AR099602A1 - DERIVADO DE PIRAZOL AMIDA CON ACTIVIDAD MODULADORA DE RORg - Google Patents
DERIVADO DE PIRAZOL AMIDA CON ACTIVIDAD MODULADORA DE RORgInfo
- Publication number
- AR099602A1 AR099602A1 ARP150100609A ARP150100609A AR099602A1 AR 099602 A1 AR099602 A1 AR 099602A1 AR P150100609 A ARP150100609 A AR P150100609A AR P150100609 A ARP150100609 A AR P150100609A AR 099602 A1 AR099602 A1 AR 099602A1
- Authority
- AR
- Argentina
- Prior art keywords
- groups
- group
- substituted
- alkyl
- group substituted
- Prior art date
Links
- 101100091494 Mus musculus Rorc gene Proteins 0.000 title abstract 2
- 230000000694 effects Effects 0.000 title abstract 2
- 241000670727 Amida Species 0.000 title 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 21
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 14
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 9
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 7
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 7
- 150000001602 bicycloalkyls Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 4
- 125000003277 amino group Chemical group 0.000 abstract 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004043 oxo group Chemical group O=* 0.000 abstract 3
- -1 pyrazole amide Chemical class 0.000 abstract 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 abstract 2
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 abstract 2
- 125000006553 (C3-C8) cycloalkenyl group Chemical group 0.000 abstract 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000004750 (C1-C6) alkylaminosulfonyl group Chemical group 0.000 abstract 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 abstract 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- 125000006590 (C2-C6) alkenylene group Chemical group 0.000 abstract 1
- 125000006625 (C3-C8) cycloalkyloxy group Chemical group 0.000 abstract 1
- 208000023275 Autoimmune disease Diseases 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 abstract 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 1
- 229910006074 SO2NH2 Inorganic materials 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000005366 cycloalkylthio group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 abstract 1
- 208000027866 inflammatory disease Diseases 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 208000030159 metabolic disease Diseases 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000464 thioxo group Chemical group S=* 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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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- 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
- A61K31/415—1,2-Diazoles
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- A—HUMAN NECESSITIES
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- 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
- A61K31/415—1,2-Diazoles
- A61K31/4155—1,2-Diazoles non condensed and containing further heterocyclic rings
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- 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
- A61K31/415—1,2-Diazoles
- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
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- 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
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—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
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- A—HUMAN NECESSITIES
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—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
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—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
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- A—HUMAN NECESSITIES
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- 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
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
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- 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
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- A—HUMAN NECESSITIES
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
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- 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
- C07D401/12—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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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—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
- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D413/12—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 linked by a chain containing hetero atoms as chain links
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- C07D417/02—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 two hetero rings
- C07D417/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
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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
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Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Pulmonology (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Derivado de pirazol amida que tiene una función de inhibición de la actividad de RORg. Además, una composición farmacéutica que comprende el compuesto, un uso del compuesto para tratar o prevenir enfermedades autoinmunes, enfermedades inflamatorias, enfermedades metabólicas o enfermedades cancerosas. Reivindicación 1: Un compuesto representado por la fórmula (1) o una sal farmacéuticamente aceptable del mismo, en donde: R¹ se selecciona de F, Cl, Br, un grupo alquilo C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵃ y un grupo cicloalquilo C₃₋₈ sustituido por 0, 1, 2 ó 3 grupos Rᵃ; Y se selecciona de un grupo cicloalquilo C₄₋₆, un grupo bicicloalquilo C₆₋₉ y un grupo espiroalquilo C₆₋₉, todos los cuales están sustituidos por un grupo R², 0 ó 1 grupos R⁶ y 0, 1, 2 ó 3 grupos R⁷; R² se selecciona de -OH, -CO₂H, -SO₃H, -CONH₂, -SO₂NH₂, un grupo (alcoxi C₁₋₆)carbonilo sustituido por 0, 1, 2 ó 3 grupos Rᶜ, un grupo (alquil C₁₋₆)aminocarbonilo sustituido por 0, 1, 2 ó 3 grupos Rᶜ, un grupo alquilsulfonilo C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᶜ, un grupo alquilaminosulfonilo C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᶜ, un grupo (hidroxicarbonil)(alquilo C₁₋₃) sustituido por 0, 1, 2 ó 3 grupos Rᶜ, un grupo (alcoxi C₁₋₆)carbonil(alquilo C₁₋₃) sustituido por 0, 1, 2 ó 3 grupos Rᶜ, un grupo (alquil C₁₋₆)sulfonil(alquilo C₁₋₃) sustituido por 0, 1, 2 ó 3 grupos Rᶜ y un grupo (alquenil C₂₋₆)(alquilo C₁₋₃) sustituido por 0, 1, 2 ó 3 grupos Rᶜ; R⁶ y R⁷ se seleccionan en forma independiente de H, F, -OH, -NH₂, -CN, un grupo alquilo C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵇ y un grupo alcoxi C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵇ; R³ se selecciona de H, F, Cl, -CH₃ y -CF₃; R⁴ se selecciona de un grupo alquilo C₁₋₆ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (alquenil C₂₋₆)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (alquinil C₂₋₆)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (alcoxi C₁₋₆)(alquilo C₂₋₄) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (aril C₆₋₁₀)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᶠ, un grupo (heteroarilo de 5 a 10 miembros)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᶠ, un grupo cicloalquilo C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo cicloalquenilo C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (cicloalquil C₃₋₈)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (cicloalquenil C₃₋₈)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo heterocicloalquilo de 3 a 8 miembros sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ y un grupo (heterocicloalquilo de 3 a 8 miembros)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo espiroalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (espiroalquil C₆₋₉)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo espiroheteroalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo bicicloalquilo C₅₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (bicicloalquil C₅₋₉)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo heterobicicloalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, y un grupo (heterobicicloalquil C₆₋₉)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ; R⁵ se selecciona de un grupo arilo C₆₋₁₀ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rⁱ, un grupo heteroarilo de 5 a 10 miembros sustituido por 0, 1, 2, 3 ó 4 grupos Rⁱ, un grupo cicloalquilo C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rʲ, un grupo cicloalquenilo C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rʲ y un grupo heterocicloalquilo de 3 a 8 miembros sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rʲ; R⁸ y R⁹ se seleccionan en forma independiente de H, F, -OH, -NH₂, un grupo alquilo C₁₋₃ sustituido por 0, 1, 2 ó 3 grupos Rʰ, y un grupo alcoxi C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rʰ; o R⁸ y R⁹ juntos forman un grupo oxo o un grupo tioxo; R¹² es H; o R⁴ y R¹² juntos son -CRᵐRᵐ-CR¹³R¹⁴-CRᵐRᵐ- o -CR¹³R¹⁴-CRᵐRᵐ-CRᵐRᵐ- para formar un anillo pirrolidina; R¹³ se selecciona de H, un grupo alquilo C₁₋₆ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo arilo C₆₋₁₀ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᶠ, un grupo ariloxi C₆₋₁₀ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᶠ, un grupo (alquenil C₂₋₆)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (alquinil C₂₋₆)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (alcoxi C₁₋₆)(alquilo C₂₋₄) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ, un grupo (aril C₆₋₁₀)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᶠ, un grupo (heteroarilo de 5 a 10 miembros)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᶠ, un grupo cicloalquilo C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo cicloalquenilo C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (cicloalquil C₃₋₈)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (cicloalquenil C₃₋₈)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo heterocicloalquilo de 3 a 8 miembros sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ y un grupo (heterocicloalquilo de 3 a 8 miembros)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo espiroalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (espiroalquil C₆₋₉)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo espiroheteroalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo bicicloalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo (bicicloalquil C₅₋₉)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un grupo heterobicicloalquilo C₆₋₉ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, y un grupo (heterobicicloalquil C₆₋₉)(alquilo C₁₋₃) sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ; R¹⁴ se selecciona en forma independiente de H y un grupo alquilo C₁₋₆ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵉ; o R¹³ y R¹⁴ juntos forman un anillo cicloalcano C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, un anillo cicloalqueno C₃₋₈ sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ, o un anillo heterocicloalcano de 3 a 8 miembros sustituido por 0, 1, 2, 3, 4 ó 5 grupos Rᵍ; Rᵐ se selecciona en forma independiente de H, F, Cl, -CH₃ y -CF₃; Rᵍ y Rʲ se seleccionan en forma independiente de F, Cl, un grupo alquilo C₁₋₆, -OH, -CN, -NH₂, -NO₂, -CO₂H, un grupo alcoxi C₁₋₆, un grupo mono(alquil C₁₋₆)amino, un grupo di(alquil C₁₋₆)amino, -CF₃, un grupo alquileno C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rˡ, un grupo alquenileno C₂₋₆ sustituido por 0, 1, 2 ó 3 grupos Rˡ y un grupo oxo; Rᶠ y Rⁱ se seleccionan en forma independiente de F, Cl, Br, -OH, -CN, -NO₂, -CO₂H, un grupo alquilo C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo alquenilo C₂₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo alquinilo C₂₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo cicloalquilo C₃₋₈ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo alcoxi C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo cicloalquiloxi C₃₋₈ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, -SH, un grupo alquiltio C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo cicloalquiltio C₃₋₈ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo (alquil C₁₋₆)carbonilo sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo (alcoxi C₁₋₆)carbonilo sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo (alquil C₁₋₆)aminocarbonilo sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo heterocicloalquilo de 3 a 8 miembros sustituido por 0, 1, 2 ó 3 grupos Rᵏ, un grupo alquilsulfonilo C₁₋₆ sustituido por 0, 1, 2 ó 3 grupos Rᵏ, -NH₂, un grupo mono(alquil C₁₋₆)amino sustituido por 0, 1, 2 ó 3 grupos Rᵏ y un grupo di(alquil C₁₋₆)amino sustituido por 0, 1, 2 ó 3 grupos Rᵏ; y Rᵃ, Rᵇ, Rᶜ, Rᵉ, Rʰ, Rᵏ y Rˡ se seleccionan en forma independiente de F, un grupo alquilo C₁₋₄, -OH, -CN, -NO₂, -NH₂, -CO₂H, un grupo alcoxi C₁₋₆, un grupo mono(alquil C₁₋₆)amino, un grupo di(alquil C₁₋₆)amino, -CF₃ y un grupo oxo.
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CN112566901A (zh) | 2018-06-18 | 2021-03-26 | 詹森药业有限公司 | 作为RORγt的调节剂的苯基取代的吡唑类 |
CA3103771A1 (en) | 2018-06-18 | 2019-12-26 | Janssen Pharmaceutica Nv | 6-aminopyridin-3-yl pyrazoles as modulators of roryt |
JP2021529161A (ja) * | 2018-06-18 | 2021-10-28 | ヤンセン ファーマシューティカ エヌ.ベー. | RORγtのモジュレーターとしてのピリジニルピラゾール |
US11345666B2 (en) | 2018-06-18 | 2022-05-31 | Janssen Pharmaceutica Nv | Phenyl and pyridinyl substituted imidazoles as modulators of RORγT |
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