NO312064B1 - D-prolinderivater, fremgangsmåte for fremstilling og anvendelse derav, samt medikamenter inneholdende disseforbindelsene - Google Patents

D-prolinderivater, fremgangsmåte for fremstilling og anvendelse derav, samt medikamenter inneholdende disseforbindelsene Download PDF

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Publication number
NO312064B1
NO312064B1 NO19985059A NO985059A NO312064B1 NO 312064 B1 NO312064 B1 NO 312064B1 NO 19985059 A NO19985059 A NO 19985059A NO 985059 A NO985059 A NO 985059A NO 312064 B1 NO312064 B1 NO 312064B1
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NO
Norway
Prior art keywords
carboxylic acid
pyrrolidine
oxo
pyrrolidin
mmol
Prior art date
Application number
NO19985059A
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English (en)
Norwegian (no)
Other versions
NO985059L (no
NO985059D0 (no
Inventor
Cornelia Hertel
Torsten Hoffmann
Roland Jakob-Roetne
Roger David Norcross
Original Assignee
Hoffmann La Roche
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Filing date
Publication date
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of NO985059D0 publication Critical patent/NO985059D0/no
Publication of NO985059L publication Critical patent/NO985059L/no
Publication of NO312064B1 publication Critical patent/NO312064B1/no

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • 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
    • A61P3/00—Drugs for disorders of the metabolism
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/14—Heterocyclic 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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/14—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D419/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms
    • C07D419/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing three or more hetero rings

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Diabetes (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Cardiology (AREA)
  • Biomedical Technology (AREA)
  • Obesity (AREA)
  • Hospice & Palliative Care (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hematology (AREA)
  • Urology & Nephrology (AREA)
  • Endocrinology (AREA)
  • Vascular Medicine (AREA)
  • Emergency Medicine (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
NO19985059A 1997-10-31 1998-10-30 D-prolinderivater, fremgangsmåte for fremstilling og anvendelse derav, samt medikamenter inneholdende disseforbindelsene NO312064B1 (no)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP97119031 1997-10-31
EP98113851 1998-07-24

Publications (3)

Publication Number Publication Date
NO985059D0 NO985059D0 (no) 1998-10-30
NO985059L NO985059L (no) 1999-05-03
NO312064B1 true NO312064B1 (no) 2002-03-11

Family

ID=26145860

Family Applications (1)

Application Number Title Priority Date Filing Date
NO19985059A NO312064B1 (no) 1997-10-31 1998-10-30 D-prolinderivater, fremgangsmåte for fremstilling og anvendelse derav, samt medikamenter inneholdende disseforbindelsene

Country Status (35)

