ES2163161T3 - Nuevos derivados sinteticos del catecol. - Google Patents

Nuevos derivados sinteticos del catecol.

Info

Publication number
ES2163161T3
ES2163161T3 ES97923887T ES97923887T ES2163161T3 ES 2163161 T3 ES2163161 T3 ES 2163161T3 ES 97923887 T ES97923887 T ES 97923887T ES 97923887 T ES97923887 T ES 97923887T ES 2163161 T3 ES2163161 T3 ES 2163161T3
Authority
ES
Spain
Prior art keywords
radicals
acid
bacteres
catecol
general 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 - Lifetime
Application number
ES97923887T
Other languages
English (en)
Inventor
Lothar Heinisch
Ute Mollmann
Matthias Schnabelrauch
Rolf Reissbrodt
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.)
Gruenenthal GmbH
Original Assignee
Gruenenthal GmbH
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 DE19625524A external-priority patent/DE19625524C2/de
Application filed by Gruenenthal GmbH filed Critical Gruenenthal GmbH
Application granted granted Critical
Publication of ES2163161T3 publication Critical patent/ES2163161T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/10—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
    • C07C251/16—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/547—Chelates, e.g. Gd-DOTA or Zinc-amino acid chelates; Chelate-forming compounds, e.g. DOTA or ethylenediamine being covalently linked or complexed to the pharmacologically- or therapeutically-active agent
    • 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
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/60—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/64—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
    • C07C245/02—Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides
    • C07C245/06—Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides with nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings
    • C07C245/08—Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides with nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings with the two nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings, e.g. azobenzene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • C07C251/74—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/78—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
    • C07C251/80—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • C07C251/86—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D263/06—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by oxygen atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
    • C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Obesity (AREA)
  • Communicable Diseases (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

LA INVENCION TRATA DE NUEVOS DERIVADOS DEL CATECOL DE FORMULA GENERAL (I), , MEDIANTE EL CUAL RADICALES DE ACIDO AZOMETILCARBOXILICO, RADICALES DE ACIDO AZOBENCENOCARBOXILICO, RADICALES DE BENCIHIDRAZONA, RADICALES DE ACIDO AMINOBENZOICO, RADICALES DE AMINOACIDOS O PEPTIDOS, RADICALES DE ACIDO PIRROLIDIN - Y/O OXAZOLIDINCARBOXILICO ASI COMO RADICALES DE FORMILCARBOXIMETILOXIMA QUE FUNCIONA CON ELEMENTOS ESTRUCTURALES, Y SUS CONJUGADOS CON PRINCIPIOS ACTIVOS, EN PARTICULAR ANTIBIOTICOS. LOS COMPUESTOS DE LA INVENCION SON EFECTIVOS COMO SIDEROFOROS EN EL CASO DE CEPAS DE BACTERIAS GRAMNEGATIVAS, EN PARTICULAR EN PSEUDOMONADACEAS, CEPAS DE E. COLI, DE SALMONELLA, DE KLEBSIELA Y DE PROTEUS, Y PUEDEN ESTAR EN FORMA DE SUS CONJUGADOS CON PRINCIPIOS ACTIVOS, POR EJEMPLO ANTIBIOTICOS (COMO "CONJUGADOS DE SIDEROFORO - ANTIBIOTICO") SE INYECTAN ESTOS ULTIMOS EN LAS CELULAS BACTERIANAS PARA MEJORAR O EXTENDER LA ACCION ANTIBACTERIANA DE LAS CELULAS, EN PARTE TAMBIEN PARA CEPAS BACTERIANAS QUE SON RESISTENTES A OTRAS BE - LACTAMAS. ADEMAS DICHOS COMPONENTES SON APROPIADOS PARA UTILIZARSE COMO AGENTES QUELANTES DE HIERRO PARA ENFERMEDADES RELACIONADAS CON LA INTERRUPCION DEL METABOLISMO DEL HIERRO. EN LA FORMULA GENERAL (I), R 1 = OH O OACILO Y R 2 EN LA TERCERA Y/O CUARTA POSICION SIGNIFICA RADICALES DE ACIDO AROMATICO DE AZOMETILCARBOXILICO O RADICALES DE ACIDO AZOBENCENOCOCARBOXILICO, RADICALES DE BENCIHIDRAZONA, RADICALES DE ACIDO AMINOBENZOICO, RADICALES DE AMINOACIDOS, RADICALES DE ACIDO PIRROLIN - Y/O OXAZOLIDINCARBOXILICO Y FORMILCARBOXIMETILOXIOXIMAS Y/O CONJUGADOS CON PRINCIPIOS ACTIVOS, EN PARTICULAR ANTIBIOTICOS. LOS COMPUESTOS CITADOS PUEDEN ESTAR COMO ACIDOS LIBRES EN FORMA DE SUS SALES O COMO ESTERES FACILMENTE DEGRADABLES.
ES97923887T 1996-06-26 1997-05-14 Nuevos derivados sinteticos del catecol. Expired - Lifetime ES2163161T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19625524A DE19625524C2 (de) 1996-06-26 1996-06-26 Neue synthetische Catechol-Antibiotika-Konjugate und diese enthaltende Arzneimittel

Publications (1)

Publication Number Publication Date
ES2163161T3 true ES2163161T3 (es) 2002-01-16

Family

ID=7798042

Family Applications (1)

Application Number Title Priority Date Filing Date
ES97923887T Expired - Lifetime ES2163161T3 (es) 1996-06-26 1997-05-14 Nuevos derivados sinteticos del catecol.

