AR043941A1 - DERIVATIVES OF QUINOLINES 4-SUBSTITUTES, THEIR PREPARATION PROCEDURES AND INTERMEDIATES AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM - Google Patents

DERIVATIVES OF QUINOLINES 4-SUBSTITUTES, THEIR PREPARATION PROCEDURES AND INTERMEDIATES AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Info

Publication number
AR043941A1
AR043941A1 ARP040101023A ARP040101023A AR043941A1 AR 043941 A1 AR043941 A1 AR 043941A1 AR P040101023 A ARP040101023 A AR P040101023A AR P040101023 A ARP040101023 A AR P040101023A AR 043941 A1 AR043941 A1 AR 043941A1
Authority
AR
Argentina
Prior art keywords
heteroaryl
alkyl
phenyl
mono
cyclic
Prior art date
Application number
ARP040101023A
Other languages
Spanish (es)
Original Assignee
Aventis Pharma Sa
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 Aventis Pharma Sa filed Critical Aventis Pharma Sa
Publication of AR043941A1 publication Critical patent/AR043941A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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 two hetero rings
    • C07D401/06Heterocyclic 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 two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La presente se refiere a derivados de quinolina 4-sustituida procedimiento y composición farmacéutica que la compone. Reivindicación 1: Un derivado de quinolina 4-sustituida, caracterizada porque responde a la fórmula general (1), en la cual: X1, X2, X3, X4 y X5 representan respectivamente >C-R'1 a >CR'5, o bien uno como máximo entre ellos representa un átomo de nitrógeno; R1, R'1, R'2, R'3, R'4 y R'5 son iguales o diferentes y representan un átomo de hidrógeno o de halógeno o un radical alquilo, cicloalquilo, fenilo, feniltio, heteroarilo o heteroariltio mono- o di-cíclico, OH, SH, alquiloxi, difluorometoxi, trifluorometoxi, alquiltio, trifluorometiltio, cicloalquiloxi, cicloalquiltio, acilo, aciloxi, aciltio, ciano, carboxi, alquiloxi, alquiloxicarbonilo, cicloalquiloxicarbonilo, nitro, -NRaRb o -CONRaRb (para los que Ra y Rb pueden representar hidrógeno, alquilo, cicloalquilo, fenilo, heteroarilo mono- o di-cíclico o Ra y Rb forman conjuntamente con el átomo de nitrógeno al que están unidos un heterociclo de 5 ó 6 eslabones que puede contener eventualmente otro heteroátomo escogido entre O, S o N y que porte en su caso un sustituyente alquilo, fenilo o heteroarilo mono- o bi-cíclico en el átomo de nitrógeno o, en su caso, cuyo átomo de azufre esté oxidado al estado sulfinilo o sulfonilo), o representan un radical metileno sustituido con flúor, hidroxi, alquiloxi, alquiltio, cicloalquiloxi, cicloalquiltio, fenilo, heteroarilo mono- o bi-cíclico, carboxi, alquiloxicarbonilo, cicloalquiloxicarbonilo, -NRaRb o -CONRaRb para los que Ra y Rb se definen como anteriormente; O representan fenoxi, heterocicliloxi, benciloxi, heterociclilmetiloxi, o bien R1 puede representar igualmente difluorometoxi o un radical de estructura -CmF2m+1, -SCmF2m+1 o -OcmF2+1 para los que m es un número entero de 1 6 o bien R'5 puede representar igualmente trifluoroacetilo; m es igual a 1, 2 ó 3; n es igual a 0, 1 ó 2; Y representa un grupo CHR, CO, CROH, CRNH2, CRF o CF2, siendo R un átomo de hidrógeno o un radical alquilo (C1-6); Z representa un grupo CH2, o bien Z representa un átomo de oxígeno, un