AR035498A1 - Compuestos de imidazol condensado con arilo o heteroarilo como agentes anti-inflamatorios y analgesicos, su uso en la preparacion de medicamentos, intermediarios para su preparacion y composiciones farmaceuticas que los contienen - Google Patents
Compuestos de imidazol condensado con arilo o heteroarilo como agentes anti-inflamatorios y analgesicos, su uso en la preparacion de medicamentos, intermediarios para su preparacion y composiciones farmaceuticas que los contienenInfo
- Publication number
- AR035498A1 AR035498A1 ARP010104879A ARP010104879A AR035498A1 AR 035498 A1 AR035498 A1 AR 035498A1 AR P010104879 A ARP010104879 A AR P010104879A AR P010104879 A ARP010104879 A AR P010104879A AR 035498 A1 AR035498 A1 AR 035498A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- halo
- substituted
- amino
- Prior art date
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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
- A61K31/4164—1,3-Diazoles
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
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Abstract
Compuesto de fórmula (1) o las sales farmacéuticamente aceptables del mismo, en la que Y1, Y2, Y3 o Y4 se seleccionan independientemente entre N, CH o C(L); R1 es H, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-7, alcoxi C1-8, alcoxi C1-8 sustituido con halo, alquil C1-8-S(O)m-, Q1-, pirrolidinilo, piperidilo, oxopirrolidinilo, oxopiperidilo, amino, mono- o di-(alquil C1-8) amino, alquil C1-4-C(=O)-N(R3)- o alquil C1-4-S(O)m-N(R3)-, estando dichos alquilo C1-8, alquenilo C2-8 y alquinilo C2-8 opcionalmente sustituidos con halo, alquilo C1-3, hidroxi, oxo, alcoxi C1-4, alquil C1-4-S(O)m-, cicloalquilo C3-7, ciano, indanilo, 1, 2, 3, 4-tetrahidronaftilo, 1,2-dihidronaftilo, pirrolidinilo, piperidilo, oxopirrolidinilo, oxopiperidilo, Q1-, Q1-C(=O)-, Q1-O-, Q1-S(O)m-, Q1-alquilo C1-4-O-, Q1- alquilo C1-4-S(O)m-, Q1-alquilo C1-4-C(O)-N(R3)-, Q1-alquilo C1-4-N(R3)- o alquilo C1-4-C(O)-N(R3)-; Q1 es un anillo aromático monocíclico o bicíclico de 5 a 12 miembros que contiene opcionalmente hasta 4 heteroátomos seleccionados entre O, N y S, y que está opcionalmente sustituido con halo, alquilo C1-4, alquilo C1-4 sustituido con halo, hidroxi, alcoxi C1-4, alcoxi C1-4 sustituido con halo, alquil C1-4-tio, nitro, amino, mono- o di(alquil C1-4)amino, ciano, HO-alquil C1-4, alcoxi C1-4- alquilo C1-4, alquil C1-4-sulfonilo, aminosulfonilo, alquil C1-4-C(=O)-, HO(O=)C-, alquil C1-4-O(O=)C-, R3N(R4)C(=O)-, alquil C1-4-sulfonilamino, cicloalquilo C3-7, R3C(=O)N(R4)- o NH2(HN=)C-; A es un anillo aromático monocíclico de 5-6 miembros que contiene opcionalmente hasta 3 heteroátomos seleccionados entre O, N y S, estando dicho anillo aromático monocíclico de 5-6 miembros opcionalmente sustituido con hasta 3 sustituyentes seleccionados entre halo, alquilo C1-4- alquilo C1-4 sustituido con halo, hidroxi, alcoxi C1-4, alcoxi C1-4 sustituido con halo, alquil C1-4-tío, nitro, amino, mono- o di-(alquil C1-4)amino, ciano, HO-alquilo C1-4, alcoxi C1-4-alquilo C1-4, alquil C1-4-sulfonilo, aminosulfonilo, acetilo, R3N(R4)C(=O)-, -HO(O=)C-, alquilo