AR104555A1 - SULFONAS TRICÍCLICAS COMO MODULARES DE RORg - Google Patents
SULFONAS TRICÍCLICAS COMO MODULARES DE RORgInfo
- Publication number
- AR104555A1 AR104555A1 ARP160101311A ARP160101311A AR104555A1 AR 104555 A1 AR104555 A1 AR 104555A1 AR P160101311 A ARP160101311 A AR P160101311A AR P160101311 A ARP160101311 A AR P160101311A AR 104555 A1 AR104555 A1 AR 104555A1
- Authority
- AR
- Argentina
- Prior art keywords
- cr2er2f
- substituted
- alkyl
- nr11r11
- independently
- Prior art date
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
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- C07D209/58—[b]- or [c]-condensed
- C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
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- 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
- A61K31/403—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 condensed with carbocyclic rings, e.g. carbazole
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- A61K31/407—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 condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
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- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
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Abstract
Tales compuestos y composiciones son útiles en los métodos para modular la actividad de RORg en una célula y en métodos para tratar a un sujeto que tiene una enfermedad o un trastorno en los que el sujeto se beneficiaría terapéuticamente de la modulación de la actividad de RORg, por ejemplo, trastornos autoinmunitarios y/o inflamatorios. Reivindicación 1: El compuesto caracterizado por la fórmula (1), o un estereoisómero o una sal de aquel aceptable desde el punto de vista farmacéutico, en donde X es -CR⁴R⁵-, -(CR⁴R⁵)₂, -OCR⁶R⁷-, -S(O)ₚCR⁶R⁷- o -NR⁶CR⁶R⁷-; V e Y son independientemente anillos aromáticos o heteroaromáticos de 5 ó 6 miembros; R¹ se selecciona, independientemente de cada caso, de hidrógeno, CD₃, halo, OCF₃, CN, -O-C₁₋₆ alquilo, -O-C₁₋₆ alquil-OH, -alcoxialcoxi, S(O)ₚ-C₁₋₆ alquilo, -S(O)ₚ-C₁₋₆ alquil-OH, -tioalcoxialcoxi (por ejemplo, -SCH₂CH₂OCH₃), NR¹¹R¹¹, C₁₋₆ alquilo sustituido con 0 - 3 R¹ᵃ, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 14 miembros sustituido con 0 - 3 R¹ᵃ y -(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 R¹ᵃ; R¹ᵃ es, independientemente de cada caso, 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, C₁₋₆ alquilo sustituido con 0 - 3 Rᵃ, C₁₋₆ haloalquilo, C₂₋₆ alquenilo sustituido con 0 - 3 Rᵃ, C₂₋₆ alquinilo 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, CN, -(CR²ᵉR²ᶠ)ʳ-C(O)R²ᵈ, -(CR²ᵉR²ᶠ)ʳ-C(O)OR²ᵇ, -(CR²ᵉR²ᶠ)ʳ-C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-S(O)₂R²ᶜ, C₁₋₆ alquilo sustituido con 0 - 3 R²ᵃ, C₂₋₆ alquenilo sustituido con 0 - 3 R²ᵃ, -(CR²ᵉR²ᶠ)ʳ-carbociclo de 3 - 10 miembros sustituido con 0 - 4 Rᵃ, y -(CR²ᵉR²ᶠ)ʳ-heterociclo de 4 - 7 miembros, que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O, P(=O) y S(O)ₚ, sustituido con 0 - 4 Rᵃ; R²ᵃ es, independientemente de cada caso, 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-OC(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-OC(O)ORᶜ, -(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, C₁₋₆ alquilo sustituido con 0 - 3 Rᵃ, C₁₋₆ haloalquilo, C₂₋₆ alquenilo sustituido con 0 - 3 Rᵃ, C₂₋₆ alquinilo 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, independientemente de cada caso, 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, C₁₋₆ alquilo sustituido con 0 - 2 Rᵃ, C₁₋₆ haloalquilo, -(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, P(=O) y S(O)ₚ, sustituido con 0 - 4 Rᵃ; R²ᶜ es, independientemente de cada caso, hidrógeno, C₁₋₆ alquilo sustituido con 0 - 3 Rᵃ, C₂₋₆ alquenilo sustituido con 0 - 3 Rᵃ, C₃₋₁₀ cicloalquilo sustituido con 0 - 3 Rᵃ, C₆₋₁₀ arilo 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, independientemente de cada caso, hidrógeno, C₁₋₆ alquilo sustituido con 0 - 2 Rᵈ, C₁₋₆ haloalquilo, C(O)NR¹¹R¹¹, -(CR²ᵉR²ᶠ)ʳ-C₃₋₁₀ cicloalquilo sustituido con 0 - 3 Rᵈ, en donde el anillo de cicloalquilo puede ser fusionado, en