Country Link
US (4) US6103910A (fr)
EP (1) EP0915088B1 (fr)
JP (1) JP3048558B2 (fr)
KR (2) KR100313637B1 (fr)
CN (1) CN100357270C (fr)
AR (1) AR015473A1 (fr)
AT (1) ATE224366T1 (fr)
AU (1) AU750734B2 (fr)
BR (1) BR9804378B1 (fr)
CA (1) CA2252163C (fr)
CO (1) CO5011076A1 (fr)
CZ (1) CZ296252B6 (fr)
DE (1) DE69808017T2 (fr)
DK (1) DK0915088T3 (fr)
EG (1) EG23756A (fr)
ES (1) ES2182203T3 (fr)
HK (1) HK1019875A1 (fr)
HR (1) HRP980572B1 (fr)
HU (1) HUP9802465A1 (fr)
ID (1) ID21194A (fr)
IL (1) IL126787A (fr)
MA (1) MA26559A1 (fr)
MY (1) MY142803A (fr)
NO (1) NO312064B1 (fr)
PE (1) PE123499A1 (fr)
PL (1) PL196967B1 (fr)
PT (1) PT915088E (fr)
RS (1) RS49589B (fr)
RU (1) RU2201937C2 (fr)
SA (1) SA98190749B1 (fr)
SG (1) SG74094A1 (fr)
SI (1) SI0915088T1 (fr)
TR (1) TR199802197A2 (fr)
TW (1) TW585854B (fr)
UY (1) UY25230A1 (fr)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060211731A1 (en) * 1999-05-05 2006-09-21 Les Laboratories Servier New substituted pyridine or piperidine compounds
FR2793245B1 (fr) * 1999-05-05 2002-10-11 Adir Nouveaux composes pyridiniques ou piperidiniques substitues, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
WO2001010836A1 (fr) * 1999-08-05 2001-02-15 The Procter & Gamble Company Procede de traitement de la perte de cheveux a l'aide de cetoamides et d'amides multivalents
JP2004516237A (ja) 2000-06-21 2004-06-03 ブリストル−マイヤーズ・スクイブ・ファーマ・カンパニー ケモカイン受容体活性調節剤としてのピペリジンアミド類
FI20011466A0 (fi) 2001-07-04 2001-07-04 Orion Corp Prolyylioligopeptidaasia inhiboivaa aktiivisuutta omaavia yhdisteitä, niiden valmistusmenetelmiä ja käyttö
JP4472333B2 (ja) * 2001-08-08 2010-06-02 ペントラキシン セラピューティクス リミテッド 好ましくないタンパク質群を患者の血漿から除去するための薬剤
GB0119370D0 (en) * 2001-08-08 2001-10-03 Univ London Therapeutic agent
US6903129B2 (en) * 2001-12-14 2005-06-07 Hoffman-La Roche Inc. D-proline prodrugs
US7091357B2 (en) * 2001-12-26 2006-08-15 University Of Kentucky Research Foundation Chain-modified pyridino-N substituted nicotine compounds for use in the treatment of CNS pathologies
AU2003223708A1 (en) * 2002-04-23 2003-11-10 Axys Pharmaceuticals, Inc. Novel phenyl derivatives as inducers of apoptosis
DE10240026A1 (de) * 2002-08-27 2004-03-11 Merck Patent Gmbh Verfahren zur Herstellung von Monoalkylaminoketonen
FI20030014A0 (fi) * 2003-01-03 2003-01-03 Orion Corp Prolyylioligopeptidaasia inhiboivaa aktiivisuutta omaavia yhdisteitä
CA2525302A1 (fr) 2003-05-12 2004-11-18 David Bundle Inhibiteurs polyvalents de la composante p des amyloides seriques
ATE442365T1 (de) 2003-05-20 2009-09-15 Novartis Pharma Gmbh N-acyl stickstoffheterocyclen als liganden von peroxisom-proliferator-aktivierten rezeptoren
GB0313386D0 (en) * 2003-06-10 2003-07-16 Univ London Treatment of disease
DE102004010943A1 (de) * 2004-03-03 2005-09-29 Degussa Ag Verfahren zur Herstellung von N-geschützten 4-Ketprolinderivaten
ITMI20041567A1 (it) * 2004-07-30 2004-10-30 Maycos Italiana Di Comini Miro "derivati n-acilati di acidi bicarbossilici con amminoacidi e con idrolizzati proteici vegetali e loro applicazione in prodotti cosmetici, dermofarmaceutici e farmaceutici"
CN1834095B (zh) * 2005-03-18 2011-04-20 中国科学院上海药物研究所 一类非核苷类抗病毒抑制剂及其制备方法和用途
JP2009504756A (ja) * 2005-08-17 2009-02-05 シェーリング コーポレイション 新規な高親和性のチオフェンベースおよびフランベースのキナーゼリガンド
WO2008014232A2 (fr) * 2006-07-24 2008-01-31 Emisphere Technologies, Inc. Formulations pharmaceutiques utilisées dans le traitement de la maladie d'alzheimer
GB0712503D0 (en) * 2007-06-27 2007-08-08 Therapeutics Pentraxin Ltd Use
AU2008358292B2 (en) * 2008-06-27 2015-05-07 Pentraxin Therapeutics Limited Use
GB2470187A (en) * 2009-05-11 2010-11-17 Pharmapatents Global Ltd Captopril polymers
US9434716B2 (en) 2011-03-01 2016-09-06 Glaxo Group Limited Antigen binding proteins
UA108227C2 (xx) 2010-03-03 2015-04-10 Антигензв'язуючий білок
CA2868073C (fr) * 2012-03-30 2020-12-29 Givaudan S.A. Derives de n-acyl proline comme composes d'arome alimentaire
CN103333095B (zh) * 2013-06-26 2015-06-24 中国人民解放军第二军医大学 己二酰二d-羟脯氨酸衍生物及其作为核酸疫苗佐剂的应用
DE102013012622A1 (de) * 2013-07-30 2015-02-05 Clariant lnternational Ltd Neue sterisch gehinderte cyclische Amine
GB201407506D0 (en) 2014-04-29 2014-06-11 Glaxosmithkline Ip Dev Ltd Novel compound
DE102015000124A1 (de) * 2015-01-07 2016-07-07 Clariant International Ltd. Verfahren zur Stabilisierung von Polyamiden
GB201518950D0 (en) * 2015-10-27 2015-12-09 Glaxosmithkline Ip Dev Ltd Compound
WO2017072090A1 (fr) * 2015-10-27 2017-05-04 Glaxosmithkline Intellectual Property Development Limited Polythérapie
CN116655512A (zh) * 2023-05-31 2023-08-29 江苏阿尔法药业股份有限公司 一种卡托普利的制备工艺

