AR099029A1 - MODULADORES DE PIRROLIDINILSULFONA RORg - Google Patents

MODULADORES DE PIRROLIDINILSULFONA RORg

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Publication number
AR099029A1
AR099029A1 ARP150100016A ARP150100016A AR099029A1 AR 099029 A1 AR099029 A1 AR 099029A1 AR P150100016 A ARP150100016 A AR P150100016A AR P150100016 A ARP150100016 A AR P150100016A AR 099029 A1 AR099029 A1 AR 099029A1
Authority
AR
Argentina
Prior art keywords
cr2er2f
substituted
alkyl
nr11r11
occurrence
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ARP150100016A
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English (en)
Inventor
G Murali Dhar T
Lu Zhonghui
Xiao Hai
Yun - Duan Jingwu
Jiang Bin
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Bristol Myers Squibb Co
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Publication date
Application filed by Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of AR099029A1 publication Critical patent/AR099029A1/es

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    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Diabetes (AREA)
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  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Transplantation (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pyridine Compounds (AREA)

Abstract

Reivindicación 1: Un compuesto caracterizado porque tiene la fórmula (1), o uno de sus estereoisómeros sales farmacéuticamente aceptables, en donde: R¹ se selecciona de H, halo, alquilo C₁₋₆ sustituido con 0 - 3 R¹ᵃ y -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 R¹ᵃ; R¹ᵃ es, de modo independiente en cada aparición, hidrógeno, =O, halo, CF₃, OCF₃, CN, NO₂, -(CR²ᵉR²ᶠ)ʳ-ORᵇ, -(CR²ᵉR²ᶠ)ʳ-S(O)ₚRᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)ORᵇ, -(CR²ᵉR²ᶠ)ʳ-OC(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)Rᶜ, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)ORᶜ, -NRᵇC(O)NR¹¹R¹¹, -S(O)ₚNR¹¹R¹¹, -NRᵇS(O)ₚRᶜ, alquilo C₁₋₆ sustituido con 0 - 3 Rᵃ, haloalquilo C₁₋₆, alquenilo C₂₋₆ sustituido con 0 - 3 Rᵃ, alquinilo C₂₋₆ sustituido con 0 - 3 Rᵃ, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 Rᵃ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵃ; R² se selecciona de hidrógeno, -(CR²ᵉR²ᶠ)ʳ-C(O)R²ᵈ, -(CR²ᵉR²ᶠ)ʳ-C(O)OR²ᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-S(O)₂R²ᶜ, alquilo C₁₋₆ sustituido con 0 - 3 R²ᵃ, alquenilo C₂₋₆ sustituido con 0 - 3 R²ᵃ, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 10 miembros sustituido con 0 - 3 Rᵃ y -(CR²ᵉR²ᶠ)ʳ-heterociclo de 4 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵃ; R²ᵃ es, de modo independiente en cada aparición, hidrógeno, =O, halo, OCF₃, CN, NO₂, -(CR²ᵉR²ᶠ)ʳ-ORᵇ, -(CR²ᵉR²ᶠ)ʳ-S(O)ₚRᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)ORᵇ, -(CR²ᵉR²ᶠ)ʳ-OC(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)Rᶜ, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)ORᶜ, -NRᵇC(O)NR¹¹R¹¹, -S(O)ₚNR¹¹R¹¹, -NRᵇS(O)ₚRᶜ, alquilo C₁₋₆ sustituido con 0 - 3 Rᵃ, haloalquilo C₁₋₆, alquenilo C₂₋₆ sustituido con 0 - 3 Rᵃ, alquinilo C₂₋₆ sustituido con 0 - 3 