ES8701154A1 - Procedimiento para preparar derivados de prolina. - Google Patents

Procedimiento para preparar derivados de prolina.

Info

Publication number
ES8701154A1
ES8701154A1 ES532007A ES532007A ES8701154A1 ES 8701154 A1 ES8701154 A1 ES 8701154A1 ES 532007 A ES532007 A ES 532007A ES 532007 A ES532007 A ES 532007A ES 8701154 A1 ES8701154 A1 ES 8701154A1
Authority
ES
Spain
Prior art keywords
dichloromethane
proline derivatives
temperature
c20jc
formula
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
ES532007A
Other languages
English (en)
Other versions
ES532007A0 (es
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.)
Imperial Chemical Industries Ltd
Zeneca Inc
Original Assignee
Imperial Chemical Industries Ltd
ICI Americas 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
Priority claimed from GB838311423A external-priority patent/GB8311423D0/en
Priority claimed from GB838314708A external-priority patent/GB8314708D0/en
Application filed by Imperial Chemical Industries Ltd, ICI Americas Inc filed Critical Imperial Chemical Industries Ltd
Publication of ES532007A0 publication Critical patent/ES532007A0/es
Publication of ES8701154A1 publication Critical patent/ES8701154A1/es
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
    • C07K5/10—Tetrapeptides
    • C07K5/1019—Tetrapeptides with the first amino acid being basic
    • 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
    • C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • 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
    • C07K5/06086—Dipeptides with the first amino acid being basic
    • 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
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
    • 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
    • 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
    • C07K5/0815—Tripeptides with the first amino acid being basic
    • 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
    • C07K5/10—Tetrapeptides
    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
    • C07K5/1016—Tetrapeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • 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)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PROCEDIMIENTO PARA PREPARAR DERIVADOS DE PROLINA. CONSISTE EN HACER REACCIONAR UN ALCOHOL DE FORMULA (II) CON UN AGENTE OXIDANTE ELEGIDO ENTRE: A) DIMETILSULFOXIDO ACTIVADO CON CLORURO DE OXALILO O ANHIDRIDO TRIFLUORACETICO, A BAJA TEMPERATURA, EN DICLOROMETANO, EFECTUANDOSE LA OXIDACION DEL DISOLVENTE ENTRE C70 Y C20JC; B) UNA MEZCLA DE TRIOXIDO DE CROMO Y PIRIDINA EN DICLOROMETANO A UNA TEMPERATURA ENTRE C40 Y C20JC; Y C) OTRO OXIDANTE CONTENIENDO CROMO EN DICLOROMETANO Y A UNA TEMPERATURA ENTRE C20 Y 25JC; PARA OBTENER DERIVADOS DE PROLINA DE FORMULA (I), DONDE R1 ES UN GRUPO ALQUILO INFERIOR CON C 3 A 6; R2 Y R3 SON GRUPOS ALQUILO DE C 1 A 19; Y R4 ES UN GRUPO ALQUILO INFERIOR, ALQUILO INFERIOR SUSTITUIDO, ALCOXI INFERIOR Y OTROS. TIENEN APLICACIONES FARMACOLOGICAS COMO INHIBIDORES DE ELASTASA DE LEUCOCITOS HUMANOS.
ES532007A 1983-04-27 1984-04-27 Procedimiento para preparar derivados de prolina. Expired ES8701154A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB838311423A GB8311423D0 (en) 1983-04-27 1983-04-27 Proline derivatives
GB838314708A GB8314708D0 (en) 1983-05-27 1983-05-27 Proline derivatives

Publications (2)

Publication Number Publication Date
ES532007A0 ES532007A0 (es) 1986-11-16
ES8701154A1 true ES8701154A1 (es) 1986-11-16

Family

ID=26285956

Family Applications (2)

Application Number Title Priority Date Filing Date
ES532007A Expired ES8701154A1 (es) 1983-04-27 1984-04-27 Procedimiento para preparar derivados de prolina.
ES540029A Expired ES8705465A1 (es) 1983-04-27 1985-01-31 Procedimiento para preparar aldehidos peptidos conteniendo prolina con actividad farmaceutica.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES540029A Expired ES8705465A1 (es) 1983-04-27 1985-01-31 Procedimiento para preparar aldehidos peptidos conteniendo prolina con actividad farmaceutica.

