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 THEMInfo
- 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
Links
Classifications
-
- 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
- C07D401/02—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 two hetero rings
- C07D401/06—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 two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
-
- 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
- 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
- C07D413/02—Heterocyclic 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
- C07D413/06—Heterocyclic 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.
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)
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)
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) |
-
2003
- 2003-03-28 FR FR0303812A patent/FR2852954B1/en not_active Expired - Fee Related
-
2004
- 2004-03-22 TW TW093107677A patent/TW200505899A/en unknown
- 2004-03-26 AR ARP040101023A patent/AR043941A1/en not_active Application Discontinuation
- 2004-03-29 CN CNA2004800145109A patent/CN1795191A/en active Pending
- 2004-03-29 AU AU2004226207A patent/AU2004226207A1/en not_active Abandoned
- 2004-03-29 EA EA200501526A patent/EA010403B1/en not_active IP Right Cessation
- 2004-03-29 JP JP2006505763A patent/JP2006522779A/en active Pending
- 2004-03-29 WO PCT/FR2004/000783 patent/WO2004087647A2/en active Application Filing
- 2004-03-29 CA CA002520764A patent/CA2520764A1/en not_active Abandoned
- 2004-03-29 KR KR1020057018388A patent/KR20050115321A/en not_active Application Discontinuation
- 2004-03-29 RS YUP-2005/0806A patent/RS20050806A/en unknown
- 2004-03-29 EP EP04742385A patent/EP1611127A2/en not_active Withdrawn
-
2005
- 2005-09-27 HR HR20050855A patent/HRP20050855A2/en not_active Application Discontinuation
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 |
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