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AR043176A1 - Derivados de bifenilo agonistas de receptores adrenergicos beta 2 y antagonistas de receptores muscarinicos - Google Patents

Derivados de bifenilo agonistas de receptores adrenergicos beta 2 y antagonistas de receptores muscarinicos

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Publication number
AR043176A1
AR043176A1 ARP040100450A ARP040100450A AR043176A1 AR 043176 A1 AR043176 A1 AR 043176A1 AR P040100450 A ARP040100450 A AR P040100450A AR P040100450 A ARP040100450 A AR P040100450A AR 043176 A1 AR043176 A1 AR 043176A1
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AR
Argentina
Prior art keywords
alkyl
group
independently selected
substituted
hydrogen
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Application number
ARP040100450A
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English (en)
Inventor
Tae Lee
Craig Hughes
Eric Stangeland
Mathai Mammen
Sarah Dunham
Adam Hughes
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Theravance Inc
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=32912274&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR043176(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Theravance Inc filed Critical Theravance Inc
Publication of AR043176A1 publication Critical patent/AR043176A1/es

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    • C—CHEMISTRY; METALLURGY
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    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic 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
    • C07D211/36—Heterocyclic 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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    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
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    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/452—Piperidinium derivatives
    • A—HUMAN NECESSITIES
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    • A61P11/00—Drugs for disorders of the respiratory system
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/12—Mucolytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A—HUMAN NECESSITIES
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    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
    • A61P5/40—Mineralocorticosteroids, e.g. aldosterone; Drugs increasing or potentiating the activity of mineralocorticosteroids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic 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
    • C07D211/36—Heterocyclic 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
    • C07D211/40—Oxygen atoms
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    • C07D211/48—Oxygen atoms attached in position 4 having an acyclic carbon atom attached in position 4
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    • C07D211/06—Heterocyclic 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
    • C07D211/36—Heterocyclic 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
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4
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    • 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
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    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links
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    • 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
    • C07D401/14—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 three or more hetero rings
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    • C07D405/02—Heterocyclic 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
    • C07D405/12—Heterocyclic 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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    • 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
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07D471/02—Heterocyclic 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
    • C07D471/08—Bridged systems
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    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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    • G01N33/9406—Neurotransmitters
    • G01N33/9433—(Nor)adrenaline

