PE15522009A1 - dual pharmacophores - muscarinic antagonists PDE4 - Google Patents

dual pharmacophores - muscarinic antagonists PDE4

Info

Publication number
PE15522009A1
PE15522009A1 PE0001672009A PE0001672009A PE15522009A1 PE 15522009 A1 PE15522009 A1 PE 15522009A1 PE 0001672009 A PE0001672009 A PE 0001672009A PE 0001672009 A PE0001672009 A PE 0001672009A PE 15522009 A1 PE15522009 A1 PE 15522009A1
Authority
PE
Peru
Prior art keywords
methyl
c1
c4
substituted
unsubstituted
Prior art date
Application number
PE0001672009A
Other languages
Spanish (es)
Inventor
James Francis Callahan
Guoliang Lin
Zehong Wan
Hongxing Yan
Original Assignee
Glaxo Group 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
Family has litigation
Priority to US2656308P priority Critical
Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd
Publication of PE15522009A1 publication Critical patent/PE15522009A1/en
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40935342&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PE15522009(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

Abstract

SE REFIERE A UN COMPUESTO DE FORMULA I, DONDE LINK ES PIRROLILO, IMIDAZOLILO, INDAZOLILO, BENZOTIOFENILO, ENTRE OTROS; REFERS TO A compound of formula I wherein LINK is pyrrolyl, imidazolyl, indazolyl, benzothiophenyl, among others; X1 ES O, NH, NCH3, NCH2CH3; X1 is O, NH, NCH3, NCH2CH3; R5a ES H, METILO, ETILO; R5a is H, methyl, ethyl; Z ES CO, CONH, COO, ENTRE OTROS; Z is CO, CONH, COO, among others; Z1 ES CO, NHCO, OCO, SO, ENTRE OTROS; Z1 is CO, NHCO, OCO, SO, among others; n ES 1-3; n is 1-3; m ES 1-2; m is 1-2; v ES 1-5; v is 1-5; R1 ES ALQUILO C1-C3, CH2-FLUOROALQUILO C1-C2, -CH2CH2OH-; R1 is C1-C3, CH2-C1-C2 fluoroalkyl, -CH2CH2OH-; R2 ES H, ALQUILO C1-C4, CICLOPROPILO, CICLOBUTILO, ENTRE OTROS; R2 is H, alkyl C1-C4, cyclopropyl, cyclobutyl, among others; R3 ES CICLOALQUILO C4-C7 SUSTITUIDO O NO, CICLOALQUENILO MONOINSATURADO C5-C7 SUSTITUIDO O NO, ENTRE OTROS; R3 is C4-C7 cycloalkyl substituted or unsubstituted C5-C7 cycloalkenyl monounsaturated unsubstituted or, among others; R4 Y R5 SON CADA UNO H, ALQUILO C1-C4 SUSTITUIDO O NO, CICLOALQUILO C3-C7, HETEROCICLICO OPCIONALMENTE SUSTITUIDO, ENTRE OTROS; R4 and R5 are each H, C1-C4 substituted or unsubstituted C3-C7 cycloalkyl, optionally substituted heterocyclic, among others; R6 ES ANILLO C5-C7 OPCIONALMENTE SUSTITUIDO QUE CONTIENE 1-2 NITROGENOS O SU CORRESPONDIENTE ANILLO BICICLICO; RING R6 is optionally substituted C5-C7 containing 1-2 nitrogens or corresponding bicyclic ring; Ar1 Y Ar2 SON CADA UNO FENILO SUSITUIDO O NO, HETEROARILO MONOCICLICO SUSTITUIDO O NO; Ar 1 and Ar 2 are each phenyl SUSITUIDO OR NOT, substituted or monocyclic heteroaryl; X ES O, CO, SO2, ENTRE OTROS. X is O, CO, SO2, among others. UN COMPUESTO PREFERIDO ES: N-{[1,6-DIETIL-4-(TETRAHIDRO-2H-PIRAN-4-ILAMINO)-1H-PIRAZOLO[3,4-b]PIRIDIN-5-IL]METIL}-N'-[(6-FLUORO-3'-{[(3S)-3-METIL-1-PIPERAZINIL]METIL}-3-BIFENIL)METIL]-2,6-PIRIDINDICARBOXAMIDA. A preferred compound is: N - {[1,6-Diethyl-4- (tetrahydro-2H-pyran-4-ylamino) -1H-pyrazolo [3,4-b] pyridin-5-yl] methyl} -N' - [(6-fluoro-3 '- {[(3S) -3-methyl-1-piperazinyl] methyl} -3-biphenyl) methyl] -2,6-PIRIDINDICARBOXAMIDA. DICHOS COMPUESTOS SON INHIBIDORES DE PDE4 Y RECEPTORES MUSCARINICOS DE ACETILCOLINA (mAChRs) UTIL EN EL TRATAMIENTO DE ENFERMEDADES RESPIRATORIAS, ALERGICAS Such compounds are PDE4 inhibitors and muscarinic acetylcholine (mAChRs) useful in the treatment of respiratory diseases, allergic
PE0001672009A 2008-02-06 2009-02-04 dual pharmacophores - muscarinic antagonists PDE4 PE15522009A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US2656308P true 2008-02-06 2008-02-06

