WO2002094770A2 - Derives d'amino-alcool - Google Patents

Derives d'amino-alcool Download PDF

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Publication number
WO2002094770A2
WO2002094770A2 PCT/JP2002/004865 JP0204865W WO02094770A2 WO 2002094770 A2 WO2002094770 A2 WO 2002094770A2 JP 0204865 W JP0204865 W JP 0204865W WO 02094770 A2 WO02094770 A2 WO 02094770A2
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WO
WIPO (PCT)
Prior art keywords
phenyl
ethyl
amino
sulfonyl
alkoxycarbonyl
Prior art date
Application number
PCT/JP2002/004865
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English (en)
Other versions
WO2002094770A3 (fr
Inventor
Minoru Sakurai
Kenichi Washizuka
Hitoshi Hamashima
Yasuyo Tomishima
Masashi Imanishi
Hiroshi Kayakiri
Kiyoshi Taniguchi
Fujiko Takamura
Original Assignee
Fujisawa Pharmaceutical 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
Priority claimed from AUPR5232A external-priority patent/AUPR523201A0/en
Priority claimed from AUPR9780A external-priority patent/AUPR978001A0/en
Application filed by Fujisawa Pharmaceutical Co., Ltd. filed Critical Fujisawa Pharmaceutical Co., Ltd.
Priority to US10/477,751 priority Critical patent/US20040138462A1/en
Priority to EP02728093A priority patent/EP1389185A2/fr
Priority to JP2002591443A priority patent/JP2004534772A/ja
Publication of WO2002094770A2 publication Critical patent/WO2002094770A2/fr
Publication of WO2002094770A3 publication Critical patent/WO2002094770A3/fr

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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
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    • C07C317/32Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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    • C07D209/80[b, c]- or [b, d]-condensed
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    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
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    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
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    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
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    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
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    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
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    • C07D257/00Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
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    • C07D263/18Oxygen atoms
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    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
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    • C07D277/38Nitrogen atoms
    • C07D277/44Acylated amino or imino radicals
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    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
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    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
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    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Definitions

  • Example 8 A mixture of (2S) -2- [N-benzyl-N- ( (2S) -2-hydroxy-3- phenoxypropyl) amino] -3- [4- (phenylsulfonyl) phenyl] -1-propanol (96 mg) and 10% palladium on activated carbon (50% wet, 30 ' mg) in methanol (5 ml) was stirred at room temperature in the presence of hydrogen at an atmospheric pressure for 7.5 hours.
  • the resulting mixture was poured into saturated aqueous sodium hydrogen carbonate and the aqueous mixture was extracted with ethyl acetate. The organic layer was washed successively with water and brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure.
  • Example 47 The following compound was obtained according to a similar manner to that of Example 44.
  • Example 77 The following compounds were obtained according to a similar manner to that of Example 76.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Urology & Nephrology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • General Health & Medical Sciences (AREA)
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Abstract

La presente invention concerne une formule (I) de composé où R1 représente phényle, pyridyle, etc., qui peuvent chacun être substitués par un ou deux substituant(s); R2 est de l' hydrogène, un groupe aminé protecteur, etc.; R3 et R4 sont chacun indépendamment hydrogène, un alkyle inférieur ou hydroxyalkyl (inférieur); R5 représente aryle, aralkyl(inférieur), etc., qui peuvent chacun être substitués par un, deux ou trois substituant(s); R8 représente hydrogène ou halogène, X est une liaison simple ou O-CH¿2?-, et n représente 0, 1 ou 2, ou un sel de ces derniers. Le composé [I] selon la présente invention et des sels pharmaceutiquement acceptables de ces derniers présentent une grande utilité pour le traitement prophylatique et/ou thérapeutique de la pollakiurie ou de l'incontinence urinaire.
PCT/JP2002/004865 2001-05-24 2002-05-20 Derives d'amino-alcool WO2002094770A2 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US10/477,751 US20040138462A1 (en) 2001-05-24 2002-05-20 Aminoalcohol derivatives
EP02728093A EP1389185A2 (fr) 2001-05-24 2002-05-20 Derives d'amino-alcool
JP2002591443A JP2004534772A (ja) 2001-05-24 2002-05-20 アミノアルコール誘導体

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
AUPR5232A AUPR523201A0 (en) 2001-05-24 2001-05-24 Aminoalcohol derivatives
AUPR5232 2001-05-24
AUPR9780A AUPR978001A0 (en) 2001-12-28 2001-12-28 Aminoalcohol derivatives
AUPR9780 2001-12-28
AUPR079902 2002-02-28
AUPS0799 2002-02-28

