AR116109A1 - Derivados de 3-(5-amino-1-oxoisoindolin-2-il)piperidina-2,6-diona y usos de los mismos - Google Patents

Derivados de 3-(5-amino-1-oxoisoindolin-2-il)piperidina-2,6-diona y usos de los mismos

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Publication number
AR116109A1
AR116109A1 ARP190101913A ARP190101913A AR116109A1 AR 116109 A1 AR116109 A1 AR 116109A1 AR P190101913 A ARP190101913 A AR P190101913A AR P190101913 A ARP190101913 A AR P190101913A AR 116109 A1 AR116109 A1 AR 116109A1
Authority
AR
Argentina
Prior art keywords
heteroatoms selected
alkyl
independently
haloalkyl
cycloalkyl
Prior art date
Application number
ARP190101913A
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English (en)
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Novartis Ag
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Publication of AR116109A1 publication Critical patent/AR116109A1/es

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Classifications

    • 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
    • C07D401/04—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
    • 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
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
    • 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
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • 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
    • A61K31/498—Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
    • 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
    • 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

Abstract

La presente divulgación proporciona un compuesto de fórmula (1), o una sal, hidrato, solvato, profármaco, estereoisómero o tautómero farmacéuticamente aceptable del mismo, en donde Rᵃ, Rᵇ, Rˣ, R¹, R², X² y q son como se definen en la presente, y métodos de elaboración y uso del mismo. Reivindicación 1: Un compuesto de fórmula (1), en donde: X¹ y X² son cada uno independientemente H, alquilo C₁₋₄, alcoxi C₁₋₆, haloalquilo C₁₋₄, haloalcoxi C₁₋₆, cicloalquilo C₃₋₇, halógeno, CN, -OH o -NH₂; Rˣ es H o D; cada Rᵃ y Rᵇ es independientemente H o D, o Rᵃ y Rᵇ junto con el átomo al cual están unidos forman =(O); R¹ es un compuesto seleccionado del grupo de fórmulas (2); R² es H, alquilo C₁₋₆, haloalquilo C₁₋₆ o cicloalquilo C₃₋₆; o R² y R⁷ junto con los átomos de nitrógeno a los cuales están unidos forman un anillo heterocicloalquilo de 6 ó 7 miembros; cada R³ es independientemente en cada ocurrencia alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, halógeno, CN, -OH, o -NH₂; o dos R³ junto con los átomos de carbono a los cuales están unidos forman un cicloalquilo C₃₋₇ o un anillo heterocicloalquilo de 4 a 7 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S; o dos R³ juntos cuando están en átomos de carbono adyacentes forman un fenilo o un anillo heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S; o R³ y R⁷ junto con los átomos de nitrógeno y carbono a los cuales están unidos forman un anillo heterocicloalquilo de 5 ó 6 miembros que comprende opcionalmente 1 a 2 heteroátomos adicionales seleccionados de O, N y S, opcionalmente sustituido con 1 a 4 sustituyentes cada uno independientemente seleccionado de alquilo C₁₋₆, haloalquilo C₁₋₆, halógeno, -OH, CN, y -NH₂; cada R⁴ es alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, halógeno, -OH, o -NH₂; R⁵ es -OR⁶ o -NR⁷R⁷’; R⁶ es H, alquilo C₁₋₆, haloalquilo C₁₋₆, -C(O)alquilo C₁₋₆, cicloalquilo C₃₋₇, heterocicloalquilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, arilo C₆₋₁₀, o heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, en donde el alquilo está opcionalmente sustituido con 1 a 3 sustituyentes cada uno independientemente seleccionado de arilo C₆₋₁₀ y heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S; R⁷ y R⁷’ son cada uno independientemente H, alquilo C₁₋₆ haloalquilo