Publications (1)

Publication Number Publication Date
PE15522009A1 true PE15522009A1 (en) 2009-10-25

Family

ID=40935342

Family Applications (1)

Application Number Title Priority Date Filing Date
PE0001672009A PE15522009A1 (en) 2008-02-06 2009-02-04 dual pharmacophores - muscarinic antagonists PDE4

Country Status (18)

Country Link
US (1) US8084449B2 (en)
EP (1) EP2259681A4 (en)
JP (1) JP2011511082A (en)
KR (1) KR20100113155A (en)
CN (1) CN101990401A (en)
AR (1) AR070562A1 (en)
AU (1) AU2009212408A1 (en)
BR (1) BRPI0908008A2 (en)
CA (1) CA2714352A1 (en)
CR (1) CR11665A (en)
DO (1) DOP2010000235A (en)
EA (1) EA201070916A1 (en)
IL (1) IL207352D0 (en)
MX (1) MX2010008690A (en)
PE (1) PE15522009A1 (en)
TW (1) TW201000476A (en)
UY (1) UY31637A1 (en)
WO (1) WO2009100166A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112012026530B1 (en) 2010-04-16 2018-03-20 Bayer Intellectual Property Gmbh Heterocyclic compounds such as pesticides, composition comprising them and their uses, as well as method for pest control
AR081377A1 (en) 2010-05-10 2012-08-29 Gilead Sciences Inc Bifunctional compounds pyrazolopyridine
MX2013000188A (en) 2010-06-28 2013-01-28 Bayer Ip Gmbh Heteroaryl-substituted pyridine compounds for use as pesticides.
US9763924B2 (en) * 2014-06-05 2017-09-19 Chiesi Farmaceutici S.P.A. Aminoester derivatives
US9321744B1 (en) 2015-06-26 2016-04-26 Industrial Technology Research Institute Method for preparing 2,5-furan dicarboxylic acid
WO2017089347A1 (en) 2015-11-25 2017-06-01 Inserm (Institut National De La Sante Et De La Recherche Medicale) Methods and pharmaceutical compositions for the treatment of braf inhibitor resistant melanomas

