2,3,4,4a-tetrahydro-1h-pyrazino(1,2-a)quinoxalin-5(6h)one...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) A61K 31/495 (2006.01) A61P 25/00 (2006.01) C07D 221/00 (2006.01) C07D 241/00 (2006.01)

Patent

CA 2351385

This invention provides compounds of formula (I), and enantiomers thereof, wherein R is hydrogen or alkyl of 1-6 carbon atoms; R' is hydrogen, alkyl of 1- 6 carbon atoms, acyl of 2-7 carbon atoms, or aroyl; R1, R2, R3, and R4 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, halogen, trifluoroalkyl, -CN, alkyl sulfonamide of 1-6 carbon atoms, alkyl amide of 1-6 carbon atoms, amino, alkylamino of 1-6 carbon atoms, dialkylamino of 1-6 carbon atoms per alkyl moiety, trifluoroalkoxy of 1-6 carbon atoms, acyl of 2-7 carbon atoms, or aroyl; X is CR5R6 or a carbonyl group; R5 and R6 are each, independently, hydrogen or alkyl of 1-6 carbon atoms; or a pharmaceutically acceptable salt thereof, with the proviso that at least one of R1, R2, R3, or R4 are not hydrogen; which are 5HT2C receptor agonists useful for the treatment of disorders involving the central nervous system such as obsessive-compulsive disorder, depression, anxiety, schizophrenia, migraine, sleep disorders, eating disorders, obesity, type II diabetes, and epilepsy.

L'invention concerne des composés de la formule (I) et des énantiomères desdits composés, qui s'utilisent comme agonistes du récepteur 5HT¿2C? utiles pour le traitement de troubles affectant le système nerveux central, tels que le trouble obsessionnel-compulsif, la dépression, l'anxiété, la schizophrénie, la migraine, les troubles du sommeil, les troubles de l'alimentation, l'obésité, le diabète de type II, ou l'épilepsie. Dans ladite formule (I), R est hydrogène ou un alkyle de 1 à 6 atomes de carbone; R' est hydrogène, un alkyle de 1 à 6 atomes de carbone, un acyle de 2 à 7 atomes de carbone, ou aroyle; R¿1?, R¿2?, R¿3? et R¿4? sont chacun, indépendamment, hydrogène, un alkyle de 1 à 6 atomes de carbone, un alcoxy de 1 à 6 atomes de carbone, halogène, trifluoroalkyle,CN, un alkylsulfonamide de 1 à 6 atomes de carbone, un alkylamide de 1 à 6 atomes de carbone, amino, un alkylamino de 1 à 6 atomes de carbone, un dialkylamino de 1 à 6 atomes de carbone par fraction d'alkyle, un trifluoroalcoxy de 1 à 6 atomes de carbone, un acyle de 2 à 7 atomes de carbone, ou aroyle; X est CR¿5?R¿6? ou un groupe carbonyle; R¿5? et R¿6? sont chacun, indépendamment, hydrogène ou un alkyle de 1 à 6 atomes de carbone; ou leur sel pharmaceutiquement acceptable, à condition qu'au moins R¿1? ou R¿2? ou R¿3? ou R¿4? ne soit pas hydrogène.

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