átomo de azufre, un grupo SO o un grupo SO2 y, en su caso, n es igual a 2; R2 representa un radical -CO2R, -CH2CO2R, -CH2-CH2CO2R, -CH2OH o -CH2-CH2OH, siendo R como se definió con anterioridad; R3 representa un radical fenilo, heteroarilo, mono- o bi-cíclico, alk-Ro3 para el que alk es un radical alquileno y Ro3 representa hidrógeno, halógeno, hidroxi, alquiloxi, alquiltio, alquilsulfinilo, alquilsulfonilo, alquilamino, dialquilamino, cicloalquilo, cicloalquiloxi, cicloalquiltio, cicloalquilsulfinilo, cicloalquilsulfonilo, cicloalquilamino, N-cicloalquilo, N-alquil-amino, -N-(cicloalquilo)2, acilo, cicloalquilcarbonilo, fenilo, fenoxi, feniltio, fenilsulfinilo, fenilsulfonilo, fenilamino, N-alquil-N-fenil-amino, N-cicloalquil-N-fenil-amino, -N-(fenilo)2, fenilalquiloxi, fenilalquiltio, fenilalquilsulfinilo, fenilalquilsulfonilo, fenilalquilamino, N-alquil-N-fenil-aminoalquilo, N-cicloalquil-N-fenilalquil-amino, benzoilo, heteroarilo mono- o bi-cíclico, heteroariloxi, heteroariltio, heteroarilsulfinilo, heteroarilsulfonilo, heteroarilamino, N-alquil-N-heteroaril-amino, N-cicloalquil-N-heteroaril-amino, heteroarilcarbonilo, heteroarilalquiloxi, heteroarilalquiloxi, heteroarilalquiltio, heteroarilalquilsulfinilo, heteroarilalquilsulfonilo, heteroarilalquilamino, N-alquil-N-heteroaril-amino-alquilo, N-cicloalquil-N-heteroaril-aminoalquilo (las partes de heteroarilo citadas con anterioridad son mono- o bi-cíclicas), carboxi, alquiloxicarbonilo, -NRaRb o -CO-NRaRb para los que Ra y Rb representan respectivamente hidrógeno, alquilo, cicloalquilo, fenilo, heteroarilo, mono- o bi-cíclico, o uno de Ra o Rb representa hidroxi, alquiloxi, cicloalquiloxi, o Ra y Rb forman conjuntamente con el átomo de nitrógeno al que están unidos un heteroarilo de 5 a 6 escalones que puede contener eventualmente otro heteroátomo escogido entre O, S y N y que porta en su caso un sustituyente alquilo, fenilo o heteroarilo mono- o bi-cíclico sobre el átomo de nitrógeno o, en su caso, cuyo átomo de azufre está oxidado al estado sulfinilo sulfonilo, o bien Ro3 representa -CR'b = CR'c-R'a para el que R'a representa fenilo, fenilalquilo, heteroarilo o heteroarilalquilo cuya parte de heteroarilo es mono- o bi-cíclica, fenoxialquilo, feniltioalquilo, fenilsulfinilalquilo, fenilsulfonilalquilo, fenilaminoalquilo, N-alquil-N-fenil-aminoalquilo, heteroariloxialquilo, heteroariltioalquilo, heteroarilsulfinilalquilo, heteroarilsulfonilalquilo, hetroarilaminoalquilo, N-alquil-N-heteroaril-aminoalquilo, heteroariltio, heteroarilsulfinilo, heteroarilsulfonilo, (las partes de heteroarilo citadas con anterioridad son mono- o bi-cíclicas), feniltio, fenilsulfinilo, fenilsulfonilo, y para los que R'b y R'c representan hidrógeno, alquilo o cicloalquilo, o bien Ro3 representa un radical -C=C-Rd para el que Rd es alquilo, fenilo, fenialquilo, fenoxialquilo, feniltioalquilo, N-alquil-N-fenil-aminoalquilo, heteroarilo mono- o bi-cíclico, heteroarilalquilo, heteroariloxialquilo, heteroariltioalquilo, heteroarilaminoalquilo, N-alquil-N-heteroaril-aminoalquilo (las partes de heteroarilo citadas con anterioridad son aromáticas mono- o bi-cíclicas) o bien Ro3 representa un radical, -CF2-fenilo o -CF2-heteroarilo mono- o bi-cíclico, debiendo entenderse que los radicales o partes de fenilo, bencilo, benzoilo