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AR073629A1 - BENZODIOXAN ANALOGS MODULATORS OF ADRENERGIC RECEPTORS ALFA 2C, PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM AND USE OF THE SAME TO TREAT RESPIRATORY, ALLERGIC, CARDIAC, PARKINSON AND / OR ALZHEIMER DISEASES, BETWEEN OTHERS - Google Patents

BENZODIOXAN ANALOGS MODULATORS OF ADRENERGIC RECEPTORS ALFA 2C, PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM AND USE OF THE SAME TO TREAT RESPIRATORY, ALLERGIC, CARDIAC, PARKINSON AND / OR ALZHEIMER DISEASES, BETWEEN OTHERS

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AR073629A1
AR073629A1 ARP090103841A ARP090103841A AR073629A1 AR 073629 A1 AR073629 A1 AR 073629A1 AR P090103841 A ARP090103841 A AR P090103841A AR P090103841 A ARP090103841 A AR P090103841A AR 073629 A1 AR073629 A1 AR 073629A1
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Abstract

Reivindicacion 1: Un compuesto representado por la formula (1) o una sal farmacéuticamente aceptable del mismo donde J1, J2, J3 y J4 son independientemente -N-, -N(O)-, o -C(R2)-; X es -C(R6)(R6')-, -N(R6')-, -O-, o -S-; W es -N(R14)-, -O- o -S-; - - - - - - es un enlace simple o doble, con la condicion de que no pueda haber dos enlaces dobles continuos; R1 es un anillo seleccionado del grupo constituido por cicloalquilo, cicloalquenilo, arilo, heterociclilo, heterociclenilo, y heteroarilo, cada uno de los cuales está opcionalmente sustituido con por lo menos un R12; R2 está ausente o independientemente seleccionado del grupo que consiste en H, halo, -CN, -NO2, -OH, -SF5, -OSF5, -S(O)pR7, -NR7R7', -[C(Ra)(Rb)]qYR7', -[C(Ra)(Rb)]qN(R7)YR7', -[C(Ra)(Rb)]qN(R7)CN, -[C(Ra)(Rb)]qO)YR7', -(CH2)qON=CR7R7', y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo y heterociclilalquilo sustituidos con por lo menos un R5; Y está seleccionado del grupo que consiste en un enlace, -C(=O)-, -C(=O)NR7-, -C(=O)O-, -C(=O)N(Rc)-O-, -C(=NR7)-, -C(=NOR7)-, -C(=NR7)NR7-, -C(=NR7)NR7O-, -C(=N-CN)-, -S(O)p-, -SO2NR7-, y -C(=S)NR7-; donde Ra y Rb son seleccionados en forma independiente del grupo constituido por H, alquilo, alcoxi, y halo, y Rc es H o alquilo; R3 es independientemente seleccionado del grupo conformado por H, -OH, halo, -CN, -NO2, -S(O)pR7, -NR7R7', -S(O)pNR7R7', y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo opcionalmente sustituidos con por lo menos un R5; R3' es independientemente seleccionado del grupo conformado por H, OH, halo, y alquilo, y alcoxi; o R3 y R3' pueden formar, juntos (=O), con la condicion de que, cuando n > 1, no haya más de 1 grupo (=O); R4 es independientemente seleccionado del grupo conformado por H, -OH, halo, -CN, -NO2, -SF5, -OSF5, -S(O)pR7, -NR7R7', -S(O)pNR7R7', -C(O)-R7, -C(O)-OR7, -C(O)-NR7, y (=O), y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo opcionalmente sustituido con por lo menos uno R5; R5 es independientemente seleccionado del grupo conformado por H, halo, - OH, -CN, -NO2, -SF5, -OSF5, -NR7R7', y -S(O)pR7, y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos uno (preferentemente de 1 a 5, más preferentemente de 1 a 3) sustituyentes halo, -OH, -CN, -NO2, -NR7R7', y S(O)pR7 y/o 1 o 2 grupos (=O); R6 es independientemente seleccionado del grupo conformado por H, -OH, halo, -CN, -NO2, -SF5, -OSF5, -S(O)pR7, -NR7R7', -S(O)pNR7R7', -C(O)-R10, -C(O)-OR10 y -C(O)-N(R7)R10, y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos uno de los sustituyentes halo, -OH, -CN, -NO2, -NR7R7', y -S(O)pR7 y/o 1 o 2 grupos (=O), y -C(=O)R7, -C(=O)OR7, -C(=O)NR7R7', -SO2R7 y -SO2NR7R7'; R6' es independientemente seleccionado del grupo conformado por