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2328391A1 (de) * 1972-06-19 1974-01-10 Degussa Trialkoxycinnamoylaminocarbonsaeuren
US4105776A (en) * 1976-06-21 1978-08-08 E. R. Squibb & Sons, Inc. Proline derivatives and related compounds
AU509899B2 (en) * 1976-02-13 1980-05-29 E.R. Squibb & Sons, Inc. Proline derivatives and related compounds
US4046889A (en) * 1976-02-13 1977-09-06 E. R. Squibb & Sons, Inc. Azetidine-2-carboxylic acid derivatives
JPS53108922A (en) * 1977-03-04 1978-09-22 Sumitomo Chem Co Ltd Novel synthesis of opticallactive hydroxyacid
US4499102A (en) * 1979-12-13 1985-02-12 Santen Pharmaceutical Co., Ltd. Thiazolidine and pyrrolidine compounds and pharmaceutical compositions containing them
CA1247086A (fr) * 1982-02-17 1988-12-20 Francis R. Pfeiffer Tetrapeptides ayant une action sur le rein
US4386075A (en) * 1982-02-17 1983-05-31 Smithkline Beckman Corporation Renally active tetrapeptides
CA1333807C (fr) * 1987-06-15 1995-01-03 David R. Kronenthal Methode de preparation de derives de trans-4-phenyl-l-proline
JPH0832704B2 (ja) * 1987-11-30 1996-03-29 キッセイ薬品工業株式会社 プロリルエンドペプチダーゼ阻害剤
JPH01250370A (ja) * 1987-12-23 1989-10-05 Zeria Pharmaceut Co Ltd 新規アミノ酸イミド誘導体、製法ならびに用途
JPH02157262A (ja) * 1988-12-10 1990-06-18 Meiji Seika Kaisha Ltd 生理活性を有する新規なピロリジン誘導体
US4999417A (en) * 1989-03-30 1991-03-12 Nova Pharmaceutical Corporation Biodegradable polymer compositions
GB8912303D0 (en) * 1989-05-27 1989-07-12 Pfizer Ltd Therapeutic agents
US5439930A (en) * 1992-04-14 1995-08-08 Russian-American Institute For New Drug Development Biologically active n-acylprolydipeptides having antiamnestic, antihypoxic and anorexigenic effects
JPH0661099A (ja) * 1992-08-05 1994-03-04 Mitsubishi Petrochem Co Ltd 電解コンデンサ駆動用電解液
JP3274247B2 (ja) * 1993-09-20 2002-04-15 杏林製薬株式会社 光学活性なインドリン誘導体の製法と中間体
FR2712888B1 (fr) * 1993-11-23 1996-02-09 Bioeurope Utilisation de alpha-D-alkylglucopyranosides et esters de ceux-ci pour la préparation de prodrogues capables de traverser la barrière hématoencéphalique, prodrogues obtenues et précurseurs de celles-ci.
JPH0840896A (ja) * 1994-08-04 1996-02-13 Teisan Seiyaku Kk カプトプリル類似体からなる医薬製剤
US6022885A (en) * 1995-09-15 2000-02-08 Smithkline Beecham P.L.C. Pyrrolidine and thiazole derivatives with antibacterial and . metallo-.beta-lactamase inhibitory properties
JPH09157251A (ja) * 1995-10-06 1997-06-17 Kanegafuchi Chem Ind Co Ltd Ｎ−（Ｄ−α−メチル−β−メルカプトプロピオニル）−Ｌ−プロリン及び該中間体の製造方法
EP0866805A1 (fr) * 1995-12-12 1998-09-30 Karolinska Innovations AB PEPTIDE FIXANT LA SEQUENCE KLVFF DE L'AMYLOIDE $g(b)