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WO2002094770A2 true WO2002094770A2 (fr) 2002-11-28
WO2002094770A3 WO2002094770A3 (fr) 2003-03-06

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004026817A1 (fr) * 2002-09-19 2004-04-01 Kyorin Pharmaceutical Co., Ltd. Derive d'amino-alcool, sel d'addition de ce dernier et immunosuppresseur
WO2004045610A1 (fr) * 2002-11-21 2004-06-03 Fujisawa Pharmaceutical Co., Ltd Derives aminoalcooliques et leur utilisation comme agonistes de recepteur beta-3 adrenergique
EP1593666A1 (fr) * 2003-02-14 2005-11-09 Kissei Pharmaceutical Co., Ltd. Derives d'amino-alcools, compositions pharmaceutiques contenant ces derives et utilisation associee
WO2005110981A1 (fr) * 2004-05-17 2005-11-24 Astellas Pharma Inc. Dérivés d'aminoalcools
WO2006033446A1 (fr) * 2004-09-21 2006-03-30 Astellas Pharma Inc. Derives d'aminoalcool
WO2006041015A1 (fr) * 2004-10-12 2006-04-20 Kyorin Pharmaceutical Co., Ltd. Dérivé d’aminoalcool, sel d’addition dudit dérivé, et agent immunosuppresseur
EP1679304A1 (fr) * 2003-10-24 2006-07-12 Kissei Pharmaceutical Co., Ltd. Derive d'amino-alcool, composition pharmaceutique contenant ce dernier, et leur utilisation
WO2007011065A2 (fr) * 2005-07-22 2007-01-25 Mitsubishi Tanabe Pharma Corporation Compose intermediaire utilise pour la synthese d'un agent pharmaceutique, procede de production de ce dernier
WO2007042912A2 (fr) * 2005-10-13 2007-04-19 Orchid Research Laboratories Limited Nouveaux composes heterocycliques en tant qu'inhibiteurs de pstat3/il6
WO2007078523A2 (fr) * 2005-12-15 2007-07-12 Astrazeneca Ab Composes d'oxazolidinone et leur utilisation en tant que potentialisateurs de recepteur de glutamate metabotropique
CN100418944C (zh) * 2003-02-14 2008-09-17 橘生药品工业株式会社 氨基醇衍生物、含有所述氨基醇衍生物的药物组合物及其应用
AU2005285812B2 (en) * 2004-09-21 2011-02-24 Astellas Pharma Inc. Aminoalcohol derivatives
US8394986B2 (en) 2003-08-21 2013-03-12 Astrazeneca Ab Phenoxiacetic acid derivatives

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0089154A2 (fr) * 1982-03-12 1983-09-21 Beecham Group Plc Dérivés d'éthanolamine, leur fabrication et leur utilisation en compositions pharmaceutiques
EP0091749A2 (fr) * 1982-04-08 1983-10-19 Beecham Group Plc Dérivés de l'éthanolamine, procédé pour leur préparation et compositions pharmaceutiques les contenant
US5723489A (en) * 1994-12-02 1998-03-03 Bristol-Myers Squibb Company Aryloxypropanolamine beta 3 adrenergic agonists
WO2002006229A2 (fr) * 2000-07-17 2002-01-24 Wyeth Agonistes des beta-3 recepteurs adrenergiques heterocycliques

