AR083367A1 - Compuestos de tipo quinazolinona como antagonistas de crth - Google Patents

Compuestos de tipo quinazolinona como antagonistas de crth

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Publication number
AR083367A1
AR083367A1 ARP110103734A ARP110103734A AR083367A1 AR 083367 A1 AR083367 A1 AR 083367A1 AR P110103734 A ARP110103734 A AR P110103734A AR P110103734 A ARP110103734 A AR P110103734A AR 083367 A1 AR083367 A1 AR 083367A1
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AR
Argentina
Prior art keywords
alkyl
aryl
heteroaryl
cycloalkyl
heterocyclyl
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Application number
ARP110103734A
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English (en)
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Schering Corp
Merck Sharp & Dohme
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Application filed by Schering Corp, Merck Sharp & Dohme filed Critical Schering Corp
Publication of AR083367A1 publication Critical patent/AR083367A1/es

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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/88—Oxygen atoms
    • C07D239/91—Oxygen atoms with aryl or aralkyl radicals attached in position 2 or 3
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines having two or more nitrogen atoms in the same ring, e.g. oxadiazines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/02—Nasal agents, e.g. decongestants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • 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
    • C07D401/10—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 aromatic rings
    • 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
    • C07D401/14—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—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
    • 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
    • C07D405/10—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 carbon chain containing aromatic 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
    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D413/10—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 aromatic 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
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—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
    • 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
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/10—Spiro-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Immunology (AREA)
  • Otolaryngology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Compuestos, composición farmacéutica, así como procesos para preparar estos compuestos. Son útiles en el tratamiento de trastornos de tipo alérgicos inmunes tanto crónicos como agudos.Reivindicación 1: Un compuesto para la fórmula (1) o una sal farmacéuticamente aceptable del mismo, en la que: X es un enlace o -S(O)m-; Y se selecciona entre el grupo que consiste en: a) un enlace, -O-, -NH-, -N(R9)- o -N(COR9)-; b) un resto de fórmulas (2); c) un resto de fórmulas (3); d) un resto de fórmulas (4); y e) un resto de fórmulas (5); en las que A es -O-, -S- o -N(R)-; B es -C-, -N-; a es 0, 1, 2 ó 3; r es 0, 1 ó 2; s es 0, 1 ó 2; R es H, alquilo o haloalquilo; Ra es independientemente H, halo, alquilo o haloalquilo; Rb es independientemente H, halo, alquilo o haloalquilo; R1 es heteroarilo, heterociclilo o heterociclenilo; R2 es arilo, heteroarilo, alquilo o heterociclilo; R3 es -C(O)OH o -N(H)-SO2-Rc; en las que Rc es alquilo, haloalquilo, cicloalquilo, arilo o heteroarilo; R4 se selecciona independientemente entre el grupo que consiste en alquilo, -OH, halo, alcoxi, haloalcoxi, -CN y haloalquilo; R8 se selecciona independientemente entre el grupo que consiste en -CN, halo, alquilo, haloalquilo, alcoxi, haloalcoxi o cicloalquilo; R9 es alquilo, haloalquilo, alcoxi, haloalcoxi o cicloalquilo; y en la que: i) el grupo