H, -S(O)pR7, -S(O)NR7R7', -C(O)-R10, -C(O)-OR10, -C(O)-N(R7)R10 y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos uno de los sustituyentes halo, -OH, -CN, -NO2, -NR7R7', y -S(O)pR7 y/o 1 o 2 grupos (=O), Y -C(=O)R7, -C(=O)OR7, -C(=O)NR7R7', -SO2R7 y -SO2NR7R7'; o cuando X es -C(R6)(R6'), R6 y R6' juntos pueden formar (=O); R7 es independientemente seleccionado de! grupo conformado por H y grupos alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquilalquilo, cicloclenilo, ciclociclenilalquilo, arilo, arilalquilo, heterociclilo, heterociclilalquilo, hetrociclenilo, heterociclenilalquilo, heteroarilo, y heteroarilalquilo, cada uno de los cuales está opcionalmente sustituido una o más veces con R12; R7' es independientemente seleccionado del grupo conformado por H y grupos alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquilalquilo, cicloclenilo, cicloclenilalquilo, arilo, arilalquilo, heterociclilo, heterociclilalquilo, heterociclenilo, heterociclenilalquilo, heteroarilo, y heteroarilalquilo, cada uno de los cuales está opcionalmente sustituido una o más veces con R12; o a) cuando una variable es -NR7R7', -C(O)NR7R7' o -SO2NR7R7', R7 y R7' conjuntamente con el átomo de nitrogeno al cual están unidos forman independientemente un anillo heterociclilo, heterociclenilo o heteroarilo de 3 a 8 miembros, que tiene además del átomo N, 1 o 2 heteroátomos adicionales independientemente seleccionados del grupo que consiste en O, N, -N(R9)- y S, donde dichos anillos están opcionalmente sustituidos con 1 a 5 restos R12 independientemente seleccionados y/o 1 o 2 grupos (=O), o b) cuando una variable es -(CH2)qON=CR7R7', R7 y R7' junto con el átomo de carbono al cual están unidos forman de manera independiente un anillo de cicloalquilo, cicloalquenilo, arilo, heterociclilo, heterociclenilo o heteroarilo de 3 a 8 miembros, donde dichos anillos heterociclilo, heterociclenilo o heteroarilo tienen 1 a 3 heteroátomos que están independientemente seleccionados del grupo que consiste en O, N, -N(R9)- y S, donde dichos anillos están opcionalmente sustituidos con 1 a 5 restos R12 independientemente seleccionados y/o 1 o 2 grupos (=O); R8 es independientemente seleccionado del grupo conformado por H, -OH, halo, -CN, -NO2, -S(O)pR7, -NR7R7', -S(O)pNR7R7' y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo opcionalmente sustituido con por lo menos un R5; R9 es independientemente seleccionado del grupo conformado por H, -C(O)-R10, -C(O)-OR10, y -S(O)p-R10 y grupos alquilo, alquenilo, alquinilo, cicloalquilo, arilo, arilalquilo, heteroarilo, y heteroarilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos un sustituyente halo, -OH, -CN, -NO2, -N(R11)2, y -S(O)pR11 y/o 1 o 2 grupos (=O); y R10 es independientemente seleccionado del grupo constituido por H, y grupos alquilo, alquenilo, alquinilo, cicloalquilo, arilo, arilalquilo, heteroarilo, y heteroarilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos uno de los sustituyentes halo, -OH, -CN, -NO2, -N(R11)2, y -S(O)pR11 y/o 1 o 2 (=O); R11 es un resto independientemente seleccionado del grupo constituido por H y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos un sustituyente seleccionado del grupo constituido por halo, -OH, -CN, - NO2, -N(R11')2, y -S(O)pR11' y/o 1 o 2 grupos (=O); R11' es independientemente seleccionado del grupo conformado por H, alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo; R12 es independientemente seleccionado del grupo que consiste en H, halo, -OH, -CN, -NO2, -SF5, -OSF5, -N(R11)2, -C(O)-OR13, -C(O)-R13, -N(R13)-C(O)-R13, -N(R13)-C(O)2-R13, -C(O)-N(R11)2, -N(R14)-S(O)2-R11, -S(O)2-N(R11)2 