AR099367A1 - Inhibidores de la tirosina quinasa de bruton - Google Patents

Inhibidores de la tirosina quinasa de bruton

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Publication number
AR099367A1
AR099367A1 ARP140104561A ARP140104561A AR099367A1 AR 099367 A1 AR099367 A1 AR 099367A1 AR P140104561 A ARP140104561 A AR P140104561A AR P140104561 A ARP140104561 A AR P140104561A AR 099367 A1 AR099367 A1 AR 099367A1
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Argentina
Prior art keywords
substituted
unsubstituted
heterocycloalkyl
independently
cycloalkyl
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ARP140104561A
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English (en)
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D Thomas William
Chen Wei
J Jia Zhaozhong
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Pharmacyclics Inc
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Publication of AR099367A1 publication Critical patent/AR099367A1/es

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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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
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    • 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
    • A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
    • A—HUMAN NECESSITIES
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    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
    • 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
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • 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
    • A61K31/4965—Non-condensed pyrazines
    • A61K31/497—Non-condensed pyrazines 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
    • A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
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    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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    • 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
    • C07D401/12—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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    • C07D403/12—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 chain containing hetero atoms as chain links
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    • C07D417/14—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 three or more hetero rings
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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
    • C07D471/04—Ortho-condensed systems

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Abstract

Se divulgan inhibidores reversibles e irreversibles de la tirosina quinasa de Bruton (Btk). Se divulgan asimismo composiciones farmacéuticas que incluyen a dichos compuestos. Además se describe el uso de los inhibidores Btk, ya sea solos o combinados con otros agentes terapéuticos, para el tratamiento de enfermedades o condiciones autoinmunes, enfermedades o condiciones heteroinmunes, cáncer, incluyendo linfoma, y enfermedades o condiciones inflamatorias. Reivindicación 1: Un compuesto de fórmula (1) caracterizado porque tiene la estructura descripta, en donde: el anillo A es C₃₋₆ cicloalquilo sustituido o sin sustituir, C₂₋₇ heterocicloalquilo sustituido o sin sustituir, C₆₋₁₂ arilo sustituido o sin sustituir, o C₁₋₁₂ heteroarilo sustituido o sin sustituir; W es -C(R²)- o -N-; X es -C(R²)- o -N-; Y está opcionalmente presente y cuando está presente es -CH₂O-, -OCH₂-, -OCH₂CH₂O-, -O-, -N(R³)-, -C(O)-, -N(R³)C(O)-, -C(O)N(R³)-, -N(R³)C(O)N(R³)-, -S(O)-, -S(O)₂-, -N(R³)S(O)₂-, -S(O)₂N(R³)-, -C(=NH)-, -C(=NH)N(R³)-, -C(=NH)N(R³)-, o C₁₋₄ alquileno sustituido o sin sustituir; Z está opcionalmente presente y cuando está presente es C₁₋₃ alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₂₋₇ heterocicloalquilo sustituido o sin sustituir, C₆₋₁₂ arilo sustituido o sin sustituir, o C₁₋₁₂ heteroarilo sustituido o sin sustituir; G es un compuesto de fórmula (2), ó (3); R¹ es -R⁴, -CH₂R⁴, -C(O)R⁹, -C(O)C(O)R⁹, -C(O)OR⁴, -C(O)N(R³)(R⁴), o -S(O)₂R⁹; R¹ es -C(O)R⁹-, -C(O)C(O)R⁹, -C(O)OR⁴, -C(O)N(R³)(R⁴), o -S(O)₂R⁹; cada R² es independientemente H, C₁₋₄ alquilo sustituido o sin sustituir, -CN, o halógeno; cada R³ es independientemente H, o C₁₋₄ alquilo sustituido o sin sustituir; cada R⁴ es independientemente H, C₁₋₆alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₂₋₇ heterocicloalquilo sustituido o sin sustituir, C₆₋₁₂ arilo sustituido o sin sustituir, o C₁₋₁₂ heteroarilo sustituido o sin sustituir; R⁵ es H, C₁₋₄ alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₂₋₇ heterocicloalquilo sustituido o sin sustituir, C₆₋₁₂ arilo sustituido o sin sustituir, o C₁₋₁₂ heteroarilo sustituido o sin sustituir; o R¹ y R⁵ junto con el átomo de nitrógeno al que están unidos se combinan para formar un anillos de C₂₋₉ heterocicloalquilo sustituido o sin sustituir; cada R⁶ es independientemente halógeno, -CN, -OH, -NH₂, sustituido o C₁₋₄ alcoxilo sin sustituir, C₁₋₄ alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₂₋₆ heterocicloalquilo sustituido o sin sustituir, o -N(R³)₂; o R¹ y R⁶ se combinan para formar un anillo de C₂₋₉ heterocicloalquilo sustituido o sin sustituir; cada R⁷ es independientemente halógeno, -CN, -OH, -NH₂, C₁₋₄ alcoxilo sustituido o sin sustituir, C₁₋₄ alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₂₋₆ heterocicloalquilo sustituido o sin sustituir, o -N(R³)₂; R⁹ es -R⁴, o un resto de fórmula (4); R¹⁰ es H, halógeno, -CN, o -L¹-L²; R¹¹ y R¹² son independientemente H, halógeno, -CN, o -L¹-L²; o R¹¹ y R¹² tomados juntos forman un enlace; cada L¹ está opcionalmente presente y cuando está presente cada L¹ es independientemente C₁₋₆ alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₁₋₆ heteroalquilo sustituido o sin sustituir, C₂₋₇ heterocicloalquilo sustituido o sin sustituir, C₆₋₁₂ arilo sustituido o sin sustituir, C₁₋₁₂ heteroarilo sustituido o sin sustituir, -C(=O)-, -O-, o -S-; cada L² es independientemente H, C₁₋₆ alquilo sustituido o sin sustituir, C₃₋₆ cicloalquilo sustituido o sin sustituir, C₁₋₆ heteroalquilo sustituido o sin sustituir, C₂₋₇ heterocicloalquilo sustituido o sin sustituir, C₆₋₁₂ arilo sustituido o sin sustituir, C₁₋₁₂ heteroarilo sustituido o sin sustituir o -N(R¹³)₂; cada R¹³ es independientemente H, C₁₋₆ alquilo, C₃₋₆ cicloalquilo, C₁₋₆ heteroalquilo, C₂₋₇ heterocicloalquilo, C₆₋₁₂ arilo, o C₁₋₁₂ heteroarilo; n es 0 - 3; p es 0 - 3; y q es 0 - 3; o un solvato farmacéuticamente aceptable, sal farmacéuticamente aceptable, o profármaco farmacéuticamente aceptable del mismo; con la condición de que i) cuando W es N, y R¹ es H, t-Boc, o -C(O)-CH=CH₂; entonces X es distinto de C-Et o N; y ii) cuando W es N, G es el compuesto de fórmula (3); entonces X es CH o N; iii) cuando W es N, y X es CH; entonces R¹ es distinto de -C(O)Me, o t-Boc; y iv) cuando n es 0; entonces cada uno de p y q es independientemente 0, 1, ó 2.
ARP140104561A 2013-12-05 2014-12-05 Inhibidores de la tirosina quinasa de bruton AR099367A1 (es)

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EP (1) EP3077388A1 (es)
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KR (1) KR20160093675A (es)
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AU (3) AU2014360446A1 (es)
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