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Abstract

Los derivados de bifenilo de fórmula (1), presentan actividad agonista de los receptores adrenérgicos 2 y actividad antagonista de los receptores muscarínicos, y, son útiles para tratar trastornos pulmonares, tales como la enfermedad obstructiva pulmonar crónica y asma. Reivindicación 1: Un compuesto, caracterizado porque es de fórmula (1), donde: a es 0 ó un número entero entre 1 y 3; cada R1 se selecciona independientemente del grupo que consiste en alquilo (C1-4), alquenilo (C2-4), alquinilo (C2-4), cicloalquilo (C3-6), ciano, halo, -OR1a, -C(O)OR1b, -SR1c, -S(O)R1d, -S(O)2R1e y -NR1fR1g; cada uno de R1a, R1b, R1c, R1d, R1e, R1f y R1g es independientemente hidrógeno o alquilo (C1-4); b es 0 o un número entero entre 1 y 3; cada R2 se selecciona independientemente del grupo que consiste en alquilo (C1-4), alquenilo (C2-4), cicloalquilo (C3-6), ciano, halo, -OR2 a, -C(O)OR2b, -SR2c, -S(O)R2d, -S(O)2R2e y -NR2fR2g; cada uno de R2a, R2b, R2c, R2d, R2e, R2f y R2g es independientemente hidrógeno o alquilo (C1-4); W está unido en la posición 3 ó 4 con respecto del átomo de hidrógeno en el anillo de piperidina, y representa O o NWa; Wa es hidrógeno o alquilo (C1-4); c es = o un número entero entre 1 y 4; cada R3 se selecciona independientemente del grupo que consiste en alquilo (C1-4), alquenilo (C2-4), alquinilo (C2-4), cicloalquilo (C3-6), ciano, halo, -OR3a, -C(O)OR3b, -SR3c, -S(O)R3d, -S(O)2R3e y -NR3fR3g; o dos grupos R3 se unen para formar alquileno (C1-3), alquenileno (C2-3) o oxiran-2,3-diillo; cada uno de R3a, R3b, R3c, R3d, R3e, R3f y R3g es independientemente hidrógeno o alquilo (C1-4); R4 es un grupo divalente de la fórmula: -(R4a)d-(A1)e-(R4b)f-Q-(R4c)g-(A2)h-(R4d)i-, donde d, e, f, g, h y i se seleccionan cada uno independientemente del grupo que consiste en 0 y 1; R4a, R4b, R4c y R4d se seleccionan independientemente cada uno del grupo que consiste en alquileno (C1-10), alquenileno (C2-10) y alquenileno (C2-10), donde cada grupo alquileno, alquenileno o alquinileno no está sustituido o está sustituido con entre 1 y 5 sustituyentes que se seleccionan independientemente del grupo que consiste en alquilo (C1-4), fluoro, hidroxilo, fenilo y fenil-alquilo (C1-4); A1 y A2 se seleccionan cada uno independientemente entre cicloalquileno (C3-7), arileno (C6-10), -O-arileno (C6-10); arilen(C6-10)-O-, heteroarileno (C2-9), -O-heteroarileno (C2-9), heteroarilen(C2-9)-O- y heterocicleno (C3-6), donde cada cicloalquileno no está sustituido o está sustituido con entre 1 y 4 sustituyentes que se seleccionan independientemente entre alquilo (C1-4), y cada grupo arileno, heteroarileno o heterocicleno no está sustituido o está sustituido con entre 1 y 4 sustituyentes que se seleccionan independientemente del grupo que consiste en halo, alquilo (C1-4), alcoxilo (C1-4), -S-alquilo (C1-4), -S(O)-alquilo (C1-4), -S(O)2-alquilo (C1-4), -C(O)Oalquilo (C1-4), carboxilo, ciano, hidroxilo, nitro, trifluorometilo y trifluorometoxilo; Q se selecciona del grupo que consiste en un enlace, -O-, -C(O)O-, -OC(O)-, -S-, -S(O)-, -S(O)2-, -N(QaC(O)-, -C(O)N(Qb)-, -N(Qc)S(O)2-, -S(O)2N(Qd)-, -N(Qe)C(O)N(Qf)-, -N(Qg)S(O)2N(Qh)-, -OC(O)N(Qi)-, -N(Qj)C(O)O- y -N(Qk); Qa, Qb, Qc, Qd, Qe, Qf, Qg, Qh, Qi, Qj, Qk se seleccionan cada uno independientemente del grupo que consiste en hidrógeno, alquilo (C1-6), A3 y alquilen(C1-4)-A4, donde el grupo alquilo no está sustituido o está sustituido con entre 1 y 3 sustituyentes que se seleccionan independientemente entre fluoro, hidroxilo y alcoxilo (C1-4); o, junto con el átomo de nitrógeno y el grupo R4d o R4c al que están unidos, forman un grupo azacicloalquileno de 4-6 miembros; A3 y A4 se seleccionan cada uno independientemente entre cicloalquilo (C3-6), arilo (C6-10), heteroarilo (C2-9) y heterociclilo, donde cada cicloalquilo no está sustituido o está sustituido con entre 1 y 4 sustituyentes que se seleccionan independientemente entre alquilo (C1-4) y cada grupo arilo, heteroarilo o heterociclilo no está sustituido o está sustituido con entre 1 y 4 sustituyentes que se seleccionan independientemente del grupo que consiste en halo, alquilo (C1-4) y alcoxilo (C1-4); teniendo en cuenta que la cantidad de átomos contiguos en la cadena más corta entre los dos átomos de nitrógeno a los cuales está unido R4 está en el rango de entre 4 y 14; R5 representa hidrógeno o alquilo (C1-4); R6 es -NR6aCR6b(O) o -CR6cR6dOR6e y R7 es hidrógeno; o R6 y R7 forman juntos -NR7aC(O)-CR7b=CR7c-, -CR7d=CR7e-C(O)-NR7f-, -NR7gC(O)-CR7hR7i-CR7jR7k- o -CR7lR7m-CR7nR7o-C(O)-NR7p-; cada uno de R6a, R6b, R6c, R6d y R6e es independientemente hidrógeno o alquilo (C1-4); y cada uno de R7a, R7b, R7c, R7d, R7e, R7f, R7g, R7h, R7i, R7j, R7k, R7l, R7m, R7n, R7o y R7p es independientemente hidrógeno o alquilo (C1-4); o una sal, un solvato o un estereoisómero del mismo aceptable para el uso farmacéutico.
ARP040100450A 2003-02-14 2004-02-13 Derivados de bifenilo agonistas de receptores adrenergicos beta 2 y antagonistas de receptores muscarinicos AR043176A1 (es)

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ES2165768B1 (es) 1999-07-14 2003-04-01 Almirall Prodesfarma Sa Nuevos derivados de quinuclidina y composiciones farmaceuticas que los contienen.
PE20050130A1 (es) * 2002-08-09 2005-03-29 Novartis Ag Compuestos organicos
US7407955B2 (en) 2002-08-21 2008-08-05 Boehringer Ingelheim Pharma Gmbh & Co., Kg 8-[3-amino-piperidin-1-yl]-xanthines, the preparation thereof and their use as pharmaceutical compositions
PE20040950A1 (es) 2003-02-14 2005-01-01 Theravance Inc DERIVADOS DE BIFENILO COMO AGONISTAS DE LOS RECEPTORES ADRENERGICOS ß2 Y COMO ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS
EP1615881A2 (en) 2003-04-01 2006-01-18 Theravance, Inc. Diarylmethyl and related compounds having beta2 adrenergic receptor agonist and muscarinic receptor antagonist activity
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