Rᵃ, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 Rᵃ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 4 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵃ; R²ᵇ es, de modo independiente en cada aparición, hidrógeno, CF₃, -(CR²ᵉR²ᶠ)qORᵇ, -(CR²ᵉR²ᶠ)qS(O)ₚRᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)R¹ᵈ, -(CR²ᵉR²ᶠ)ʳ-C(O)ORᵇ, -(CR²ᵉR²ᶠ)qOC(O)Rᵇ, -(CR²ᵉR²ᶠ)qNR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)qNRᵇC(O)R¹ᶜ, -(CR²ᵉR²ᶠ)qNRᵇC(O)ORᶜ, -(CR²ᵉR²ᶠ)qNRᵇC(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)qS(O)₂NR¹¹R¹¹, -(CR²ᵉR²ᶠ)qNRᵇS(O)₂Rᶜ, alquilo C₁₋₆ sustituido con 0 - 2 Rᵃ, haloalquilo C₁₋₆, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 Rᵃ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 2 Rᵃ; R²ᶜ es, de modo independiente en cada aparición, hidrógeno, alquilo C₁₋₆ sustituido con 0 - 3 Rᵃ, alquenilo C₂₋₆ sustituido con 0 - 3 Rᵃ, cicloalquilo C₃₋₁₀ sustituido con 0 - 3 Rᵃ, arilo C₆₋₁₀ sustituido con 0 - 3 Rᵃ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 10 miembros que contiene 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ, sustituido con 0 - 3 Rᵃ; R²ᵈ es, de modo independiente en cada aparición, hidrógeno, alquilo C₁₋₆ sustituido con 0 - 2 Rᵈ, haloalquilo C₁₋₆, C₍O₎NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-cicloalquilo C₃₋₁₀ sustituido con 0 - 3 Rᵈ, -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 2 Rᵃ o un -(CR²ᵉR²ᶠ)ʳ-heterociclo de 4 - 10 miembros donde el heterociclo puede ser fusionado, en puente o espirocíclico, que contiene 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ, sustituido con 0 - 3 Rᵃ; R²ᵉ y R²ᶠ son, de modo independiente en cada aparición, hidrógeno, halógeno o alquilo C₁₋₆; R³ se selecciona de hidrógeno, halo, N₃, CN, -(CR²ᵉR²ᶠ)ʳ-OR³ᵇ, -(CR²ᵉR²ᶠ)ʳ-NR¹¹R¹¹, alquilo C₁₋₆ sustituido con 0 - 3 R³ᵃ, cicloalquilo C₃₋₁₀ sustituido con 0 - 3 R³ᵃ; y fenilo sustituido con 0 - 3 R³ᵃ o heterociclo de 4 - 10 miembros que contiene 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ, sustituido con 0 - 3 R³ᵃ o dos R³ ubicados en átomos de carbono adyacentes ligados para formar un carbociclo de 5 - 7 miembros o un heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ, ambos opcionalmente sustituidos con 0 - 3 R³ᵃ; R³ᵃ es, de modo independiente en cada aparición, hidrógeno, =O, halo, OCF₃, OCF₂, CF₃, CHF₂, CN, NO₂, -(CR²ᵉR²ᶠ)ʳ-ORᵇ, -(CR²ᵉR²ᶠ)ʳ-S(O)ₚRᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)ORᵇ, -(CR²ᵉR²ᶠ)ʳ-OC(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)Rᶜ, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)ORᶜ, -NRᵇC(O)NR¹¹R¹¹, -S(O)ₚNR¹¹R¹¹, -NRᵇS(O)ₚRᶜ, alquilo C₁₋₆ sustituido con 0 - 3 Rᵃ, alquenilo C₂₋₆, sustituido con 0 - 3 Rᵃ, alquinilo C₂₋₆ sustituido con 0 - 3 Rᵃ, haloalquilo C₁₋₆, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 Rᵃ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 10 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵃ; R³ᵇ es, de modo independiente en cada