o heteroarilo mencionados con anterioridad están eventualmente sustituidos en el ciclos con 1 a 4 sustituyentes escogidos entre hidrógeno, hidroxi, alquilo, alquiloxi, alquiloxialquilo, halógenoalquilo, trifluorometilo, trifluorometoxi, trifluorometiltio, carboxi, alcoxi-carbonilo, ciano, alquilamino, -NRaRb para el Ra y Rb se definen como anteriormente, fenilo, hidroxialquilo, alquiltioalquilo, alquilsulfinilalquilo, alquilsulfonilalquilo, debiendo entenderse que los radicales y partes de alquilo o acilo contienen (salvo mención especial) C1-10 en una cadena lineal o ramificada y que los radicales cicloalquilo C3-6, en sus formas enantiómeras o diastereosómeras o las mezclas de estas formas, y/o en su caso en forma syn o anti o sus mezclas, así como sus sales.This refers to quinoline derivatives 4-substituted process and pharmaceutical composition that composes it. Claim 1: A 4-substituted quinoline derivative, characterized in that it responds to the general formula (1), in which: X1, X2, X3, X4 and X5 respectively represent> C-R'1 to> CR'5, or well one at most among them represents a nitrogen atom; R1, R'1, R'2, R'3, R'4 and R'5 are the same or different and represent a hydrogen or halogen atom or an alkyl, cycloalkyl, phenyl, phenylthio, heteroaryl or heteroarylthio mono- radical or di-cyclic, OH, SH, alkyloxy, difluoromethoxy, trifluoromethoxy, alkylthio, trifluoromethylthio, cycloalkyloxy, cycloalkylthio, acyl, acyloxy, acylthio, cyano, carboxy, alkyloxy, alkyloxycarbonyl, cycloalkyloxycarbonyl, nitro or -NRaR queb -NRaRb--CRRR -B Ra and Rb may represent hydrogen, alkyl, cycloalkyl, phenyl, mono- or di-cyclic heteroaryl or Ra and Rb together with the nitrogen atom to which a 5 or 6 link heterocycle is attached which may optionally contain another heteroatom chosen from O, S or N and bearing a mono- or bi-cyclic alkyl, phenyl or heteroaryl substituent on the nitrogen atom, or, where appropriate, whose sulfur atom is oxidized to the sulfinyl or sulfonyl state), or represent a substituted methylene radical co n fluorine, hydroxy, alkyloxy, alkylthio, cycloalkyloxy, cycloalkylthio, phenyl, mono- or bi-cyclic heteroaryl, carboxy, alkyloxycarbonyl, cycloalkyloxycarbonyl, -NRaRb or -CONRaRb for which Ra and Rb are defined as above; Or they represent phenoxy, heterocyclyloxy, benzyloxy, heterocyclylmethyloxy, or R1 can also represent difluoromethoxy or a radical of structure -CmF2m + 1, -SCmF2m + 1 or -OcmF2 + 1 for which m is an integer of 1 6 or R '5 may also represent trifluoroacetyl; m is equal to 1, 2 or 3; n is equal to 0, 1 or 2; Y represents a group CHR, CO, CROH, CRNH2, CRF or CF2, where R is a hydrogen atom or a (C1-6) alkyl radical; Z represents a CH2 group, or Z represents an oxygen atom, a sulfur atom, an SO group or an SO2 group and, where appropriate, n is equal to 2; R2 represents a radical -CO2R, -CH2CO2R, -CH2-CH2CO2R, -CH2OH or -CH2-CH2OH, where R is as defined above; R3 represents a phenyl, heteroaryl, mono- or bi-cyclic radical, alk-Ro3 for which alk is an alkylene radical and Ro3 represents hydrogen, halogen, hydroxy, alkyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, cycloalkyl, cycloalkyloxy , cycloalkylthio, cycloalkylsulfinyl, cycloalkylsulfonyl, cycloalkylamino, N-cycloalkyl, N-alkyl-amino, -N- (cycloalkyl) 