Country Status (30)

Country Link
US (1) US6380181B1 (es)
EP (1) EP0907633B1 (es)
JP (1) JP2000514042A (es)
KR (1) KR20000022120A (es)
CN (1) CN1106380C (es)
AR (1) AR008391A1 (es)
AT (1) ATE204563T1 (es)
AU (1) AU728669B2 (es)
BR (1) BR9709964A (es)
CA (1) CA2252809A1 (es)
CO (1) CO4900028A1 (es)
CZ (1) CZ9804297A3 (es)
DE (2) DE19654920A1 (es)
DK (1) DK0907633T3 (es)
ES (1) ES2163161T3 (es)
GR (1) GR3036667T3 (es)
HK (1) HK1018613A1 (es)
HU (1) HUP0001746A3 (es)
IL (1) IL126703A0 (es)
NO (1) NO311975B1 (es)
NZ (1) NZ332519A (es)
PE (1) PE70098A1 (es)
PL (1) PL330899A1 (es)
PT (1) PT907633E (es)
RU (1) RU2180898C2 (es)
SK (1) SK283560B6 (es)
UA (1) UA54437C2 (es)
UY (1) UY24596A1 (es)
WO (1) WO1997049670A1 (es)
ZA (1) ZA975638B (es)

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DE19708846A1 (de) * 1997-03-05 1998-09-17 Gruenenthal Gmbh Neue Benzoxazindionderivate, Verfahren zu ihrer Herstellung und ihre Verwendung
US6613942B1 (en) 1997-07-01 2003-09-02 Novo Nordisk A/S Glucagon antagonists/inverse agonists
AU3253699A (en) * 1998-02-21 1999-09-06 Analyticon Ag Biotechnologie Pharmazie Myxochelines
US20040186087A1 (en) * 2003-03-20 2004-09-23 Ceramoptec Industries, Inc. Siderophore conjugates of photoactive dyes for photodynamic therapy
DE102004030987A1 (de) * 2004-06-26 2006-01-12 Merck Patent Gmbh Ortho-substituierte (3-Hydroxyphenyl)-essigsäure-benzyliden-hydrazide
CA2688547A1 (en) * 2007-06-05 2008-12-11 Xenon Pharmaceuticals, Inc. Aromatic and heteroaromatic compounds useful in treating iron disorders
US20090233972A1 (en) * 2008-03-12 2009-09-17 Yat Sun Or Substituted heterocycles as anti-infectives
AU2015304860B2 (en) * 2014-08-19 2020-07-16 Hsiri Therapeutics, LLC Antibacterial sideromycins

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JPS59193822A (ja) * 1983-04-15 1984-11-02 Kureha Chem Ind Co Ltd 腎炎治療剤
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AU644008B2 (en) * 1990-08-10 1993-12-02 Sumitomo Pharmaceuticals Company, Limited Beta-lactam compounds, and their production and use
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DE4231295A1 (de) 1992-09-18 1994-03-24 Knoell Hans Forschung Ev Neue alpha-Aminoacylpenicilline mit substituierten Dicarboxamoyl-Seitenketten, Verfahren zu ihrer Herstellung und ihre Verwendung
DE4313946A1 (de) 1993-04-28 1994-11-03 Knoell Hans Forschung Ev Neue O-Acyl-N-(diacyloxybenzoyl)-amoxicillinderivate, Verfahren zu ihrer Herstellung und ihre Verwendung

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HUP0001746A3 (en) 2000-11-28
AR008391A1 (es) 2000-01-19
SK283560B6 (sk) 2003-09-11
AU728669B2 (en) 2001-01-18
PL330899A1 (en) 1999-06-07
RU2180898C2 (ru) 2002-03-27
EP0907633B1 (de) 2001-08-22
CO4900028A1 (es) 2000-03-27
NZ332519A (en) 2000-05-26
NO985858D0 (no) 1998-12-14
DK0907633T3 (da) 2001-10-08
CN1106380C (zh) 2003-04-23
HUP0001746A2 (hu) 2000-10-28
AU2954297A (en) 1998-01-14
CZ9804297A3 (cs) 2002-10-16
US6380181B1 (en) 2002-04-30
HK1018613A1 (en) 1999-12-30
NO311975B1 (no) 2002-02-25
GR3036667T3 (en) 2001-12-31
IL126703A0 (en) 1999-08-17
DE19654920A1 (de) 1998-01-08
CA2252809A1 (en) 1997-12-31
EP0907633A1 (de) 1999-04-14
DE59704380D1 (de) 2001-09-27
NO985858L (no) 1998-12-14
SK178898A3 (en) 1999-06-11
BR9709964A (pt) 1999-08-10
WO1997049670A1 (de) 1997-12-31
CN1222905A (zh) 1999-07-14
UA54437C2 (uk) 2003-03-17
ZA975638B (en) 1998-01-23
UY24596A1 (es) 2001-05-31
PE70098A1 (es) 1999-01-04
JP2000514042A (ja) 2000-10-24
ATE204563T1 (de) 2001-09-15
PT907633E (pt) 2002-02-28
KR20000022120A (ko) 2000-04-25

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