y -S(O)pR11 y/o 1 o 2 grupos (=O), y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalquenilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroariloxi, heteroarilalquilo, heterociclilo, heterociclenilo, heterocicleniloxi, heterociclilalquilo, heterociclenilalquilo, arilalcoxi, heteroarilalcoxi, heterocicliIalcoxi, y heterociclenilalcoxi, cada uno de los cuales está opcionalmente sustituido, a su vez, con al menos un sustituyente seleccionado del grupo que consiste en H, alquilo, haloalquilo, halo, -OH, alcoxi opcionalmente sustituido , ariloxi opcionalmente sustituido, cicloalcoxi opcionalmente sustituido , heteroalcoxi opcionalmente sustituido, heterocicleniloxi opcionalmente sustituido, -CN, -NO2, -N(R11)2, y -S(O)pR11 y/o 1 o 2 grupos (=O ), donde dichos alcoxi opcionalmente sustituido, ariloxi, cicloalcoxi opcionalmente sustituido, heteroariloxi opcionalmente sustituido y heterocicleniloxi en caso de estar sustituidos, están sustituidos una o más veces (preferentemente de 1 a 5, más preferentemente de 1 a 3) con R11; R13 es independientemente H, alquilo, o arilo; R14 es seleccionado del grupo constituido por H, -C(O)-R10, -C(O)-OR10, -C(=O)-N(R7)(R7'), y -S(O)p-R10, -SO2-NR7R7' y grupos alquilo, alcoxi, alquenilo, alqueniloxi, alquinilo, cicloalquilo, cicloalcoxi, arilo, ariloxi, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, y heterociclilalquilo, cada uno de los cuales está opcionalmente sustituido con por lo menos uno de los sustituyentes halo, -OH, -CN, -NO2, -NR7R7', y -S(O)pR7 y/o 1 o 2 grupos (=O) y -C(=O)R7, -C(=O)OR7, -C(=O)NR7R7', -SO2R7 y -SO2NR7R7'; q es independientemente un numero entero de 0-10; n es 1 o 2; m es un numero entero de 1-3; p es independientemente un numero entero de 0-2; y w es independientemente un numero entero de 0-6, con la condicion de que, cuando X es O y W es NH, m es 1 y n es 1, luego R1 no puede ser fenilo.Claim 1: A compound represented by formula (1) or a pharmaceutically acceptable salt thereof wherein J1, J2, J3 and J4 are independently -N-, -N (O) -, or -C (R2) -; X is -C (R6) (R6 ') -, -N (R6') -, -O-, or -S-; W is -N (R14) -, -O- or -S-; - - - - - - is a single or double bond, with the proviso that there cannot be two continuous double bonds; R1 is a ring selected from the group consisting of cycloalkyl, cycloalkenyl, aryl, heterocyclyl, heterocyclynyl, and heteroaryl, each of which is optionally substituted with at least one R12; R2 is absent or independently selected from the group consisting of H, halo, -CN, -NO2, -OH, -SF5, -OSF5, -S (O) pR7, -NR7R7 ', - [C (Ra) (Rb) ] qYR7 ', - [C (Ra) (Rb)] qN (R7) YR7', - [C (Ra) (Rb)] qN (R7) CN, - [C (Ra) (Rb)] qO) YR7 ', - (CH2) qON = CR7R7', and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl and heterocyclylalkyl groups substituted with at least one R5; Y is selected from the group consisting of a link, -C (= O) -, -C (= O) NR7-, -C (= O) O-, -C (= O) N (Rc) -O- , -C (= NR7) -, -C (= NOR7) -, -C (= NR7) NR7-, -C (= NR7) NR7O-, -C (= N-CN) -, -S (O) p-, -SO2NR7-, and -C (= S) NR7-; where Ra and Rb are independently selected from the group consisting of H, alkyl, alkoxy, and halo, and Rc is H or alkyl; R3 is independently selected from the group consisting of H, -OH, halo, -CN, -NO2, -S (O) pR7, -NR7R7 ', -S (O) pNR7R7', and alkyl, alkoxy, alkenyl, alkenyloxy groups, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl optionally substituted with at least one R5; R3 'is independently selected from the group consisting of H, OH, halo, and alkyl, and alkoxy; or R3 and R3 'can form, together (= O), with the proviso that, when n> 1, there is no more than 1 