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UY25230A1 (es) 2001-01-31
EP0915088A1 (fr) 1999-05-12
KR100313637B1 (ko) 2002-01-12
CA2252163C (fr) 2008-09-09
SI0915088T1 (en) 2002-12-31
KR20010083247A (ko) 2001-08-31
US6103910A (en) 2000-08-15
MY142803A (en) 2011-01-14
PL329440A1 (en) 1999-05-10
CN100357270C (zh) 2007-12-26
SG74094A1 (en) 2000-07-18
US6512001B1 (en) 2003-01-28
PT915088E (pt) 2003-01-31
US6262089B1 (en) 2001-07-17
HU9802465D0 (en) 1998-12-28
BR9804378A (pt) 2000-06-13
CZ296252B6 (cs) 2006-02-15
NO985059L (no) 1999-05-03
CA2252163A1 (fr) 1999-04-30
CO5011076A1 (es) 2001-02-28
SA98190749B1 (ar) 2006-05-13
HK1019875A1 (en) 2000-03-03
KR19990037520A (ko) 1999-05-25
TR199802197A3 (tr) 1999-05-21
RS49589B (sr) 2007-06-04
ES2182203T3 (es) 2003-03-01
IL126787A (en) 2003-12-10
HRP980572B1 (en) 2004-06-30
AU8959998A (en) 1999-05-20
DE69808017T2 (de) 2003-04-30
HUP9802465A1 (hu) 2000-12-28
CN1217327A (zh) 1999-05-26
KR100342284B1 (ko) 2002-06-29
US20030100770A1 (en) 2003-05-29
IL126787A0 (en) 1999-08-17
MA26559A1 (fr) 2004-12-20
ID21194A (id) 1999-05-06
RU2201937C2 (ru) 2003-04-10
YU47698A (sh) 2001-07-10
JPH11209343A (ja) 1999-08-03
PL196967B1 (pl) 2008-02-29
NO985059D0 (no) 1998-10-30
ATE224366T1 (de) 2002-10-15
PE123499A1 (es) 1999-12-13
CZ346398A3 (cs) 1999-05-12
BR9804378B1 (pt) 2010-07-13
TW585854B (en) 2004-05-01
US6740760B2 (en) 2004-05-25
HRP980572A2 (en) 1999-08-31
DE69808017D1 (de) 2002-10-24
AR015473A1 (es) 2001-05-02
AU750734B2 (en) 2002-07-25
EP0915088B1 (fr) 2002-09-18
DK0915088T3 (da) 2003-01-27
JP3048558B2 (ja) 2000-06-05
TR199802197A2 (xx) 1999-05-21
EG23756A (en) 2007-08-08

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