heteroarilo, heterociclilo o heterociclenilo en R1; y ii) cada uno de los grupos arilo, heteroarilo, alquilo o heterociclilo de R2; están sin sustituir o sustituidos independientemente con 1 a 5 grupos R5 seleccionados independientemente entre el grupo que consiste en alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, heteroarilo, halo, -CN, -SF5, -OSF5, -NO2, -CH2OSi(R14)(R15)(R16), -OR14, -C(O)R14, -C(O)OR14, -O-C(O)-R14, -O-C(O)N(R14)(R15), -C(O)N(R14)(R15), -S(O)mR14, -S(O)pN(R14)(R15), - C(=NOR14)R15, -N(R14)(R15), -N(R14)C(O)R15, -N(R14)S(O)pR15, -N(R14)S(O)pN(R15)(R16), -N(R14)C(O)N(R15)(R16) y -N(R14)C(O)OR16; o cuando una posición esta disustituida con dos grupos R5, los dos grupos R5 pueden formar un anillo de cicloalquilo o heterociclilo que está sin sustituir o está sustituido con 1 a 5 grupos R6 y en la que cada uno de los grupos alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, heteroarilo en R5 están sin sustituir o sustituidos independientemente con 1 a 5 grupos R6 seleccionados independientemente entre el grupo que consiste en alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, heteroarilo, halo, -CN, -SF5, -OSF5, -NO2, -CH2OSi(R14)(R15)(R16), -OR14, -C(O)R14, -C(O)OR14, -O-C(O)-R14, -O-C(O)N(R14)(R15), -C(O)N(R14)(R15), -S(O)mR14, -S(O)pN(R14)(R15), -C(=NOR14)R15, -N(R14)(R15), -N(R14)C(O)R15, -N(R14)S(O)pR15, -N(R14)S(O)pN(R15)(R16), -N(R14)C(O)N(R15)(R16) y -N(R14)C(O)OR16; y en la que cada uno de los grupos alquilo, alquenilo alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, heteroarilo en R6 están sin sustituir o sustituidos independientemente con 1 a 5 grupos R7 seleccionados independientemente entre el grupo que consiste en alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, heteroarilo, halo, -CN, -SF5, -OSF5, -NO2, -CH2OSi(R14)(R15)(R16), -OR14, -C(O)R14, -C(O)OR14, -O-C(O)-R14, -O-C(O)N(R14)(R15), -C(O)N(R14)(R15), -S(O)mR14, -S(O)pN(R14)(R15), -C(=NOR14)R15, -N(R14)(R15), -N(R14)C(O)R15, -N(R14)S(O)pR15, -N(R14)S(O)pN(R15)(R16), -N(R14)C(O)N(R15)(R16) y -N(R14)C(O)OR16; en la que R14, R15 y R16 se seleccionan independientemente entre el grupo que consiste en H, alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, heteroarilo, R17-alquilo, R17-alquenilo, R17-alquinilo, R17-cicloalquilo, R17-cicloalquenilo, R17-heterociclilo, R17-heterociclenilo, R17-arilo y R17-heteroarilo; R17 es 1 - 5 sustituyentes seleccionados independientemente entre el grupo que consiste en alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, arilo, arilo sustituido con halo, arilo sustituido con nitrilo, arilo sustituido con fenilo, heteroarilo, halo, -CN, -SF5, -OSF5, -NO2, heteroarilo, haloalquilo, -C(O)R18, -C(O)OH, -C(O)OR18, -C(O)NHR19, -C(O)NH2, -C(O)N(R18)(R19), -S(O)mR18, -S(O)pNH2, -S(O)pNH(alquilo), -S(O)pN(alquil)(alquilo), -S(O)pNH(arilo), -S(O)2NHR19, -S(O)2NH(heterocicloalquilo), -S(O)2N(alquil)(arilo), haloalcoxi, -OH, -OR19, -O-heterocicloalquilo, -O-cicloalquilalquilo, -O-heterociclilalquilo, -NH2, -NHR19, -N(alquilo)2, -N(arilalquilo)2, -N(arilalquil)-(heteroarilalquilo), -NHC(O)R19, -NHC(O)NH2, -NHC(O)NH(alquilo), -NHC(O)N(alquil)(alquilo), -N(alquil)C(O)NH(alquilo), -N(alquil)C(O)N(alquil)(alquilo), -NHS(O)2R21, -NHS(O)2NH(alquilo), -NHS(O)2N(alquil)(alquilo), -N(alquil)S(O)2NH(alquilo) y -N(alquil)S(O)2N(alquil)(alquilo); R18 es alquilo, cicloalquilo, arilo, arilalquilo o heteroarilalquilo; R19 es alquilo, cicloalquilo, arilo, arilo sustituido con halo, arilalquilo, heteroarilo o heteroarilalquilo; R21 es alquilo, cicloalquilo, arilo, arilo sustituido con halo, arilalquilo, heteroarilo o heteroarilalquilo; b es 0, 1 ó 2, n es un número entero de 1 a 5; m es independientemente un número entero de 0 a 2; p es un número entero de 1 a 2; y q es un número entero de 0 a 5.
ARP110103734A 2010-10-11 2011-10-11 Compuestos de tipo quinazolinona como antagonistas de crth AR083367A1 (es)

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