ES2052452A1 - Procedimiento de preparacion de inhibidores duales de no-sintasa y ciclooxigenasa. - Google Patents

Procedimiento de preparacion de inhibidores duales de no-sintasa y ciclooxigenasa.

Info

Publication number
ES2052452A1
ES2052452A1 ES09202635A ES9202635A ES2052452A1 ES 2052452 A1 ES2052452 A1 ES 2052452A1 ES 09202635 A ES09202635 A ES 09202635A ES 9202635 A ES9202635 A ES 9202635A ES 2052452 A1 ES2052452 A1 ES 2052452A1
Authority
ES
Spain
Prior art keywords
preparation
cyclooxygenase
synthase
compositions containing
dual inhibitors
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.)
Granted
Application number
ES09202635A
Other languages
English (en)
Other versions
ES2052452B1 (es
Inventor
De Lassauniere Pierre Chabrier
Pierre Braquet
Colette Broquet
Serge Auvin
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.)
Ipsen Pharma SAS
Original Assignee
Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS
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 Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS filed Critical Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS
Publication of ES2052452A1 publication Critical patent/ES2052452A1/es
Application granted granted Critical
Publication of ES2052452B1 publication Critical patent/ES2052452B1/es
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
    • C07C65/03—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring
    • C07C65/05—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring o-Hydroxy carboxylic acids
    • C07C65/10—Salicylic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/03—Monoamines
    • C07C211/04—Mono-, di- or tri-methylamine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • A61P3/06—Antihyperlipidemics
    • 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
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/52—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C229/54—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C229/56—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in ortho-position
    • C07C229/58—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in ortho-position having the nitrogen atom of at least one of the amino groups further bound to a carbon atom of a six-membered aromatic ring, e.g. N-phenyl-anthranilic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/30—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to nitro or nitroso groups
    • C07C279/32—N-nitroguanidines
    • C07C279/36—Substituted N-nitroguanidines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/14—Acetic acid esters of monohydroxylic compounds
    • C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
    • C07C69/157—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
    • C07D209/28—1-(4-Chlorobenzoyl)-2-methyl-indolyl-3-acetic acid, substituted in position 5 by an oxygen or nitrogen atom; Esters thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Obesity (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PROCEDIMIENTO DE PREPARACION DE INHIBIDORES DUALES DE NO-SINTASA Y CICLOOXIGENASA, DE LA FORMULA GENERAL AB, QUE PUEDE SER UNA SAL O UNA AMIDA, EN LA QUE: --A REPRESENTA UN INHIBIDOR DE LA CICLOOXIGENASA QUE TIENE UNA FUNCION ACIDO ACCESIBLE, Y --B REPRESENTA LA FORMA L DE ANALOGOS DE ARGININA DE LA FORMULA FORMULA EN LA QUE R1, R2 Y R3 REPRESENTAN DIVERSOS SUSTITUYENTES. SE PREPARAN HACIENDO REACCIONAR UN COMPUESTO A O UN PRECURSOR DEL MISMO CON UN COMPUESTO B O UN PRECURSOR DEL MISMO. ESTOS COMPUESTOS INHIBEN JUNTAMENTE EL CAMINO DE LA L-ARGININA/OXIDO NITRICO (NO) Y EL CAMINO DE LA CICLOOXIGENASA.
ES09202635A 1992-01-04 1992-12-29 Procedimiento de preparacion de inhibidores duales de no-sintasa y ciclooxigenasa. Expired - Fee Related ES2052452B1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB929200114A GB9200114D0 (en) 1992-01-04 1992-01-04 Dual inhibitors of no synthase and cyclooxygenase

Publications (2)

Publication Number Publication Date
ES2052452A1 true ES2052452A1 (es) 1994-07-01
ES2052452B1 ES2052452B1 (es) 1995-02-01

Family

ID=10708115

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09202635A Expired - Fee Related ES2052452B1 (es) 1992-01-04 1992-12-29 Procedimiento de preparacion de inhibidores duales de no-sintasa y ciclooxigenasa.