aparición, hidrógeno, CF₃, -(CR²ᵉR²ᶠ)qORᵇ, -(CR²ᵉR²ᶠ)qS(O)ₚRᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)R¹ᵈ, -(CR²ᵉR²ᶠ)ʳ-C(O)ORᵇ, -(CR²ᵉR²ᶠ)qOC(O)Rᵇ, -(CR²ᵉR²ᶠ)qNR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)qNRᵇC(O)R¹ᶜ, -(CR²ᵉR²ᶠ)qNRᵇC(O)ORᶜ, -(CR²ᵉR²ᶠ)qNRᵇC(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)qS(O)₂NR¹¹R¹¹, (CR²ᵉR²ᶠ)qNRᵇS(O)₂Rᶜ, alquilo C₁₋₆, sustituido con 0 - 3 Rᵃ, haloalquilo C₁₋₆, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 Rᵃ o-(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵃ; R¹¹ es, de modo independiente en cada aparición, hidrógeno, alquilo C₁₋₆ sustituido con 0 - 3 Rᶠ, CF₃, cicloalquilo C₃₋₁₀ sustituido con 0 - 3 Rᶠ, -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᵈ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵈ; o un R¹¹ y un segundo R¹¹, ambos unidos al mismo átomo de nitrógeno, se combinan para formar un heterociclo que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᵈ; Rᵃ es, de modo independiente en cada aparición, hidrógeno, =O, halo, OCF₃, CF₃, CHF₂, CN, NO₂, -(CR²ᵉR²ᶠ)ʳ-ORᵇ, -(CR²ᵉR²ᶠ)ʳ-S(O)ₚRᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)ORᵇ, -(CR²ᵉR²ᶠ)ʳ-OC(O)Rᵇ, -(CR²ᵉR²ᶠ)ʳ-NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)Rᶜ, -(CR²ᵉR²ᶠ)ʳ-NRᵇC(O)ORᶜ, -NRᵇC(O)NR¹¹R¹¹, -S(O)ₚNR¹¹R¹¹, -NRᵇS(O)ₚRᶜ, alquilo C₁₋₆ sustituido con 0 - 3 Rᶠ, haloalquilo C₁₋₆, alquenilo C₂₋₆, sustituido con 0 - 3 Rᵃ, alquinilo C₂₋₆ sustituido con 0 - 3 Rᵃ, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᶠ; Rᵇ es, de modo independiente en cada aparición, hidrógeno, alquilo C₁₋₆ sustituido con 0 - 3 Rᵈ, haloalquilo C₁₋₆, cicloalquilo C₃₋₆,sustituido con 0 - 3 Rᵈ, -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᶠ o -(CR²ᵉR²ᶠ)ʳ-carbociclo de 6 - 10 miembros sustituido con 0 - 3 Rᵈ; Rᶜ es, de modo independiente en cada aparición, alquilo C₁₋₆ sustituido con 0 - 3 Rᶠ, -(CR²ᵉR²ᶠ)ʳ-cicloalquilo C₃₋₆ sustituido con 0 - 3 Rᶠ o -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᶠ; Rᵈ es, de modo independiente en cada aparición, hidrógeno, =O, halo, OCF₃ CF₃, CN, NO₂, -ORᵉ, -(CR²ᵉR²ᶠ)ʳ-C(O)Rᶜ, -NRᵉRᵉ, -NRᵉC(O)ORᶜ, C(O)NRᵉRᵉ, -NRᵉC(O)Rᶜ, CO₂Rᶜ, -NRᵉSO₂Rᶜ, SO₂Rᶜ, alquilo C₁₋₆ sustituido con 0 - 3 Rᶠ, cicloalquilo C₃₋₆ sustituido con 0 - 3 Rᶠ, -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᶠ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ sustituido con 0 - 3 Rᶠ; Rᵉ está seleccionado, de modo independiente en cada aparición, de hidrógeno, C(O)NRᶠRᶠ, alquilo C₁₋₆, cicloalquilo C₃₋₆ o -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᶠ; Rᶠ es, de modo independiente en cada aparición, hidrógeno, =O, halo, CN, NH₂, NH(alquilo C₁₋₆), N(alquilo C₁₋₆)₂, SO₂(alquilo C₁₋₆), CO₂H, CO₂(alquilo C₁₋₆), OH, cicloalquilo C₃₋₆, CF₃ u O(alquilo C₁₋₆); o Rᶠ es, de modo independiente en cada aparición, un -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 10 miembros opcionalmente sustituido que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ, fenilo o cicloalquilo C₃₋₆, cada grupo opcionalmente sustituido con halo, CN, CF₃, alquilo C₁₋₆ u O(alquilo C₁₋₆); m y n se seleccionan, de modo independiente, de 0, 1, 2 y 3; p y q, independientemente de cada aparición, son 0, 1 ó 2; y r es 0, 1, 2, 3 ó 4.
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