group (= O); R4 is independently selected from the group consisting of H, -OH, halo, -CN, -NO2, -SF5, -OSF5, -S (O) pR7, -NR7R7 ', -S (O) pNR7R7', -C (O ) -R7, -C (O) -OR7, -C (O) -NR7, and (= O), and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl groups, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl optionally substituted with at least one R5; R5 is independently selected from the group consisting of H, halo, - OH, -CN, -NO2, -SF5, -OSF5, -NR7R7 ', and -S (O) pR7, and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl groups , cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl, each of which is optionally substituted with at least one (preferably 1 to 5, more preferably 1 to 3) halo substituents, -OH, -CN, -NO2, -NR7R7 ', and S (O) pR7 and / or 1 or 2 groups (= O); R6 is independently selected from the group consisting of H, -OH, halo, -CN, -NO2, -SF5, -OSF5, -S (O) pR7, -NR7R7 ', -S (O) pNR7R7', -C (O ) -R10, -C (O) -OR10 and -C (O) -N (R7) R10, and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl groups, heterocyclyl, and heterocyclylalkyl, each of which is optionally substituted with at least one of the halo substituents, -OH, -CN, -NO2, -NR7R7 ', and -S (O) pR7 and / or 1 or 2 groups (= O), and -C (= O) R7, -C (= O) OR7, -C (= O) NR7R7 ', -SO2R7 and -SO2NR7R7'; R6 'is independently selected from the group consisting of H, -S (O) pR7, -S (O) NR7R7', -C (O) -R10, -C (O) -OR10, -C (O) -N ( R7) R10 and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl groups, each of which is optionally substituted with at least one of the substituents halo, -OH, -CN, -NO2, -NR7R7 ', and -S (O) pR7 and / or 1 or 2 groups (= O), Y -C (= O) R7, -C (= O) OR7 , -C (= O) NR7R7 ', -SO2R7 and -SO2NR7R7'; or when X is -C (R6) (R6 '), R6 and R6' together can form (= O); R7 is independently selected from! group consisting of H and alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloclenyl, cyclocyclylalkyl, aryl, arylalkyl, heterocyclyl, heterocyclylalkyl, heterocyclynyl, heterocyclylalkyl, heteroaryl, and heteroaryl groups, each of which is optionally substituted with one or more times. R12; R7 'is independently selected from the group consisting of H and alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloclenyl, cycloclenylalkyl, aryl, arylalkyl, heterocyclyl, heterocyclylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl groups, and optionally each of which is one of substituted one or more times with R12; or) when a variable is -NR7R7 ', -C (O) NR7R7' or -SO2NR7R7 ', R7 and R7' together with the nitrogen atom to which they are attached independently form a 3- to 8-membered heterocyclyl, heterocyclyl or heteroaryl ring , which in addition to the atom N, 1 or 2 additional heteroatoms independently selected from the group consisting of O, N, -N (R9) - and S, wherein said rings are optionally substituted with 1 to 5 independently selected R12 moieties and / or 1 or 2 groups (= O), or b) when a variable is - (CH2) qON = CR7R7 ', R7 and R7' together with the carbon atom to which they are attached independently form a cycloalkyl, cycloalkenyl, aryl ring , 3 to 8-membered heterocyclyl, heterocyclyl or heteroaryl, wherein said heterocyclyl, heterocyclyl or heteroaryl rings have 1 to 3 heteroatoms that are independently selected from the group consisting of O, N, -N (R9) - and S, wherein said rings are optionally substituted with 1 to 5 independently selected R12 residues and / or 1 or 2 groups (= O); R8 is independently selected from the group consisting of H, -OH, halo, -CN, -NO2, -S (O) pR7, -NR7R7 ', -S (O) pNR7R7' and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl groups , cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclyl alkyl optionally substituted with at least one R5; R9 is independently selected from the group consisting of H, -C (O) -R10, -C (O) -OR10, and -S (O) p-R10 and alkyl, alkenyl, alkynyl, cycloalkyl, aryl, arylalkyl, heteroaryl groups , and heteroarylalkyl, each of which is optionally substituted with at least one halo substituent, -OH, -CN, -NO2, -N (R11) 2, and -S (O) pR11 and / or 1 or 2 groups (= O); and R10 is independently selected from the group consisting of H, and alkyl, alkenyl, alkynyl, cycloalkyl, aryl, arylalkyl, heteroaryl, and heteroarylalkyl groups, each of which is optionally substituted with at least one of the halo substituents, -OH , -CN, -NO2, -N (R11) 2, and -S (O) pR11 and / or 1 or 2 (= O); R 11 is a moiety independently selected from the group consisting of H and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl groups, each of which is optionally substituted with at least one substituent selected from the group consisting of halo, -OH, -CN, -NO2, -N (R11 ') 2, and -S (O) pR11' and / or 1 or 2 groups (= O); R 11 'is independently selected from the group consisting of H, alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl; R12 is independently selected from the group consisting of H, halo, -OH, -CN, -NO2, -SF5, -OSF5, -N (R11) 2, -C (O) -OR13, -C (O) -R13 , -N (R13) -C (O) -R13, -N (R13) -C (O) 2-R13, -C (O) -N (R11) 2, -N (R14) -S (O) 2-R11, -S (O) 2-N (R11) 2 and -S (O) pR11 and / or 1 or 2 groups (= O), and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkenyl groups , cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroaryloxy, heteroarylalkyl, heterocyclyl, heterocyclynyl, heterocyclyloxy, heterocyclylalkyl, heterocyclylalkyl, arylalkoxy, heteroarylalkoxy, heterocyclyl at least one-and-one, at least one-and-one heterocycle, a substituent selected from the group consisting of H, alkyl, haloalkyl, halo, -OH, optionally substituted alkoxy, optionally substituted aryloxy, optionally substituted cycloalkoxy, optionally substituted heteroalkoxy, optionally substituted heterocyclynyloxy, -CN, -NO2, -N (R11) 2, and -S (O) pR11 and / or 1 or 2 groups (= O), wherein said optionally substituted alkoxy, aryloxy, optionally substituted cycloalkoxy, optionally substituted heteroaryloxy and heterocyclyloxy if substituted, are substituted one or more times (preferably 1 to 5, more preferably 1 a 3) with R11; R13 is independently H, alkyl, or aryl; R14 is selected from the group consisting of H, -C (O) -R10, -C (O) -OR10, -C (= O) -N (R7) (R7 '), and -S (O) p-R10 , -SO2-NR7R7 'and alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, cycloalkoxy, aryl, aryloxy, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, and heterocyclylalkyl groups, each of which is optionally substituted with at least one of the halo substituents, -OH, -CN, -NO2, -NR7R7 ', and -S (O) pR7 and / or 1 or 2 groups (= O) and -C (= O) R7, -C (= O ) OR7, -C (= O) NR7R7 ', -SO2R7 and -SO2NR7R7'; q is independently an integer from 0-10; n is 1 or 2; m is an integer of 1-3; p is independently an integer from 0-2; and w is independently an integer from 0-6, with the proviso that, when X is O and W is NH, m is 1 and n is 1, then R1 cannot be phenyl.

ARP090103841A 2008-10-07 2009-10-06 BENZODIOXAN ANALOGS MODULATORS OF ADRENERGIC RECEPTORS ALFA 2C, PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM AND USE OF THE SAME TO TREAT RESPIRATORY, ALLERGIC, CARDIAC, PARKINSON AND / OR ALZHEIMER DISEASES, BETWEEN OTHERS AR073629A1 (en)

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