PE09502004A1 - Biphenyl derivatives as agonists beta2 adrenoceptor antagonists RECEIVERS AND muscarinic receptor - Google Patents

Biphenyl derivatives as agonists beta2 adrenoceptor antagonists RECEIVERS AND muscarinic receptor

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Publication number
PE09502004A1
PE09502004A1 PE2004000152A PE0001522004A PE09502004A1 PE 09502004 A1 PE09502004 A1 PE 09502004A1 PE 2004000152 A PE2004000152 A PE 2004000152A PE 0001522004 A PE0001522004 A PE 0001522004A PE 09502004 A1 PE09502004 A1 PE 09502004A1
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Peru
Prior art keywords
c4
c2
c1
c10
yl
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Application number
PE2004000152A
Other languages
Spanish (es)
Inventor
Mathai Mammen
Sarah Dunham
Craig Husfeld
Eric Stangeland
Tae Weon Lee
Adam Hughes
Yan Chen
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Theravance Inc
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Priority to US44784303P priority Critical
Priority to US46703503P priority
Application filed by Theravance Inc filed Critical Theravance Inc
Publication of PE09502004A1 publication Critical patent/PE09502004A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • 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
    • C07D211/40Oxygen atoms
    • C07D211/44Oxygen atoms attached in position 4
    • C07D211/46Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/452Piperidinium derivatives
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • 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
    • C07D211/40Oxygen atoms
    • C07D211/44Oxygen atoms attached in position 4
    • C07D211/48Oxygen atoms attached in position 4 having an acyclic carbon atom attached in position 4
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • 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
    • C07D211/56Nitrogen atoms
    • C07D211/58Nitrogen atoms attached in position 4
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    • 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
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    • 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
    • C07D401/12Heterocyclic 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 chain containing hetero atoms as chain links
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    • 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
    • C07D401/14Heterocyclic 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 three or more hetero rings
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • 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
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
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    • 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
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D453/00Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
    • C07D453/02Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
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    • 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
    • C07D471/08Bridged systems
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/94Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving narcotics or drugs or pharmaceuticals, neurotransmitters or associated receptors
    • G01N33/9406Neurotransmitters
    • G01N33/9433(Nor)adrenaline

Abstract

SE REFIERE A DERIVADOS DE BIFENILO DE FORMULA I DONDE a Y b SON 0-3; CONCERNS biphenyl derivatives of formula I wherein a and b are 0-3; c ES 0-4; c is 0-4; R1 ES ALQUILO C1-C4, ALQUENILO C2-C4, ALQUINILO C2-C4, ENTRE OTROS; R1 is C1-C4 alkyl, C2-C4, C2-C4, among others; R2 ES ALQUILO C1-C4, ALQUENILO C2-C4, ENTRE OTROS; R2 is C1-C4 alkyl, C2-C4, among others; W ESTA UNIDO EN LA POSICION 3 o 4 CON RESPECTO AL N EN EL ANILLO DE PIPERIDINA Y ES 0 o Nwa; W is attached at the 3 or 4 relative to N in the piperidine ring and is 0 or Nwa; Wa ES H o ALQUILO C1-C4; Wa is H or alkyl C1-C4; R3 ES ALQUILO C1-C4, ALQUENILO C2-C4, ALQUINILO C2-C4, ENTRE OTROS; R3 is C1-C4 alkyl, C2-C4, C2-C4, among others; R4 ES UN GRUPO DIVALENTE DE FORMULA (R4a)d-(A1)e-(R4b)g-(A2)h-(R4d)i, EN DONDE d, e, f, g, hei 0 o 1; R4 is a divalent group of formula (R4a) d- (A1) e- (R4b) g- (A2) h- (R4d) i, wherein d, e, f, g, h 0 or 1; R4a, R4b, R4c Y R4d SON ALQUILENO C1-C10, ALQUENILENO C2-C10 o ALQUINILENO C2-C10, ENTRE OTROS; R4a, R4b, R4c and R4d ARE C1-C10, C2-C10 or C2-C10 alkynylene, among others; A1 Y A2 SON CICLOALQUILENO C3-C7, ARILENO C6-C10, O-ARILEN C6-C10, ENTRE OTROS; A1 and A2 are C3-C7 cycloalkylene, arylene C6-C10, O-C6-C10 arylene, among others; Q ES UN ENLACE, C(O)O, OC(O), S, ENTRE OTROS; Q is a bond, C (O) O, OC (O), S, among others; R5 ES H o ALQUILO C1-C4; R5 is H or alkyl C1-C4; R6 ES NR6aCR6b(O) o CR6cR6dOR6e; R6 is NR6aCR6b (O) or CR6cR6dOR6e; R7 ES H; R7 is H; o R6 y R7 FORMAN JUNTOS NR7aC(O)-CR7b=CR7c; or R6 and R7 together form NR7aC (O) -CR7b = CR7c; CR7d=CR7e-C(O)-NR7f, ENTRE OTROS; CR7d = CR7E-C (O) -NR7f, among others; R6a, R6b, R6c, R6d, R6e, R7a, R7b, R7c, R7d, R7e Y R7f SON H o ALQUILO C1-C4. R6a, R6b, R6c, R6d, R6e, R7a, R7b, R7c, R7d, R7e R7f Y are H or alkyl C1-C4. SON COMPUESTOS PREFERIDOS: 1-BIFENIL-2-IL-3-(1-{9-[2-HIDROXI-2-(8-HIDROXI-2-OXO-1,2-DIHIDROQUINOLIN-5-IL)ETILAMINO]NONIL}PIPERIDIN-4-IL)UREA; Preferred compounds: 1-biphenyl-2-YL-3- (1- {9- [2-hydroxy-2- (8-hydroxy-2-oxo-1,2-dihydroquinoline-5-yl) ethylamino] nonyl} piperidin-4-yl) -urea; DITRIFLUOROACETATO DE 1-{9-[2-HIDROXI-2-(8-HIDROXI-2-OXO-1,2-DIHIDROQUINOLIN-5-IL)ETILAMINO]NONIL} PIPERIDIN-4-IL ESTER DE ACIDO BIFENIL-2-ILCARBAMICO; Ditrifluoroacetate 1- {9- [2-hydroxy-2- (8-hydroxy-2-oxo-1,2-dihydroquinoline-5-yl) ethylamino] nonyl} piperidin-4-YL ESTER ACID biphenyl-2-ylcarbamic ; ENTRE OTROS. AMONG OTHERS. TAMBIEN SE REFIERE A UN PROCESO DE PREPARACION Y COMPOSICION FARMACEUTICA. ALSO it INVOLVES A PREPARATION PROCESS AND PHARMACEUTICAL COMPOSITION. ESTOS COMPUESTOS SON AGONISTAS DE LOS RECEPTORES ADRENERGICOS b2 Y ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS Y SON UTILES PARA TRATAR TRASTORNOS PULMONARES These compounds are adrenoceptor agonists and antagonists b2 muscarinic and are useful for treating LUNG
PE2004000152A 2003-02-14 2004-02-11 Biphenyl derivatives as agonists beta2 adrenoceptor antagonists RECEIVERS AND muscarinic receptor PE09502004A1 (en)

Priority Applications (2)

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US46703503P true 2003-05-01 2003-05-01

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EP (5) EP2246345B1 (en)
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AU (2) AU2004213411B2 (en)
BR (1) BRPI0407508B1 (en)
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ES (2) ES2566155T3 (en)
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