Country Status (34)

Country Link
US (2) US5480999A (es)
JP (1) JP2984498B2 (es)
KR (1) KR100287539B1 (es)
AT (1) AT401054B (es)
AU (1) AU664399B2 (es)
BE (1) BE1006227A3 (es)
CA (1) CA2085555C (es)
CH (1) CH685629A5 (es)
DE (1) DE4244539B4 (es)
DK (1) DK157592A (es)
DZ (1) DZ1657A1 (es)
ES (1) ES2052452B1 (es)
FI (1) FI925883A (es)
FR (2) FR2685869B1 (es)
GB (2) GB9200114D0 (es)
GR (1) GR1001443B (es)
HK (1) HK22296A (es)
HU (1) HU220218B (es)
IE (1) IE71675B1 (es)
IT (1) IT1256761B (es)
LU (1) LU88208A1 (es)
MA (1) MA22753A1 (es)
MY (1) MY109846A (es)
NL (1) NL194889C (es)
NO (1) NO302943B1 (es)
NZ (1) NZ245499A (es)
OA (1) OA10050A (es)
PL (1) PL169432B1 (es)
PT (1) PT101165B (es)
RU (1) RU2104999C1 (es)
SE (1) SE511568C2 (es)
TN (1) TNSN93001A1 (es)
TW (1) TW267152B (es)
ZA (1) ZA9210080B (es)

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CA2132690A1 (en) * 1994-09-22 1996-03-23 Dean Willis Control and modulation of inflammatory response in humans in need of such control and modulation
FR2727111B1 (fr) * 1994-11-21 1997-01-17 Hoechst Lab Nouveaux analogues soufres d'aminoacides, leur procede de preparation et leurs applications comme medicaments
PT793646E (pt) 1994-11-23 2002-03-28 Biovitrum Ab Carboxilatos de aminoguanidina destinados ao tratamento de diabetes mellitus nao-insulinodependente
JPH08333258A (ja) 1994-12-14 1996-12-17 Japan Tobacco Inc チアジン又はチアゼピン誘導体及びそれら化合物を含有してなる一酸化窒素合成酵素阻害剤
ES2096524B1 (es) * 1994-12-22 1997-11-16 Sanchez Manuel Guerra Uso de la ng-monometil-l-arginina, para aumentar la capacidad de hacer ejercicio fisico.
FR2730930B1 (fr) 1995-02-27 1997-04-04 Oreal Utilisation d'inhibiteurs de no-synthase pour diminuer l'effet irritant cutane de produits utilises dans le domaine cosmetique ou pharmaceutique
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US5703073A (en) * 1995-04-19 1997-12-30 Nitromed, Inc. Compositions and methods to prevent toxicity induced by nonsteroidal antiinflammatory drugs
GB9514518D0 (en) * 1995-07-15 1995-09-13 Sod Conseils Rech Applic Guanidine salt inhibitors of NO synthase and cyclooxygenase
JP2000506852A (ja) * 1996-03-05 2000-06-06 チルドレンズ ホスピタル メディカル センター シクロオキシゲナーゼの阻害剤としてのメルカプト誘導体
US5955617A (en) * 1996-05-21 1999-09-21 Pharmacia & Upjohn Company Aminoguanidine carboxylate lactams for the treatment of non-insulin-dependent diabetes mellitus
US5872145A (en) * 1996-08-16 1999-02-16 Pozen, Inc. Formulation of 5-HT agonist and NSAID for treatment of migraine
US8022095B2 (en) * 1996-08-16 2011-09-20 Pozen, Inc. Methods of treating headaches using 5-HT agonists in combination with long-acting NSAIDs
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US5789395A (en) * 1996-08-30 1998-08-04 The Research Foundation Of State University Of New York Method of using tetracycline compounds for inhibition of endogenous nitric oxide production
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US6207700B1 (en) * 1999-01-07 2001-03-27 Vanderbilt University Amide derivatives for antiangiogenic and/or antitumorigenic use
US7345051B2 (en) * 2000-01-31 2008-03-18 Genaera Corporation Mucin synthesis inhibitors
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AU2003247792B2 (en) * 2002-07-03 2009-09-24 Nicox S.A. Nitrosated nonsteroidal antiinflammatory compounds, compositions and methods of use
CA2493156A1 (en) * 2002-07-29 2004-02-05 Nitromed, Inc. Cyclooxygenase-2 selective inhibitors, compositions and methods of use
US7332183B2 (en) * 2002-12-26 2008-02-19 Pozen Inc. Multilayer dosage forms containing NSAIDs and triptans
WO2004110492A2 (en) * 2003-06-06 2004-12-23 Glaxo Group Limited Composition comprising triptans and nsaids
CN1835942A (zh) * 2003-06-19 2006-09-20 金纳莱公司 粘蛋白合成抑制剂
CA2530408A1 (en) * 2003-06-25 2005-01-06 Vanderbilt University Cox-2-targeted imaging agents
JP2007534702A (ja) * 2004-04-26 2007-11-29 バンダービルト・ユニバーシティ 胃腸毒性の低い治療薬としてのインドール酢酸、及びインデン酢酸誘導体
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Also Published As

