AR108356A1 - Derivados aromáticos de sulfonamida - Google Patents

Derivados aromáticos de sulfonamida

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Publication number
AR108356A1
AR108356A1 ARP170101138A ARP170101138A AR108356A1 AR 108356 A1 AR108356 A1 AR 108356A1 AR P170101138 A ARP170101138 A AR P170101138A AR P170101138 A ARP170101138 A AR P170101138A AR 108356 A1 AR108356 A1 AR 108356A1
Authority
AR
Argentina
Prior art keywords
alkyl
haloalkyl
halogen
alkoxy
represents hydrogen
Prior art date
Application number
ARP170101138A
Other languages
English (en)
Inventor
Lishchynskyi Anton Dr
Hardaker Elizabeth Dr
Osmers Maren Dr
Henrik Dahllf
Koch Markus Dr
Herbert Simon Anthony Dr
Bruer Nico Dr
Cleve Arwed Dr
Mesch Stefanie Dr
Werner Stefan Dr
Original Assignee
Bayer Pharma AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Pharma AG filed Critical Bayer Pharma AG
Publication of AR108356A1 publication Critical patent/AR108356A1/es

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    • 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
    • A61K31/4418—Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
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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
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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
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    • 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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    • A61K31/495—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
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/17—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
    • C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/40—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
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Abstract