C1-4-O(O=)C-, alquil C1-4-sulfonilamino, cicloalquilo C3-7, R3C(=O)N(R4)- y NH2(NH=)C-; B es alquileno C1-6 sustituido con halo, cicloalquileno C3-7, alquileno C2-6, alquinileno C2-6, -O-alquileno C1-5, alquileno C1-2-O-alquileno C1-2 o alquileno C1-6 opcionalmente sustituido con un grupo oxo o alquilo C1-3; W es NH, N-alquilo C1-4, O, S, N-OR5 o un enlace covalente; R2 es H, alquilo c1-4, OH o alcoxi C1-4; Z es un anillo aromático monocíclico o bicíclico de 5 a 12 miembros que contiene opcionalmente hasta 3 heteroátomos seleccionados entre O, N y S, estando dicho anillo aromático monocíclico o bicíclico de 5 a 12 miembros opcionalmente sustituido con halo, alquilo C1-4, alquilo C1-4 sustituido con halo, alquenilo C1-4, alquinilo C1-4, hidroxi, alcoxi C1-4, alcoxi C1-4 sustituido con halo, alquil C1-4-tío, nitro amino, mono- o di-(alquil C1-4) amino, ciano, HO-alquil C1-4, alcoxi C1-4-alquilo, alquil C1-4-sulfonilo, aminosulfonilo, alquil C1-4-C(=O)-, R3C(=O)N(R4)-, HO(O=)C-, alquil C1-4-O(O=)C-, alquil C1-4-sulfonilamino, cicloalquilo C3-7, NH2(HN=)C-, Q2-S(O)m-, Q2-O-, Q2-N(R3)-o Q2-; L es halo, alquilo C1-4, alquilo C1-4 sustituido con halo, hidroxi, alcoxi C1-4, alcoxi C1-4 sustituido con halo, alquil C1-4-tio, nitro, amino, mono-o di- (alquil C1-4) amino, ciano, HO-alquilo C1-4, alcoxi C1-4-alquilo C1-4, alquil C1-4-sulfonilo, aminosulfonilo, alquil C1-4-C(=O)-, HO(O=)C-, alquil C1-4-O(O=)C-, alquil C1-4-sulfonilamino, cicloalquilo C3-7, R3C(=O)N(R4)-, NH2(HN=)C-, R3N(R4)C(=O)-, R3N(R4)S(O)m-, Q2-, Q2-C(=O)-, Q2-O-, Q2-alquilo C1-4-O, o dos grupos L adyacentes están unidos opcionalmente entre sí formando una cadena alquileno que tiene 3 o 4 miembros, en la que uno o dos átomos de carbono (no adyacentes) se ha reemplazado opcionalmente por átomos de oxígeno; m es 0, 1 o 2; R3 y R4 se seleccionan independientemente entre H y alquilo C1-4; R5 es H, alquilo C1-4, alquilo C1-4-(O=)C- o alquilo C1-4-O-(O=)C-; y Q2 es un anillo aromático monocíclico o bicíclico de 5-12 miembros, o un anillo tricíclico de 5-12 miembros, que contiene opcionalmente hasta 3 heteroátomos seleccionados entre O, N y S, estando dicho anillo aromático monocíclico o bicíclico de 5-12 miembros opcionalmente sustituido con halo, alquilo C1-4, alquilo C1-4 sustituido con halo, alquenilo C1-4, alquinilo C1-4, hidroxi, alcoxi C1-4, alcoxi C1-4 sustituido con halo, alquil C1-4-tio, nitro, amino, mono- o di(alquil C1-4) amino, ciano, HO-alquilo C1-4, alcoxi C1-4-alquilo C1-4, alquil C1-4-sulfonilo, aminosulfonilo, alquil C1-4-(O=)C-, R3(R4)C(=O)-N-, HO(O=)C-, alquilo C1-4-O(O=)C-, alquil C1-4-sulfonilamino, cicloalquilo C3-7, alquil C1-4-C(=O)-NH- o NH2(NH=)C-. Estos compuestos son útiles para el tratamiento de afecciones médicas mediadas por prostaglandinas tales como dolor, fiebre o inflamación, etc. También se proporciona una composición farmacéutica que comprende el compuesto anterior y el uso de este compuesto en la preparación de medicamentos para el tratamiento de condiciones mediadas por prostaglandinas e intermediarios útiles en su fabricación.
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