2, acyl, cycloalkylcarbonyl, phenyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylamino, N-alkyl-N-alkyl -amino, N-cycloalkyl-N-phenyl-amino, -N- (phenyl) 2, phenylalkylloxy, phenylalkylthio, phenylalkyl sulfyl, phenylalkyl sulfonyl, phenylalkyl amino, N-alkyl-N-phenyl-aminoalkyl, N-cycloalkyl-N-phenylalkyl-amino , benzoyl, mono- or bi-cyclic heteroaryl, heteroaryloxy, heteroarylthio, heteroarylsulfinyl, heteroarylsulfonyl, heteroarylamino, N-alkyl-N-heteroaryl-amino, N-cycloalkyl-N-heteroaryl-amino, heteroarylcarbonyl, heteroarylalkyl, heteroarylalkyl, heteroarylalkyl ilalkylthio, heteroarylalkylsulfinyl, heteroarylalkyl sulfonyl, heteroarylalkylamino, N-alkyl-N-heteroaryl-amino-alkyl, N-cycloalkyl-N-heteroaryl-aminoalkyl (the heteroaryl parts mentioned above are mono- or bi-cyclic), carboxy, alkyloxycarbonyl -NRaRb or -CO-NRaRb for which Ra and Rb respectively represent hydrogen, alkyl, cycloalkyl, phenyl, heteroaryl, mono- or bi-cyclic, or one of Ra or Rb represents hydroxy, alkyloxy, cycloalkyloxy, or Ra and Rb form together with the nitrogen atom to which a 5- to 6-stage heteroaryl is attached, which may optionally contain another heteroatom chosen from O, S and N and which, if appropriate, carries a mono- or bi-cyclic alkyl, phenyl or heteroaryl substituent on the nitrogen atom or, where appropriate, whose sulfur atom is oxidized to the sulfinyl sulfonyl state, or Ro3 represents -CR'b = CR'c-R'a for which R'a represents phenyl, phenylalkyl, heteroaryl or heteroarylalkyl whose p art heteroaryl is mono- or bi-cyclic, phenoxy, phenylthio, fenilsulfinilalquilo, fenilsulfonilalquilo, phenylaminoalkyl, N-alkyl-N-phenylaminoalkyl, heteroaryloxyalkyl, heteroarylthioalkyl, heteroarylsulfinylalkyl, heteroarylsulfonylalkyl, hetroarilaminoalquilo, N-alkyl-N-heteroaryl-aminoalkyl , heteroarylthio, heteroarylsulfinyl, heteroarylsulfonyl, (the parts of heteroaryl mentioned above are mono- or bi-cyclic), phenylthio, phenylsulfinyl, phenylsulfonyl, and for which R'b and R'c represent hydrogen, alkyl or cycloalkyl, or Ro3 represents a radical -C = C-Rd for which Rd is alkyl, phenyl, phenylalkyl, phenoxyalkyl, phenylthioalkyl, N-alkyl-N-phenyl-aminoalkyl, mono- or bi-cyclic heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroarylthioalkyl, heteroarylaminoalkyl , N-alkyl-N-heteroaryl-aminoalkyl (the heteroaryl parts mentioned above are mono- or bi-cyclic aromatic) or Ro3 represents a radical, -CF2-phenyl or -CF2-mono- or bi-cyclic heteroaryl, it being understood that the above-mentioned phenyl, benzyl, benzoyl or heteroaryl radicals or parts are optionally substituted in the cycle with 1 to 4 substituents chosen from hydrogen , hydroxy, alkyl, alkyloxy, alkyloxyalkyl, halogenoalkyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, carboxy, alkoxycarbonyl, cyano, alkylamino, -NRaRb for Ra and Rb are defined as above, phenyl, hydroxyalkyl, alkylthioalkylalkyl, alkylalkyl, alkylalkyl, alkylalkyl, alkylsilylalkyl, alkyl it is understood that the alkyl or acyl radicals and parts contain (unless special mention) C1-10 in a linear or branched chain and that the C3-6 cycloalkyl radicals, in their enantiomeric or diastereomeric forms or mixtures of these forms, and / or where appropriate in syn or anti form or their mixtures, as well as their salts.