Family Cites Families (57)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE787249A (en) * 1971-08-05 1973-02-05 Squibb & Sons Inc Amino derivatives of pyrazolopyridine carboxylic acids, esters and salts of these compounds and their processes of preparation
US3925388A (en) * 1971-08-05 1975-12-09 Squibb & Sons Inc 4-Piperazino-{8 3,4-b{9 pyridine-5-carboxylic acids and esters
US3856799A (en) * 1971-08-05 1974-12-24 Squibb & Sons Inc Intermediates for production of amino derivatives of pyrazolopyridine carboxylic acids and esters
US3833594A (en) * 1971-08-05 1974-09-03 Squibb & Sons Inc Amino derivatives of pyrazolopyridine carboxylic acids and esters
CA1003419A (en) 1971-11-23 1977-01-11 Theodor Denzel Process for the production of pyrazolo (3,4-b) pyridines
US3979399A (en) * 1972-11-15 1976-09-07 E. R. Squibb & Sons, Inc. Amino derivatives of pyrazolopyridine carboxamides
US3840546A (en) * 1972-11-15 1974-10-08 Squibb & Sons Inc Amino derivatives of pyrazolopyridine carboxamides
US4364948A (en) 1981-09-28 1982-12-21 Ici Americas Inc. Pyrazolo[3,4-b]pyridine compounds
US6326379B1 (en) 1998-09-16 2001-12-04 Bristol-Myers Squibb Co. Fused pyridine inhibitors of cGMP phosphodiesterase
US6670364B2 (en) 2001-01-31 2003-12-30 Telik, Inc. Antagonists of MCP-1 function and methods of use thereof
US6677365B2 (en) 2001-04-03 2004-01-13 Telik, Inc. Antagonists of MCP-1 function and methods of use thereof
CA2462441A1 (en) * 2001-10-18 2003-04-24 Pier F. Cirillo 1,4-disubstituted benzo-fused urea compounds as cytokine inhibitors
US7544675B2 (en) 2002-04-18 2009-06-09 Ucb, S.A. Chemical compounds with dual activity, processes for their preparation and pharmaceutical compositions
UY27927A1 (en) 2002-08-06 2003-12-31 Glaxo Group Ltd M3 muscarinic receptor antagonists of acetylcholine
DE60329193D1 (en) * 2002-09-16 2009-10-22 Glaxo Group Ltd Pyrazolo (3,4-b) pyridine compounds and their use as phosphodiesterasinhibitoren
US20070111995A1 (en) * 2003-12-19 2007-05-17 Allen David G Pyrazolo [3,4-B] pyridine Compounds and Their Use as Phosphodiesterase Inhibitors
GB0230045D0 (en) 2002-12-23 2003-01-29 Glaxo Group Ltd Compounds
WO2004091482A2 (en) 2003-04-07 2004-10-28 Glaxo Group Limited M3 muscarinic acetylcholine receptor antagonists
TW200519108A (en) 2003-07-17 2005-06-16 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
TW200523261A (en) 2003-07-17 2005-07-16 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
PE07112005A1 (en) 2003-07-17 2005-09-10 Glaxo Group Ltd Compounds 8-azoniabicyclo [3.2.1] octane as antagonists of muscarinic acetylcholine receptors
EA013435B1 (en) 2003-10-14 2010-04-30 Глэксо Груп Лимитед Antagonists of muscarinic acetylcholine receptors
US7507747B2 (en) 2003-10-17 2009-03-24 Glaxo Group Limited Muscarinic acetylcholine receptor antagonists
TW200524577A (en) 2003-11-04 2005-08-01 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
AR046784A1 (en) 2003-12-03 2005-12-21 Glaxo Group Ltd Cyclic amine compound pharmaceutical composition comprising the same and their use for preparing latter
TW200530226A (en) 2003-12-03 2005-09-16 Glaxo Group Ltd Novel M3 muscarinic acetylcholine receptor antagonists
TW200534855A (en) 2004-01-13 2005-11-01 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
EP1751089A4 (en) 2004-03-11 2010-03-10 Glaxo Group Ltd Novel m3 muscarinic acetylcholine receptor antagonists
US20090253908A1 (en) 2004-03-11 2009-10-08 Glaxo Group Limited Novel m3 muscarinic acetylchoine receptor antagonists
GB0405933D0 (en) 2004-03-16 2004-04-21 Glaxo Group Ltd Compounds
GB0405937D0 (en) * 2004-03-16 2004-04-21 Glaxo Group Ltd Compounds
