AR095609A1 - Compuestos de pirrolopiridina - Google Patents

Compuestos de pirrolopiridina

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Publication number
AR095609A1
AR095609A1 ARP140101234A ARP140101234A AR095609A1 AR 095609 A1 AR095609 A1 AR 095609A1 AR P140101234 A ARP140101234 A AR P140101234A AR P140101234 A ARP140101234 A AR P140101234A AR 095609 A1 AR095609 A1 AR 095609A1
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Argentina
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optionally substituted
nhc
alkyl
nhs
nrkc
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ARP140101234A
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Plexxikon Inc
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    • 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
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42—Oxazoles
    • A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
    • 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
    • A61K31/435—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
    • A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
    • 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
    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • 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
    • A61K31/66—Phosphorus compounds
    • A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
    • 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
    • A61K31/695—Silicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • C07D413/14—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
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • C07F7/0814—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring said ring is substituted at a C ring atom by Si
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Compuestos heterocíclicos de fórmula (1), métodos para su preparación, composiciones farmacéuticas que contienen uno de dichos compuestos y sus usos terapéuticos. Reivindicación 1: Un compuesto de la fórmula (1), o una sal, a prodroga, un solvente, un tautómero, un isómero o un análogo deuterado farmacéuticamente aceptable del mismo, en donde: (i) Y² es N e Y³ es C; o (ii) Y² es C e Y³ es N; Y¹ es CH o N; L es un enlace, alquileno C₁₋₆ opcionalmente sustituido, alquileno C₁₋₆ deuterado opcionalmente sustituido, -C(R⁶R⁷)-, -C(O)NR⁹-, -CH₂N(R⁹)-, -SO₂N(R⁹)-, -N(R⁹)C(O)N(R⁹)-, -N(R⁹)SO₂-, -N(R⁹)CH₂-, -O-alquileno C₁₋₄-O-, -alquileno C₁₋₄-O-, -NR⁹C(O)-, -N(R⁹)SO₂-, -C(O)-, -S(O)-, -SO₂-, -O-, -S-, -P(O)(Rᵃ)-, alquileno C₂₋₆ opcionalmente sustituido, -CH=C(Rᵇ)- opcionalmente sustituido o -Si(Rᶜ)(Rᶜ) opcionalmente sustituido; o R⁶ y R⁷ considerados conjuntamente con el átomo de carbono al que se unen forman un anillo de 3 a 6 miembros opcionalmente sustituido que posee entre 0 y 2 heteroátomos a seleccionar a partir de O, N o S o un oxo; Rᵃ es alquilo C₁₋₆ opcionalmente sustituido, arilo