ARP040101023A 2003-03-28 2004-03-26 DERIVATIVES OF QUINOLINES 4-SUBSTITUTES, THEIR PREPARATION PROCEDURES AND INTERMEDIATES AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AR043941A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0303812A FR2852954B1 (en) 2003-03-28 2003-03-28 QUINOLINE-4-SUBSTITUTED DERIVATIVES, METHODS AND PREPARATION INTERMEDIATES THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Publications (1)

Publication Number Publication Date
AR043941A1 true AR043941A1 (en) 2005-08-17

Family

ID=32947235

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP040101023A AR043941A1 (en) 2003-03-28 2004-03-26 DERIVATIVES OF QUINOLINES 4-SUBSTITUTES, THEIR PREPARATION PROCEDURES AND INTERMEDIATES AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Country Status (13)

Country Link
EP (1) EP1611127A2 (en)
JP (1) JP2006522779A (en)
KR (1) KR20050115321A (en)
CN (1) CN1795191A (en)
AR (1) AR043941A1 (en)
AU (1) AU2004226207A1 (en)
CA (1) CA2520764A1 (en)
EA (1) EA010403B1 (en)
FR (1) FR2852954B1 (en)
HR (1) HRP20050855A2 (en)
RS (1) RS20050806A (en)
TW (1) TW200505899A (en)
WO (1) WO2004087647A2 (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2816618B1 (en) * 2000-11-15 2002-12-27 Aventis Pharma Sa HETEROCYCLYLALCOYL PIPERIDINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM
TW200406413A (en) 2002-06-26 2004-05-01 Glaxo Group Ltd Compounds
AR040336A1 (en) 2002-06-26 2005-03-30 Glaxo Group Ltd PIPERIDINE COMPOUND, USE OF THE SAME FOR THE MANUFACTURE OF A MEDICINAL PRODUCT, PHARMACEUTICAL COMPOSITION THAT INCLUDES IT AND PROCEDURE TO PREPARE SUCH COMPOUND
DE60331849D1 (en) 2002-11-05 2010-05-06 Glaxosmithkline Llc ANTIBACTERIAL ACTIVE SUBSTANCES
EP1567520B1 (en) 2002-12-04 2008-10-15 Glaxo Group Limited Quinolines and nitrogenated derivatives thereof and their use as antibacterial agents
GB0326148D0 (en) * 2003-11-10 2003-12-17 Lilly Co Eli Morpholine derivatives
EP1796466A4 (en) 2004-06-15 2009-09-02 Glaxo Group Ltd Antibacterial agents
MY150958A (en) * 2005-06-16 2014-03-31 Astrazeneca Ab Compounds for the treatment of multi-drug resistant bacterial infections
DE602007009205D1 (en) 2006-04-06 2010-10-28 Glaxo Group Ltd PYRROLOCHINOXALINONE DERIVATIVES AS ANTIBACTERIAL AGENTS
EP1992628A1 (en) 2007-05-18 2008-11-19 Glaxo Group Limited Derivatives and analogs of N-ethylquinolones and N-ethylazaquinolones
EP2080761A1 (en) 2008-01-18 2009-07-22 Glaxo Group Limited Compounds
BRPI0908208A2 (en) * 2008-02-22 2015-08-25 Actelion Pharmaceuticals Ltd Oxazolidinone derivative compound, drug, pharmaceutical composition containing it and use of such compound.
JP2012505866A (en) 2008-10-17 2012-03-08 グラクソ グループ リミテッド Tricyclic nitrogen compounds used as antibacterial agents
WO2010081874A1 (en) 2009-01-15 2010-07-22 Glaxo Group Limited Naphthyridin-2 (1 h)-one compounds useful as antibacterials
AR089929A1 (en) 2012-02-10 2014-10-01 Actelion Pharmaceuticals Ltd PROCESS TO MANUFACTURE A NAFTIRIDINE DERIVATIVE
BR112017003705B1 (en) 2014-08-22 2022-07-12 Glaxosmithkline Intellectual Property Development Limited Tricyclic nitrogen-containing compounds for the treatment of neISSERIA GONORRHOEA infection
TW201722965A (en) 2015-08-16 2017-07-01 葛蘭素史密斯克藍智慧財產發展有限公司 Compounds for use in antibacterial applications

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9917408D0 (en) * 1999-07-23 1999-09-22 Smithkline Beecham Plc Compounds
GB0012240D0 (en) * 2000-05-19 2000-07-12 Merck Sharp & Dohme Therapeutic agents
FR2816618B1 (en) * 2000-11-15 2002-12-27 Aventis Pharma Sa HETEROCYCLYLALCOYL PIPERIDINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM
WO2002055516A2 (en) * 2001-01-11 2002-07-18 Bristol Myers Squibb Co 1,1-DISUBSTITUTED CYCLIC INHIBITORS OF MATRIX METALLOPROTEASE AND TNF-$g(a)

Also Published As

Publication number Publication date
WO2004087647A3 (en) 2005-01-27
TW200505899A (en) 2005-02-16
AU2004226207A1 (en) 2004-10-14
CA2520764A1 (en) 2004-10-14
WO2004087647A2 (en) 2004-10-14
KR20050115321A (en) 2005-12-07
CN1795191A (en) 2006-06-28
JP2006522779A (en) 2006-10-05
EP1611127A2 (en) 2006-01-04
EA200501526A1 (en) 2006-04-28
FR2852954B1 (en) 2006-07-14
HRP20050855A2 (en) 2005-12-31
EA010403B1 (en) 2008-08-29
RS20050806A (en) 2007-12-31
FR2852954A1 (en) 2004-10-01