Publication number Publication date
ITMI922953A1 (it) 1994-06-23
AU3049892A (en) 1993-07-08
PT101165A (pt) 1994-02-28
IE922954A1 (en) 1993-07-14
US5480999A (en) 1996-01-02
ES2052452B1 (es) 1995-02-01
CH685629A5 (fr) 1995-08-31
ATA256092A (de) 1995-10-15
DK157592A (da) 1993-07-05
HK22296A (en) 1996-02-16
JP2984498B2 (ja) 1999-11-29
NL194889C (nl) 2003-06-04
BE1006227A3 (fr) 1994-06-14
JPH05286916A (ja) 1993-11-02
HU220218B (hu) 2001-11-28
GB9200114D0 (en) 1992-02-26
NL9300001A (nl) 1993-08-02
GB9227026D0 (en) 1993-02-17
NO302943B1 (no) 1998-05-11
FR2685869B1 (fr) 1995-06-09
AT401054B (de) 1996-06-25
NZ245499A (en) 1995-07-26
HUT64047A (en) 1993-11-29
ZA9210080B (en) 1993-08-02
PT101165B (pt) 1999-09-30
US5360925A (en) 1994-11-01
DE4244539A1 (es) 1993-07-08
NO924835L (no) 1993-07-05
GB2263111B (en) 1995-08-16
GB2263111A (en) 1993-07-14
IE71675B1 (en) 1997-02-26
FI925883A0 (fi) 1992-12-28
SE9203825L (sv) 1993-07-05
MA22753A1 (fr) 1993-07-01
FR2685869A1 (fr) 1993-07-09
LU88208A1 (fr) 1993-04-15
TW267152B (es) 1996-01-01
TNSN93001A1 (fr) 1994-03-17
FR2685916A1 (fr) 1993-07-09
KR930016389A (ko) 1993-08-26
AU664399B2 (en) 1995-11-16
DE4244539B4 (de) 2006-10-26
HU9204173D0 (en) 1993-04-28
DK157592D0 (da) 1992-12-30
FI925883A (fi) 1993-07-05
NL194889B (nl) 2003-02-03
KR100287539B1 (ko) 2001-04-16
OA10050A (fr) 1996-10-14
GR1001443B (el) 1993-12-30
NO924835D0 (no) 1992-12-14
SE511568C2 (sv) 1999-10-18
PL297247A1 (en) 1993-09-06
PL169432B1 (pl) 1996-07-31
SE9203825D0 (sv) 1992-12-18
DZ1657A1 (fr) 2002-02-17
FR2685916B1 (fr) 2001-09-28
CA2085555C (en) 2004-07-20
RU2104999C1 (ru) 1998-02-20
CA2085555A1 (en) 1993-07-05
MY109846A (en) 1997-08-30
IT1256761B (it) 1995-12-15

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