opcionalmente sustituido o heteroarilo opcionalmente sustituido; Rᵇ es H o alquilo C₁₋₆; o Rᵇ y R¹ considerados conjuntamente con el átomo de carbono al que se unen forman un anillo carbocíclico de 3 a 6 miembros opcionalmente sustituido o un anillo heterocíclico de 4 a 8 miembros opcionalmente sustituido que posee entre 1 y 2 heteroátomos, como miembros del anillo, a seleccionar a partir de O, N o S, donde los átomos de nitrógeno o azufre del anillo opcionalmente pueden estar oxidados; cada Rᶜ considerado en forma independiente es alquilo C₁₋₆ o alcoxi C₁₋₆; R⁹ es H, alquilo C₁₋₄ o haloalquilo C₁₋₄; R¹, R², R⁴, R⁶ y R⁷ son, considerando cada uno de ellos en forma independiente, H, alquilo C₁₋₆ opcionalmente sustituido, alquenilo C₁₋₆ opcionalmente sustituido, C₁₋₆ alquinilo opcionalmente sustituido, arilo opcionalmente sustituido, heteroarilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, cicloalquenilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, heterocicloalquilalquilo opcionalmente sustituido, cicloalquilalquilo opcionalmente sustituido, arilo opcionalmente sustituido, heteroarilalquilo opcionalmente sustituido, heterocicloalquilalquilo opcionalmente sustituido-Si(Rᶜ)(Rᶜ) opcionalmente sustituido o R¹³ a seleccionar a partir de halógeno, -CN, -OH, -NH₂, -NO₂, -C(O)OH, -C(S)OH, -C(O)NH₂, -C(S)NH₂, -S(O)₂NH₂, -NHC(O)NH₂, -NHC(S)NH₂, -NHS(O)₂NH₂, -C(NH)NH₂, -CH=C(Rᵍ)(Rᵍ), -ORᵍ, -SRᵍ, -OC(O)Rᵍ, -OC(S)Rᵍ, -P(=O)HRᵍ, -P(=O)RᵍRᵍ, -PH(=O)ORᵍ, -P(=O)(ORᵍ)₂, -OP(=O)(ORᵍ)₂, -C(O)H, -O(CO)ORᵍ, -C(O)Rᵍ, -C(S)Rᵍ, -C(O)ORᵍ, -C(S)ORᵍ, -S(O)Rᵍ, -S(O)₂Rᵍ, -C(O)NHRᵍ, -C(S)NHRᵍ, -C(O)NRᵍRᵍ, -C(S)NRᵍRᵍ, -S(O)₂NHRᵍ, -S(O)₂NRᵍRᵍ, -C(NH)NHRᵍ, -C(NH)NRᵍRᵍ, -NHC(O)Rᵍ, -NHC(S)Rᵍ, -NRᵍC(O)Rᵍ, -NRᵍC(S)Rᵍ, -NHS(O)₂Rᵍ, -NRᵍS(O)₂Rᵍ, -NHC(O)NHRᵍ, -NHC(S)NHRᵍ, -NRᵍC(O)NH₂, -NRᵍC(S)NH₂, -NRᵍC(O)NHRᵍ, -NRᵍC(S)NHRᵍ, -NHC(O)NRᵍRᵍ, -NHC(S)NRᵍRᵍ, -NRᵍC(O)NRᵍRᵍ, -NRᵍC(S)NRᵍRᵍ, -NHS(O)₂NHRᵍ, -NRᵍS(O)₂NH₂, -NRᵍS(O)₂NHRᵍ, -NHS(O)₂NRᵍRᵍ, -NRᵍS(O)₂NRᵍRᵍ, -NHRᵍ o -NRᵍRᵍ, donde cada Rᵍ considerado en forma independiente es H, alquilo C₁₋₆ opcionalmente sustituido, alquenilo C₁₋₆ opcionalmente sustituido, C₁₋₆ alquinilo opcionalmente sustituido, arilo opcionalmente sustituido, heteroarilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido heterocicloalquilalquilo, opcionalmente sustituido, cicloalquilalquilo opcionalmente sustituido, aril alquilo opcionalmente sustituido, heteroarilalquilo opcionalmente sustituido o heterocicloalquilalquilo opcionalmente sustituido; o dos Rᵍ grupos cuando están unidos al mismo átomo de carbono o nitrógeno forman, considerados en forma conjunta, un anillo carbocíclico de 3 a 6 miembros o un anillo heterocíclico preferiblemente de 3 a 8 miembros que posee entre 1 y 2 heteroátomos, como miembros del anillo, a seleccionar a partir de O, N o S, donde los átomos de nitrógeno o azufre del anillo opcionalmente están oxidados; donde la porción alifática