Country Status (15)

Country Link
US (2) US4596789A (es)
EP (1) EP0124317B1 (es)
AU (1) AU580955B2 (es)
CA (1) CA1253297A (es)
DE (1) DE3481913D1 (es)
DK (1) DK209784A (es)
ES (2) ES8701154A1 (es)
FI (1) FI841601A7 (es)
GR (1) GR81937B (es)
HU (1) HUT34041A (es)
IE (1) IE57350B1 (es)
IL (1) IL71614A0 (es)
NO (1) NO841665L (es)
NZ (1) NZ207965A (es)
PT (1) PT78502B (es)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1267499A (en) * 1983-07-12 1990-04-03 Cedric H. Hassall Peptide amides and aldehydes
DD248961A1 (de) * 1984-05-22 1987-08-26 Akad Wissenschaften Ddr Verfahren zur herstellung wundheilungsfoerdernder praeparationen
GB8600263D0 (en) * 1985-01-22 1986-02-12 Ici America Inc Peptide derivatives
US5194588A (en) * 1985-01-22 1993-03-16 Ici Americas Inc. Aminoalcohol intermediates for peptide derivatives
US5055450A (en) * 1985-01-22 1991-10-08 Ici Americas Inc. Peptide derivatives
EP0204571B1 (en) 1985-06-07 1992-01-22 Ici Americas Inc. Selected difluoro derivatives
GB8613704D0 (en) * 1986-06-05 1986-07-09 Ici America Inc Difluoro keto compounds
GB8711747D0 (en) * 1986-06-05 1987-06-24 Ici America Inc Difluoro peptide compounds
GB8711748D0 (en) * 1986-06-05 1987-06-24 Ici America Inc Difluoro keto compounds
GB8809316D0 (en) * 1987-05-11 1988-05-25 Ici America Inc Heterocyclic ketones
JPH075634B2 (ja) * 1987-10-30 1995-01-25 日東紡績株式会社 トリペプチド類及びこれを含有する抗プラスミン剤
FR2622581B1 (fr) * 1987-11-03 1990-02-16 Inorgan Sa Rech Develop Pharm Nouveaux derives de l-proline, leur preparation et leurs applications biologiques
US5736520A (en) * 1988-10-07 1998-04-07 Merrell Pharmaceuticals Inc. Peptidase inhibitors
ZA897515B (en) * 1988-10-07 1990-06-27 Merrell Dow Pharma Novel peptidase inhibitors
WO1990004409A1 (en) * 1988-10-27 1990-05-03 University Of Kentucky Research Foundation Human leukocyte elastase inhibitors and methods of producing and using same
EP0490379A3 (de) * 1990-12-13 1992-06-24 BERLIN-CHEMIE Aktiengesellschaft Diaminosäurederivate und pharmazeutische Zusammensetzungen
CA2071621C (en) * 1991-06-19 1996-08-06 Ahihiko Hosoda Aldehyde derivatives
IL108031A0 (en) * 1992-12-22 1994-04-12 Procter & Gamble Difluoro pentapeptide derivatives and pharmaceutical compositions containing them
FR2700166B1 (fr) * 1993-01-07 1995-02-17 Rhone Poulenc Rorer Sa Dérivés de pyrrolidine, leur préparation et les médicaments les contenant.
FR2700165B1 (fr) * 1993-01-07 1995-02-17 Rhone Poulenc Rorer Sa Dérivés de pyrrolidine, leur préparation et les médicaments les contenant.
US5436229A (en) * 1994-03-04 1995-07-25 Eli Lilly And Company Bisulfite adducts of arginine aldehydes
GB9502152D0 (en) * 1995-02-03 1995-03-29 Zeneca Ltd Proline derivatives
DE69637307T2 (de) * 1995-11-28 2008-02-28 Cephalon, Inc. Aus d-aminosäuren abgeleitete cystein-und serinproteasehemmer
NZ500045A (en) 1997-04-18 2001-02-23 Cephalon Inc Peptidyl-2-amino-1-hydroxyalkanesulfonic acid cysteine protease inhibitors
EP1012180B1 (en) * 1997-08-11 2004-12-01 Boehringer Ingelheim (Canada) Ltd. Hepatitis c inhibitor peptide analogues
MXPA03000627A (es) * 2000-07-21 2004-07-30 Schering Corp Nuevos peptidos como inhibidores de proteasa serina-ns3 del virus de la hepatitis c.
WO2003064605A2 (en) 2002-01-28 2003-08-07 Ambion, Inc. Crude biological derivatives competent for nucleic acid detection
HRP20080014T3 (en) * 2003-05-21 2008-02-29 Boehringer Ingelheim International Gmbh Hepatitis c inhibitor compounds
JP4914355B2 (ja) * 2004-07-20 2012-04-11 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング Ｃ型肝炎インヒビターペプチド類似体
UY29016A1 (es) * 2004-07-20 2006-02-24 Boehringer Ingelheim Int Analogos de dipeptidos inhibidores de la hepatitis c
JP5452223B2 (ja) * 2006-07-24 2014-03-26 テトラロジック ファーマシューティカルズ コーポレーション Ｉａｐ阻害剤
US7964350B1 (en) 2007-05-18 2011-06-21 Applied Biosystems, Llc Sample preparation for in situ nucleic acid analysis
US20080319221A1 (en) * 2007-06-22 2008-12-25 Bernd Junker Esters of Pentahydroxyhexylcarbamoyl Alkanoic Acids
DE102007054497B3 (de) * 2007-11-13 2009-07-23 Sanofi-Aventis Deutschland Gmbh Neue kristalline Diphenylazetidinonhydrate und Verfahren zu deren Herstellung
WO2010071833A1 (en) 2008-12-19 2010-06-24 Life Technologies Corporation Proteinase k inhibitors, methods and compositions therefor
IN2014CN00700A (es) * 2011-07-01 2015-04-03 Novozymes As
EP3600333A4 (en) 2017-03-21 2020-11-25 The Scripps Research Institute CU AND NI-CATALYZED DECARBOXYLATIVE BORYLATION REACTIONS
EP3994148A1 (en) 2019-07-01 2022-05-11 Basf Se Peptide acetals for stabilising enzymes