C₁₋₆, cicloalquilo C₃₋₇, heterocicloalquilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, arilo C₆₋₁₀, o heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, en donde el alquilo está opcionalmente sustituido con 1 a 3 R⁸ y en donde el cicloalquilo, heterocicloalquilo, arilo y heteroarilo están opcionalmente sustituidos con 1 a 4 R¹¹; o R⁷ y R⁷’ junto con el átomo de nitrógeno al cual están unidos forman un anillo heterocicloalquilo de 4 a 7 miembros que comprende opcionalmente 1 a 2 heteroátomos adicionales seleccionados de O, N y S, opcionalmente sustituido con 1 a 4 R⁹; o R² y R⁷ junto con los átomos de nitrógeno a los cuales están unidos forman un anillo heterocicloalquilo de 6 ó 7 miembros; o R³ y R⁷ junto con los átomos de nitrógeno y carbono a los cuales están unidos forman un anillo heterocicloalquilo de 5 ó 6 miembros que comprende opcionalmente 1 a 2 heteroátomos adicionales seleccionados de O, N y S, opcionalmente sustituido con 1 a 4 sustituyentes cada uno independientemente seleccionado de alquilo C₁₋₆, haloalquilo C₁₋₆, halógeno, -OH, CN y -NH₂; cada R⁸ es -C(O)OH, cicloalquilo C₃₋₇, un anillo heterocicloalquilo de 4 a 7 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, arilo C₆₋₁₀, o heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, en donde el cicloalquilo, heterocicloalquilo, arilo y heteroarilo están opcionalmente sustituidos con 1 a 4 R¹⁰; cada R⁹ es independientemente en cada ocurrencia alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, halógeno, -OH, CN, -NR¹²R¹³, o -NH₂, en donde el alcoxi está opcionalmente sustituido con 1 a 3 sustituyentes independientemente seleccionados de cicloalquilo C₃₋₇, un anillo heterocicloalquilo de 4 a 7 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, arilo C₆₋₁₀, y heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S; o dos R⁹ junto con los átomos a los cuales están unidos forman un cicloalquilo C₅₋₇ o un anillo heterocicloalquilo de 5 a 7 miembros que comprende 1 - 2 heteroátomos seleccionados de O, N y S; cada R¹⁰ es independientemente en cada ocurrencia alquilo C₁₋₆, haloalquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, halógeno, -OH, CN, O -NH₂; o dos R¹⁰ junto con los átomos a los cuales están unidos forman un cicloalquilo C₄₋₇ o un anillo heterocicloalquilo de 5 a 7 miembros que comprende 1 - 2 heteroátomos seleccionados de O, N y S opcionalmente sustituido con uno o más alquilo C₁₋₆, haloalquilo C₁₋₆, halógeno, -OH, CN, o -NH₂; cada R¹¹ es independientemente en cada ocurrencia alquilo C₁₋₆, haloalquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, halógeno, -OH, CN, o -NH₂; R¹² y R¹³ son cada uno independientemente seleccionado de alquilo C₁₋₆, haloalquilo C₁₋₆, cicloalquilo C₃₋₇, un anillo heterocicloalquilo de 4 a 7 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S, arilo C₆₋₁₀, y heteroarilo de 5 ó 6 miembros que comprende 1 - 3 heteroátomos seleccionados de O, N y S; m y m1 son cada uno independientemente 0, 1 ó 2; n1 es 0, 1, 2, ó 3; n2 y n3 son cada uno independientemente 1 ó 2; y cada s y n es independientemente 1, 2, ó 3, en donde s + n es £ 4; o sales, hidratos, solvatos, profármacos, estereoisómeros y tautómeros farmacéuticamente aceptables de los mismos.
ARP190101913A 2018-07-10 2019-07-05 Derivados de 3-(5-amino-1-oxoisoindolin-2-il)piperidina-2,6-diona y usos de los mismos AR116109A1 (es)

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US201862695922P 2018-07-10 2018-07-10

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US (2) US11185537B2 (es)
EP (1) EP3820574B1 (es)
JP (1) JP7462606B2 (es)
KR (1) KR20210031923A (es)
CN (1) CN112334194A (es)
AR (1) AR116109A1 (es)
AU (1) AU2019301947B2 (es)
BR (2) BR122022012745B1 (es)
CA (1) CA3103674A1 (es)
ES (1) ES2963695T3 (es)
MX (1) MX2021000310A (es)
UY (1) UY38296A (es)
WO (1) WO2020012337A1 (es)

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