puente o espirocíclico, (CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 2 Rᵃ o un -(CR²ᵉR²ᶠ)ʳ-heterociclo de 4-10 miembros, en 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, independientemente de cada caso, hidrógeno, halógeno o C₁₋₆ alquilo; R³ se selecciona, independientemente de cada caso, de hidrógeno, halo, N₃, CN, -(CR²ᵉR²ᶠ)ʳ-OR³ᵇ, -(CR²ᵉR²ᶠ)ʳ-NR¹¹R¹¹, C₁₋₆ alquilo sustituido con 0 - 3 R³ᵃ, C₃₋₁₀ cicloalquilo sustituido con 0 - 3 Rᵃ; 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 un enlace de átomos de carbono adyacentes para formar un carbociclo de 5 - 7 miembros o un heterociclo de 5 - 7 miembros, que comprenden átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O y S(O)ₚ, ambos opcionalmente sustituidos con 0 - 3 R³ᵃ; R³ᵃ es, independientemente de cada caso, hidrógeno, =O, halo, OCF₃, OCHF₂, 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, C₁₋₆ alquilo sustituido con 0 - 3 Rᵃ, C₂₋₆, alquenilo sustituido con 0 - 3 Rᵃ, C₂₋₆ alquinilo sustituido con 0 - 3 Rᵃ, C₁₋₆, haloalquilo, -(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, independientemente de cada caso, 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, C₁₋₆ alquilo sustituido con 0 - 3 Rᵃ, C₁₋₆ haloalquilo, -(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; R⁴ y R⁵ son independientemente hidrógeno, halo, C₁₋₆ alquilo o C₁₋₆ haloalquilo, o R⁴ y R⁵, junto con el átomo de carbono al que están unidos, forman un anillo espirocarbociclilo de 3 a 6 miembros o un anillo espiroheterociclilo; R⁶ y R⁷ son independientemente hidrógeno, C(=O)C₁₋₄ alquilo, C(=O)OC₁₋₄ alquilo, C₁₋₆ alquilo o C₁₋₆, haloalquilo; o R⁶ y R⁷ en conjunto son =O; R¹¹ es, independientemente de cada caso, hidrógeno, C₁₋₆ alquilo sustituido con 0 - 3 Rᶠ, CF₃, C₃₋₁₀ cicloalquilo sustituido con 0 - 3 Rᶠ, -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᵈ o -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 7 miembros, que comprenden átomos de carbono y 1 - 4 heteroátomos-seleccionados N, O, P(=O) y S(O)ₚ, sustituido con 0 - 4 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, P(=O) y S(O)ₚ, sustituido con 0 - 4 Rᵈ; Rᵃ es, independientemente de cada caso, 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, C₁₋₆ alquilo sustituido con 0 - 3 Rᵉ, C₁₋₆ haloalquilo, C₂₋₆ alquenilo sustituido con 0 - 3 Rᵉ, C₂₋₆ alquinilo sustituido con 0 - 3 Rᵉ, -(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, P(=O) y S(O)ₚ, sustituido con 0 - 4 Rᶠ; Rᵇ es, independientemente de cada caso, hidrógeno, C₁₋₆ alquilo sustituido con 0 - 3 Rᵈ, C₁₋₆ haloalquilo, C₃₋₆ cicloalquilo 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, P(=O) y S(O)ₚ, sustituido con 0 - 4 Rᶠ o -(CR²ᵉR²ᶠ)ʳ-carbociclo de 6-10 miembros sustituido con 0 - 3 Rᵈ; Rᶜ es, independientemente de cada caso, C₁₋₆ alquilo sustituido con 0 - 3 Rᶠ, -(CR²ᵉR²ᶠ)ʳ-C₃₋₆ cicloalquilo sustituido con 0 - 3 Rᶠ o -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᶠ; Rᵈ es, independientemente de cada caso, hidrógeno, =O, halo, OCF₃, CF₃, CN, NO₂, -ORᵉ, -(CR²ᵉR²ᶠ)ʳ-C(O)Rᶜ, -NRᵉRᵉ, -NRᵉC(O)ORᶜ, C(O)NRᵉRᵉ, -NRᵉC(O)Rᶜ, CO₂H, CO₂Rᶜ, -NRᵉSO₂Rᶜ, SO₂Rᶜ, C₁₋₆ alquilo sustituido con 0 - 3 Rᶠ, C₃₋₆ cicloalquilo 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, P(=O) y S(O)ₚ, sustituido con 0 - 4 Rᶠ; Rᵉ se selecciona, independientemente de cada caso, de hidrógeno, C(O)NRᶠRᶠ, C₁₋₆ alquilo, C₃₋₆ cicloalquilo, -heterociclo de 5 - 7 miembros o -(CR²ᵉR²ᶠ)ʳ-fenilo sustituido con 0 - 3 Rᶠ; Rᶠ es, independientemente de cada caso, hidrógeno, =O, halo, CN, NH₂, NH(C₁₋₆ alquilo), N(C₁₋₆ alquilo)₂, SO₂(C₁₋₆ alquilo), CO₂H, CO₂(C₁₋₆ alquilo), OH, C₃₋₆ cicloalquilo, CF₃, O(C₁₋₆ alquilo), o un -(CR²ᵉR²ᶠ)ʳ-heterociclo de 5 - 10 miembros opcionalmente sustituido, que comprende átomos de carbono y 1 - 4 heteroátomos seleccionados de N, O, P(=O) y S(O)ₚ, fenilo o C₃₋₆ cicloalquilo, cada grupo opcionalmente -sustituido con halo, CN, CF₃, C₁₋₆ alquilo ó O (C₁₋₆ alquilo); m es 0, 1, 2 ó 3, n es 0, 1 ó 2, p y q son, independientemente de cada caso, 0, 1 ó 2; r es 0, 1, 2, 3 ó 4; y t es 0 ó 1.
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