Similar Documents

Publication Publication Date Title
AR043941A1 (en) DERIVATIVES OF QUINOLINES 4-SUBSTITUTES, THEIR PREPARATION PROCEDURES AND INTERMEDIATES AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
AR034006A1 (en) DERIVATIVES OF HETEROCICLILALQUIL PIPERIDINA, ITS PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
AR083810A2 (en) DERIVATIVES OF SUBSTITUTED PIRAZINCARBOXANILIDA OR ITS SALTS
PE20081471A1 (en) HETEROARYLNITRILE DERIVATIVES AS CYSTEINE PROTEASE INHIBITORS
AR035087A1 (en) PIRIDIL-ALQUINOS AND PIRIDIL-N-OXIDO-ACTIVE HERBICIDE ALKINES, PROCEDURE FOR PREPARATION, HERBICIDE COMPOSITION AND TO INHIBIT THE GROWTH OF PLANTS, METHOD FOR CONTROLLING GROWTH OF INDESEABLE PLANTS, AND METHOD OF CREAM INHIBITION
ES2333802T3 (en) NON-NUCLEIC INHIBITORS OF INVERSE TRANSCRIPT.
CO6260018A2 (en) COMBINATIONS OF ACTIVE PRINCIPLES CONTAINING DERIVATIVES OF TETRAMIC ACID REPLACED WITH SPIROCETALS
DK1052254T3 (en) Nitrogen-containing heterocyclic derivatives and drugs thereof
AR054380A1 (en) PARASITES CONTROL IN ANIMALS WITH DERIVATIVES OF N- ((PHENYLOXY) PHENYL) -1,1,1-TRIFLUOROMETANSULFONAMIDE AND N- (PHENYLSULFANIL) PHENYL) -1,1,1-TRIFLUOROMETANSULFONAMIDE
AR037754A1 (en) HERBICIDES
AR057996A1 (en) COMPOUNDS, PESTICIDE COMPOSITIONS AND METHOD FOR COMBATING PESTS
AR081778A1 (en) DERIVATIVES AND HERBICIDES OF 6-ACIL-1,2,4-TRIAZINA-3,5-DIONA
MY145140A (en) Amide derivatives, process for preparation thereof and use thereof as insecticide
AR070998A1 (en) DERIVATIVES OF NAFTIRIDINE, A PROCEDURE FOR THEIR PREPARATION AND THAT OF ITS SYNTHESIS INTERMEDIARIES, A HERBICIDE COMPOSITION THAT UNDERSTANDS THEM AND A METHOD FOR SELECTLY CONTROLLING WEEDS.
CO5660262A2 (en) PHARMACEUTICAL COMPOSITION CONTAINING A HISTONE DEACETILASE INHIBITOR
CY1112024T1 (en) ADP HARMONIZATION HOLDER SUSPENSIONS
PE20081596A1 (en) FLUORINATED DERIVATIVES OF DEFERIPRONE
AR073932A1 (en) ESTERES COMPOUNDS OF ACID 2- (AMINOMETILIDEN) -4,4-DIFLUORO-3- OXOBUTIRICO AND PROCEDURE FOR PREPARATION
CO5680413A2 (en) AMINO ACIDS WITH AFFINITY FOR C2 DELTA PROTEIN
AR058383A1 (en) CARBOXAMIDS PROCEDURES FOR OBTAINING AND USING
AR069580A1 (en) PIRIDILMETIL-SULFONAMIDE COMPOUNDS, METHODS AND INTERMEDIARIES FOR THEIR PREPARATION, AN AGRICULTURAL COMPOSITION THAT UNDERSTANDS THEM, A METHOD TO COMBAT PHYTO-PATHOGENIC FUNGI THAT USES THEM, USE OF THESE COMPOUNDS FOR SUCH PURPOSE AND SEEDS.
AR036273A1 (en) DELTA1-PIRROLINAS, PROCEDURE FOR OBTAINING, PESTICIDES, EMPLOYMENT OF THESE COMPOUNDS FOR THE FIGHT AGAINST PESTS, PROCEDURE FOR THE FIGHT AGAINST PESTS, AND PROCEDURE FOR OBTAINING PESTICIDES
DK1432685T3 (en) Crystalline hydrates of anilide derivatives such as fungicides and insecticides
PT1202959E (en) AMINOBENZOFENONES AS IL-1-BETA AND TNF-ALPHA INHIBITORS
PE20050713A1 (en) NICOTINAMIDE DERIVATIVES AS PDE4 INHIBITORS

Legal Events

Date Code Title Description
FA Abandonment or withdrawal