EP1740590A1 (en) 2004-03-16 2007-01-10 Glaxo Group Limited PYRAZOLO [3,4- b] PYRIDINE COMPOUNDS, AND THEIR USE AS PDE4 INHIBITORS
JP2007529513A (en) 2004-03-17 2007-10-25 グラクソ グループ リミテッドGlaxo Group Limited M3 muscarinic acetylcholine receptor antagonist
EP1725240A4 (en) 2004-03-17 2009-03-25 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
JP2007529511A (en) 2004-03-17 2007-10-25 グラクソ グループ リミテッドGlaxo Group Limited M3 muscarinic acetylcholine receptor antagonist
WO2005094835A1 (en) 2004-03-17 2005-10-13 Glaxo Group Limited M3 muscarinic acetylcholine receptor antagonists
EP1732923A2 (en) 2004-04-07 2006-12-20 Glaxo Group Limited Muscarinic acetylcholine receptor antagonists
MY144753A (en) 2004-04-27 2011-10-31 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
JP2007537261A (en) 2004-05-13 2007-12-20 グラクソ グループ リミテッドGlaxo Group Limited Muscarinic acetylcholine receptor antagonist
WO2005118594A1 (en) 2004-05-28 2005-12-15 Glaxo Group Limited Muscarinic acetylcholine receptor antagonists
EP1765339A4 (en) 2004-06-30 2009-09-02 Glaxo Group Ltd Muscarinic acetylcholine receptor antagonists
WO2006017768A2 (en) 2004-08-05 2006-02-16 Glaxo Group Limited Muscarinic acetylcholine receptor antagonists
WO2006017767A2 (en) 2004-08-06 2006-02-16 Glaxo Group Limited Muscarinic acetylcholine receptor antagonists
US20090258858A1 (en) 2004-10-29 2009-10-15 Jakob Busch-Petersen Muscarinic acetylcholine receptor antagonists
EP1957075A4 (en) * 2004-11-15 2009-11-18 Glaxo Group Ltd Novel m3 muscarinic acetylcholine receptor antagonists
EP1827439A4 (en) 2004-11-15 2009-11-18 Glaxo Group Ltd Novel m3 muscarinic acetylcholine receptor antagonists
PE11622006A1 (en) 2004-12-06 2006-10-14 Smithkline Beecham Corp derived olefinic compounds 8-azoniabicyclo [3.2.1] octane
PE08262006A1 (en) 2004-12-06 2006-10-08 Smithkline Beecham Corp Olefinic derivative of 8-azoniabicyclo [3.2.1] octane and pharmaceutical combination understands
WO2006065755A2 (en) 2004-12-13 2006-06-22 Glaxo Group Limited Quaternary ammonium salts of fused hetearomatic amines as novel muscarinic acetylcholine receptor antagonists
WO2006065788A2 (en) 2004-12-13 2006-06-22 Glaxo Group Limited Novel muscarinic acetylcholine receptor antagonists
WO2007018514A1 (en) 2005-07-28 2007-02-15 Glaxo Group Limited Novel m3 muscarinic acetylcholine receptor antagonists
WO2007018508A1 (en) 2005-07-28 2007-02-15 Glaxo Group Limited Novel m3 muscarinic acetycholine receptor antagonists
JP2009503101A (en) 2005-08-02 2009-01-29 グラクソ グループ リミテッドGlaxo Group Limited M3 muscarinic acetylcholine receptor antagonist
WO2007016639A2 (en) 2005-08-02 2007-02-08 Glaxo Group Limited M3 muscarinic acetylcholine receptor antagonists
WO2007022351A2 (en) 2005-08-18 2007-02-22 Glaxo Group Limited Muscarinic acetylcholine receptor antagonists
WO2007123953A2 (en) * 2006-04-19 2007-11-01 Memory Pharmaceuticals Corporation Phosphodiesterase 4 inhibitors
GB0614570D0 (en) 2006-07-21 2006-08-30 Glaxo Group Ltd Compounds

Also Published As

Publication number Publication date
US20090203657A1 (en) 2009-08-13
EA201070916A1 (en) 2011-02-28
WO2009100166A1 (en) 2009-08-13
AU2009212408A1 (en) 2009-08-13
UY31637A1 (en) 2009-08-03
MX2010008690A (en) 2010-08-30
US8084449B2 (en) 2011-12-27
KR20100113155A (en) 2010-10-20
AR070562A1 (en) 2010-04-21
TW201000476A (en) 2010-01-01
CN101990401A (en) 2011-03-23
IL207352D0 (en) 2010-12-30
JP2011511082A (en) 2011-04-07
BRPI0908008A2 (en) 2015-08-18
DOP2010000235A (en) 2011-01-15
EP2259681A4 (en) 2012-04-04
CR11665A (en) 2011-01-11
CA2714352A1 (en) 2009-08-13
EP2259681A1 (en) 2010-12-15

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