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0089154A2 (fr) * 1982-03-12 1983-09-21 Beecham Group Plc Dérivés d'éthanolamine, leur fabrication et leur utilisation en compositions pharmaceutiques
EP0091749A2 (fr) * 1982-04-08 1983-10-19 Beecham Group Plc Dérivés de l'éthanolamine, procédé pour leur préparation et compositions pharmaceutiques les contenant
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WO2004026817A1 (fr) * 2002-09-19 2004-04-01 Kyorin Pharmaceutical Co., Ltd. Derive d'amino-alcool, sel d'addition de ce dernier et immunosuppresseur
US7763752B2 (en) 2002-09-19 2010-07-27 Kyorin Pharmaceutical Co., Ltd. Amino alcohol derivatives, salts thereof and immunosuppresive agents
US7482491B2 (en) 2002-09-19 2009-01-27 Kyorin Pharmaceutical Co., Ltd. Amino alcohol derivative, addition salt thereof, and immunosuppressant
WO2004045610A1 (fr) * 2002-11-21 2004-06-03 Fujisawa Pharmaceutical Co., Ltd Derives aminoalcooliques et leur utilisation comme agonistes de recepteur beta-3 adrenergique
EP1593666A1 (fr) * 2003-02-14 2005-11-09 Kissei Pharmaceutical Co., Ltd. Derives d'amino-alcools, compositions pharmaceutiques contenant ces derives et utilisation associee
US7674938B2 (en) 2003-02-14 2010-03-09 Kissei Pharmaceutical Co., Ltd. Amino alcohol derivatives, pharmaceutical compositions containing the same, and use thereof
EP1593666A4 (fr) * 2003-02-14 2006-10-18 Kissei Pharmaceutical Derives d'amino-alcools, compositions pharmaceutiques contenant ces derives et utilisation associee
CN100418944C (zh) * 2003-02-14 2008-09-17 橘生药品工业株式会社 氨基醇衍生物、含有所述氨基醇衍生物的药物组合物及其应用
US7423185B2 (en) 2003-02-14 2008-09-09 Kissei Pharmaceutical Co., Ltd. Amino alcohol derivatives, pharmaceutical compositions containing the same, and use thereof
US8394986B2 (en) 2003-08-21 2013-03-12 Astrazeneca Ab Phenoxiacetic acid derivatives
US7417169B2 (en) 2003-10-24 2008-08-26 Kissei Pharmaceutical Co., Ltd. Amino alcohol derivatives, medicinal composition containing the same, and use of these
EP1679304A4 (fr) * 2003-10-24 2006-11-15 Kissei Pharmaceutical Derive d'amino-alcool, composition pharmaceutique contenant ce dernier, et leur utilisation
EP1679304A1 (fr) * 2003-10-24 2006-07-12 Kissei Pharmaceutical Co., Ltd. Derive d'amino-alcool, composition pharmaceutique contenant ce dernier, et leur utilisation
WO2005110981A1 (fr) * 2004-05-17 2005-11-24 Astellas Pharma Inc. Dérivés d'aminoalcools
JP4893620B2 (ja) * 2004-09-21 2012-03-07 アステラス製薬株式会社 アミノアルコール誘導体
US7928264B2 (en) 2004-09-21 2011-04-19 Astellas Pharma Inc. Aminoalcohol derivatives
AU2005285812B2 (en) * 2004-09-21 2011-02-24 Astellas Pharma Inc. Aminoalcohol derivatives
WO2006033446A1 (fr) * 2004-09-21 2006-03-30 Astellas Pharma Inc. Derives d'aminoalcool
WO2006041015A1 (fr) * 2004-10-12 2006-04-20 Kyorin Pharmaceutical Co., Ltd. Dérivé d’aminoalcool, sel d’addition dudit dérivé, et agent immunosuppresseur
WO2007011065A3 (fr) * 2005-07-22 2007-08-16 Mitsubishi Pharma Corp Compose intermediaire utilise pour la synthese d'un agent pharmaceutique, procede de production de ce dernier
US7994315B2 (en) 2005-07-22 2011-08-09 Mitsubishi Tanabe Pharma Corporation Intermediate compound for synthesizing pharmaceutical agent and production method thereof
WO2007011065A2 (fr) * 2005-07-22 2007-01-25 Mitsubishi Tanabe Pharma Corporation Compose intermediaire utilise pour la synthese d'un agent pharmaceutique, procede de production de ce dernier
US7786142B2 (en) 2005-10-13 2010-08-31 Orchid Research Laboratories, Ltd. Heterocyclic compounds as pSTAT3/IL-6 inhibitors
WO2007042912A3 (fr) * 2005-10-13 2007-08-30 Orchid Res Lab Ltd Nouveaux composes heterocycliques en tant qu'inhibiteurs de pstat3/il6
WO2007042912A2 (fr) * 2005-10-13 2007-04-19 Orchid Research Laboratories Limited Nouveaux composes heterocycliques en tant qu'inhibiteurs de pstat3/il6
US7816354B2 (en) 2005-12-15 2010-10-19 Astrazeneca Ab Oxazolidinone compounds and their use as metabotropic glutamate receptor potentiators
WO2007078523A3 (fr) * 2005-12-15 2007-11-15 Astrazeneca Ab Composes d'oxazolidinone et leur utilisation en tant que potentialisateurs de recepteur de glutamate metabotropique
WO2007078523A2 (fr) * 2005-12-15 2007-07-12 Astrazeneca Ab Composes d'oxazolidinone et leur utilisation en tant que potentialisateurs de recepteur de glutamate metabotropique

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