o aromática de Rᵍ opcionalmente está sustituida con entre 1 y 3 Rʰ sustituyentes a seleccionar, en forma independiente, a partir de halógeno, -CN, -OH, -NH₂, -NO₂, -CH=C(Rⁱ)(Rⁱ), -C(O)OH, -C(S)OH, -C(O)NH₂, -C(S)NH₂, -S(O)₂NH₂, -NHC(O)NH₂, -NHC(S)NH₂, -NHS(O)₂NH₂, -C(NH)NH₂, -ORⁱ-, -SRⁱ, -OC(O)Rⁱ, -OC(S)Rⁱ, -P(=O)HRⁱ, -P(=O)RⁱRⁱ, -PH(=O)ORⁱ, -P(=O)(ORⁱ)₂, -OP(=O)(ORⁱ)₂, -C(O)H, -O(CO)ORⁱ, -C(O)Rⁱ, -C(S)Rⁱ, -C(O)ORⁱ, -C(S)ORⁱ, -S(O)Rⁱ, -S(O)₂Rⁱ, -C(O)NHRⁱ, -C(S)NHRⁱ, -C(O)NRⁱRⁱ, -C(S)NRⁱRⁱ, -S(O)₂NHRⁱ, -S(O)₂NRⁱRⁱ, -C(NH)NHRⁱ, -C(NH)NRⁱRⁱ, -NHC(O)Rⁱ, - NHC(S)Rⁱ, -NRⁱC(O)Rⁱ, -NRⁱC(S)Rⁱ, -NHS(O)₂Rⁱ, -NRⁱS(O)₂Rⁱ, -NHC(O)NHRⁱ, -NHC(S)NHRⁱ, -NRⁱC(O)NH₂, -NRⁱC(S)NH₂, -NRⁱC(O)NHRⁱ, -NRⁱC(S)NHRⁱ, -NHC(O)NRⁱRⁱ, -NHC(S)NRⁱRⁱ ,-NRⁱC(O)NRⁱRⁱ, -NRⁱC(S)NRⁱRⁱ, -NHS(O)₂NHRⁱ, -NRⁱS(O)₂NH₂, -NRⁱS(O)₂NHRⁱ, -NHS(O)₂NRⁱRⁱ, -NRⁱS(O)₂NRⁱRⁱ, Rⁱ, -NHRⁱ o -NRⁱRⁱ, donde cada Rⁱ considerado en forma independiente es alquilo C₁₋₆, arilo, aril-alquilo C₁₋₂, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-alquilo C₁₋₄, heteroarilo, heteroaril-alquilo C₁₋₄, heterocicloalquilo o heterocicloalquil-alquilo C₁₋₄ donde cada Rⁱ a su vez está opcionalmente sustituido con entre 1 y 3 Rᵖ grupos a seleccionar, en forma independiente, a partir de halógeno, CN, -OH, -NH₂, -N(Rq)(Rq), -NO₂, -C(O)OH, -C(O)NH₂, -S(O)₂NH₂, -NHC(O)NH₂, -C(NH)NH₂, -P(=O)HRq, -P(=O)RqRq, -PH(=O)ORq, -P(=O)(ORq)₂, -OP(=O)(ORq)₂, -OC(O)Rq, -OC(S)Rq, -C(O)Rq, -C(S)Rq, -C(O)ORq, -S(O)₂Rq, -C(O)NHRq, alquilo C₁₋₆, alcoxi C₁₋₆, halógeno, haloalquilo C₁₋₆ o haloalcoxi C₁₋₆, donde Rq es alquilo C₁₋₆; R³ es H, halógeno, -CN, alquilo C₁₋₆ opcionalmente sustituido, arilo opcionalmente sustituido, aril-alquilo C₁₋₄ opcionalmente sustituido, heteroarilo opcionalmente sustituido, heteroarilo-alquilo C₁₋₄ opcionalmente sustituido, cicloalquilo C₃₋₈ opcionalmente sustituido, cicloalquenilo C₃₋₈ opcionalmente sustituido, cicloalquil C₃₋₈-alquilo C₁₋₄ opcionalmente sustituido, alquinilo C₂₋₆ opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, heterocicloalquil-alquilo C₁₋₄ opcionalmente sustituido o Rʲ a seleccionar a partir de halógeno, -CN, -OH, -NH₂, -NO₂, -C(O)OH, -C(S)OH, -C(O)NH₂, -C(S)NH₂, -S(O)₂NH₂, -NHC(O)NH₂, -NHC(S)NH₂, -NHS(O)₂NH₂, -C(NH)NH₂, -CH=C(Rᵏ)(Rᵏ), -ORᵏ, -SRᵏ, -OC(O)Rᵏ, -OC(S)Rᵏ, -P(=O)HRᵏ, -P(=O)RᵏRᵏ, -PH(=O)ORᵏ, -P(=O)(ORᵏ)₂, -OP(=O)(ORᵏ)₂, -C(O)H, -O(CO)ORᵏ, -C(O)Rᵏ, -C(S)Rᵏ, -C(O)ORᵏ, -C(S)ORᵏ, -S(O)Rᵏ, -S(O)₂Rᵏ, -C(O)NHRᵏ, -C(S)NHRᵏ, -C(O)NRᵏRᵏ, -C(S)NRᵏRᵏ, -S(O)₂NHRᵏ, -S(O)₂NRᵏRᵏ, -C(NH)NHRᵏ, -C(NH)NRᵏRᵏ, -NHC(O)Rᵏ, -NHC(S)Rᵏ, -NRᵏC(O)Rᵏ, -NRᵏC(S)Rᵏ, -NHS(O)₂Rᵏ, -NRᵏS(O)₂Rᵏ, -NHC(O)NHRᵏ, -NHC(S)NHRᵏ, -NRᵏC(O)NH₂, -NRᵏC(S)NH₂, -NRᵏC(O)NHRᵏ, -NRᵏC(S)NHRᵏ, -NHC(O)NRᵏRᵏ, -NHC(S)NRᵏRᵏ, -NRᵏC(O)NRᵏRᵏ, -NRᵏC(S)NRᵏRᵏ, -NHS(O)₂NHRᵏ, -NRᵏS(O)₂NH₂, -NRᵏS(O)₂NHRᵏ, -NHS(O)₂NRᵏRᵏ,
ARP140101234A 2013-03-15 2014-03-17 Compuestos de pirrolopiridina AR095609A1 (es)

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