NEW CENTRALLY ACTING SUBSTITUTED PHENYLAZACYCLOALKANES

• Main Authors: WIKSTROM, HAKAN VILHEM, BOIJE, ANNA MARIA PERSDOTTER, SONESSON, CLAS AKE, HANSSON, LARS OLOR, SVENSSON, KJELL ANDERS IVAN, CARLSSON, PER ARVID EMIL, WATERS, ROSS NICHOLAS, STJERNLOF, NILS PETER, ANDERSSON, BENGT RONNY
• Format: Patent
• Language: English; French
• Published: 14.02.2006
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

A compound of formula (I), or a pharmaceutically acceptable salt thereof wherein n is 0-3; R1 and R2 are independently H (provided only one is H at the same time), -OH (provided R4 is other than hydrogen), CN, CH2CN, 2- or 4-CF3, CH2CF3, CH2CHF2, CH=CF2, (CH2)2CF3, ethenyl, 2-propenyl, OSO2CH3, OSO2CF3, SSO2CF3, COR4, COOR4, CON(R4)2, SO x CH3 (where, x is 0-2), SO x CF3, O(CH2)x CF3, SO2N(R4)2, CH=NOR4, COCOOR4, COCOON(R4)2, C1-8 alkyls, C3-8 cycloalkyls, CH2OR4, CH2(R4)2, NR4SO2CF3, NO2, halogen, a pheny l at positions 2, 3 or 4, thienyl, furyl, pyrrole, oxazole, thiazole, N-pyrroline, triazole, tetrazole or pyridine; R3 is hydrogen, CF3, CH2CF3, C1-C8 alkyl, C3-C8 cycloalkyl, C4-C9 cycloalkyl-methyl, C2-C8 alkenyl, C2-C8 alkynyl, 3,3,3- trifluoropropyl, 4,4,4-trifluorobutyl, -(CH2)m-R5 (where m is 1-8), CH2SCH3 or a C4-C8 alkyl bonded to said nitrogen and one o f its adjacent carbon atoms inclusive to form a cyclic structure; R4 is independently hydrogen, CF3, CH2CF3, C1-Cg alkyl, C3- C8 cycloalkyl, C4-C9 cycloalkyl-methyl, C2-C8 alkenyl, C2-C8 alkynyl, 3,3,3-trifluoropropyl, 4,4,4-trifluorobutyl, - (CH2)m-R5 where m is 1-8; R5 is phenyl, phenyl (substituted with a CN, CF3, CH2CF3, C1-C8 alkyl, C3-C8 cycloalkyl, C4-C9 cycioalkyl-methyl, C2-C8 alkenyl, C2-C8 alkynyl), 2-thiophenyl, 3-thiophenyl,-NR6CONR6R7, or -CONR6R7; R6 and R7 are independently hydrogen, C2-C8 alkyl, C3-C8 cycloalkyl, C4-C9 cycloalkyimethyl, C2-C8 alkenyl or C2-C8 alkynyl; an d with the proviso that when R1 is 2-CN or 4-CN, R2 is H, R3 is n-Pr and n is 1 or 3 then such compound is a pure enantiomer. The formula (I) compounds possess selective pharmacological properties and are useful in treating central nervous system disorders related to dopamine receptor activity including depression symptoms, geriatric disorders in the improvement of mental and motor functions, schizophrenia, narcolepsy, MBD, obesitas, and disturbances of sexual functio ns and impotence.