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE629254C (de) * 1934-06-28 1936-04-25 Fried Krupp Grusonwerk Akt Ges Vorrichtung zum Glaetten der Arbeitswalzen eines Walzwerks waehrend des Betriebes
US3867364A (en) * 1968-11-21 1975-02-18 Microbial Chem Res Found Process for the synthesis of leupeptins and their analogues
US3935280A (en) * 1975-01-10 1976-01-27 Aldrich-Boranes, Inc. Reduction of amino acids in the presence of boron trifluoride
CH629254A5 (en) * 1976-10-14 1982-04-15 Nippon Kayaku Kk Process for preparing L-leupeptins
HU177098B (en) * 1979-01-04 1981-07-28 Gyogyszerkutato Intezet Process for producing new peptidyl-n-carboxy-l-arginin-a
HU184368B (en) * 1981-01-13 1984-08-28 Gyogyszerkutato Intezet Process for preparing d-phenyl-alanyl-l-propyl-l-arginine-ald ehyde-shulphate
CS226907B1 (en) * 1981-08-07 1984-04-16 Kasafirek Evzen Alkylamides of carboxyalkanoylpeptides
FR2546164B1 (fr) * 1983-05-16 1987-07-17 Centre Nat Rech Scient Nouveaux derives de peptides, leur preparation et leur application comme inhibiteurs de l'elastase
CA1267499A (en) * 1983-07-12 1990-04-03 Cedric H. Hassall Peptide amides and aldehydes

Also Published As

Publication number Publication date
IE57350B1 (en) 1992-08-12
US4691007A (en) 1987-09-01
PT78502A (en) 1984-05-01
AU580955B2 (en) 1989-02-09
AU2744484A (en) 1984-11-01
FI841601A0 (fi) 1984-04-24
DE3481913D1 (de) 1990-05-17
ES540029A0 (es) 1987-05-01
US4596789A (en) 1986-06-24
NO841665L (no) 1984-10-29
PT78502B (en) 1986-07-22
EP0124317B1 (en) 1990-04-11
IL71614A0 (en) 1984-07-31
ES532007A0 (es) 1986-11-16
EP0124317A2 (en) 1984-11-07
DK209784A (da) 1984-10-28
EP0124317A3 (en) 1987-01-14
GR81937B (es) 1984-12-12
CA1253297A (en) 1989-04-25
IE840985L (en) 1984-10-27
FI841601A7 (fi) 1984-10-28
NZ207965A (en) 1987-08-31
DK209784D0 (da) 1984-04-26
HUT34041A (en) 1985-01-28
ES8705465A1 (es) 1987-05-01

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 20001102