Sulfonamidas aromáticas sustituidas, composiciones farmacéuticas y combinaciones que comprenden dichos compuestos y el uso de dichos compuestos para la fabricación de una composición farmacéutica para el tratamiento o la profilaxis de una enfermedad. Reivindicación 1: Un compuesto de fórmula (1) caracterizado porque: X representa C-R²ᵃ o N; R¹ representa un grupo seleccionado entre el grupo de fórmulas (2), donde * indica el punto de unión de dicho grupo con el resto de la molécula; R² representa fenilo o heteroarilo, donde dichos grupos fenilo o heteroarilo están opcionalmente sustituidos entre una y tres veces con R¹¹, en forma independiente en cada caso iguales o diferentes entre sí, o están sustituidos una vez con R¹¹ᵃ y opcionalmente una o dos veces con R¹¹, en forma independiente en cada caso iguales o diferentes entre sí, o están sustituidos con dos sustituyentes R¹¹ adyacentes que representan juntos un grupo metilendioxi para formar un anillo de 5 miembros; R²ᵃ representa hidrógeno, ciano, nitro, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo; R²ᵇ representa hidrógeno, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo; R²ᶜ representa hidrógeno, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo, donde no menos que uno de R²ᵃ, R²ᵇ y R²ᶜ representa hidrógeno; R³ representa hidrógeno o fluoro; R⁴ representa hidrógeno, fluoro, metilo o OH; R⁵ representa hidrógeno o C₁₋₃-alquilo; R⁶ representa halógeno, ciano, nitro, OH, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi o F₃CS-; R⁶ᵃ y R⁶ᵇ son iguales o diferentes y representan, en forma independiente entre sí, respectivamente, R⁶ᵃ hidrógeno, halógeno, hidroxi, nitro, ciano, C₁₋₄-alquilo, C₃₋₆-cicloalquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, HO-(C₂₋₄-alcoxi)-, (C₁₋₄-alcoxi)-(C₂₋₄-alcoxi)-, R⁹R¹⁰N-, R⁸-C(O)-NH-, R⁸-C(O)-, R⁸-O-C(O)-, R⁹R¹⁰N-C(O)- o (C₁₋₄-alquil)-SO₂-; R⁶ᵇ hidrógeno, halógeno, hidroxi, nitro, ciano, C₁₋₄-alquilo, C₃₋₆-cicloalquilo, C₁₋₄-haloalquilo, C₁₋₄-haloalcoxi, HO-(C₂₋₄-alcoxi)-, (C₁₋₄-alcoxi)-(C₂₋₄-alcoxi)-, R⁹R¹⁰N-, R⁸-C(O)-NH-, R⁸-C(O)-, R⁸-O-C(O)-, R⁹R¹⁰N-C(O)- o (C₁₋₄-alquil)-SO₂-; o R⁶ᵃ y R⁶ᵇ adyacentes entre si representan juntos un grupo seleccionado entre -O-CH₂-CH₂-, -O-CH₂-O- o -O-CH₂-CH₂-O-; R⁷ᵃ y R⁷ᵇ son iguales o diferentes y representan, en forma independiente entre sí, hidrógeno, hidroxi, halógeno, C₁₋₄-alquilo o C₁₋₄-haloalquilo; R⁸ representa, en forma independiente en cada instancia, C₁₋₆-alquilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₃₋₆-cicloalquilo o C₁₋₄-haloalquilo; R⁹ y R¹⁰ son iguales o diferentes y representan, en forma independiente entre sí, hidrógeno, C₁₋₄-alquilo, C₃₋₆-cicloalquilo, C₁₋₄-haloalquilo o (CH₃)₂N-C₁₋₄-alquilo o junto con el átomo de nitrógeno al cual están unidos forman un anillo heterocíclico que contiene nitrógeno de entre 4 y 6 miembros, donde dicho anillo contiene opcionalmente un heteroátomo adicional seleccionado entre O, S, NH, NRᵃ en donde Rᵃ representa un grupo C₁₋₆-alquilo o C₁₋₆-haloalquilo y está opcionalmente sustituido, entre una y tres veces, en forma independiente en cada caso, con halógeno o C₁₋₄-alquilo; R¹¹ representa, en forma independiente en cada caso, halógeno, hidroxi, nitro, ciano, C₁₋₄-alquilo, C₂₋₄-alquenilo, C₁₋₄-haloalquilo, C₁₋₆-hidroxialquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, (C₁₋₄-alcoxi)-(C₁₋₄-alquilo)-, (C₁₋₄-haloalcoxi)-(C₁₋₄-alquilo)-, R⁹R¹⁰N-(C₁₋₄-alquilo)-, R⁹R¹⁰N-, R⁸-C(O)-NH-, R⁸-C(O)-, R⁸-O-C(O)-, R⁹R¹⁰N-C(O)-, (C₁₋₄-alquil)-S- o (C₁₋₄-alquil)-SO₂-; R¹¹ᵃ representa un grupo seleccionado entre C₃₋₆-cicloalquilo, morfolino, o un restos del grupo de fórmulas (3) donde * indica el punto de unión de dicho grupo con el resto de la molécula; R¹² representa, en forma independiente en cada caso, halógeno, hidroxi, nitro, ciano, C₁₋₄-alquilo, C₂₋₄-alquenilo, C₁₋₄-haloalquilo, C₁₋₄-hidroxialquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, (C₁₋₄-alcoxi)-(C₂₋₄-alquilo)-, (C₁₋₄-haloalcoxi)-(C₂₋₄-alquilo)-, R⁹R¹⁰N-, R⁸-C(O)-NH-, R⁸-C(O)-, R⁸-O-C(O)-, R⁹R¹⁰N-C(O)- o (C₁₋₄-alquil)-SO₂-; n representa 0, 1, 2 ó 3; o un N-óxido, una sal, un hidrato, un solvato, un tautómero o un estereoisómero de dicho compuesto, o una sal de dicho N-óxido, tautómero o estereoisómero. Reivindicación 19: Un intermediario de fórmula (4), (5), (6) ó (7) donde R² representa fenilo o heteroarilo, donde dichos grupos fenilo o heteroarilo están opcionalmente sustituidos entre una y tres veces con R¹¹, en forma independiente en cada caso iguales o diferentes entre sí, o están sustituidos una vez con R¹¹ᵃ y opcionalmente una o dos veces con R¹¹, en forma independiente en cada caso iguales o diferentes entre sí, o están sustituidos con dos sustituyentes R¹¹ adyacentes que representan juntos un grupo metilendioxi para formar un anillo de 5 miembros; R²ᵃ representa hidrógeno, ciano, nitro, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo; R²ᵇ representa hidrógeno, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo; R²ᶜ representa hidrógeno, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo, donde no menos que uno de R²ᵃ, R²ᵇ y R²ᶜ representa hidrógeno. Reivindicación 20: Un intermediario de la fórmula (8) donde R¹ representa un grupo seleccionado entre el grupo de fórmulas (2), donde * indica el punto de unión de dicho grupo con el resto de la molécula en donde R⁶, R⁶ᵃ, R⁶ᵇ, R⁷ y R⁷ᵇ tienen los significados definidos en la reivindicación 1; R²ᵃ representa hidrógeno, ciano, nitro, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo; R²ᵇ representa hidrógeno, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo; R²ᶜ representa hidrógeno, halógeno, C₁₋₂-alquilo o C₁₋₂-haloalquilo, donde no menos que uno de R²ᵃ, R²ᵇ y R²ᶜ representa hidrógeno; R³ representa hidrógeno o fluoro; R⁴ representa hidrógeno, fluoro, metilo o OH; W representa un grupo amino que está opcionalmente sustituido con un grupo protector (por ejemplo, (dimetilamino)metileno o 2,4-dimetoxibencilo); V representa cloro o bromo.
ARP170101138A 2016-05-03 2017-05-03 Derivados aromáticos de sulfonamida AR108356A1 (es)

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