89874-67-9Relevant academic research and scientific papers
Phenylazacycloalkanes useful in treating central nervous system disorders related to dopamine receptor activity.
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, (2008/06/13)
A compound of Formula I STR1 or a pharmaceutically acceptable salt thereof wherein n is 1 or 2; R1 and R2 are independently H (provided only one is H at the same time), --OH, CN, CH2 CN, 2-- or 4--CF3, CH2 CF3, CH2 CHF2, CH=CF2, (CH2)2 CF3, ethenyl, 2-propenyl, OSO2 CH3, OSO2 CF3, SSO2 CF3, COR, COOR, CON(R)2, SOx CH3 (where, x is 0-2), SOx CF3, O(CH2)x CF3, SO2 N(R)2, CH=NOR, COCOOR, COCOON(R)2, C1-8 alkyls, C3-8 cycloalkyls, CH2 OR, CH2 (R)2, NRSO2 CF3, NO2, halogen, a phenyl at positions 2, 3 or 4, thienyl, furyl, pyrrole, oxazole, thiazole, N-pyrroline, triazole, tetrazole or pyridine; R3 is hydrogen, CF3, CH2 CF3, C1 -C8 alkyl, C3 -C8 cycloalkyl, C4 -C9 cycloalkyl-methyl, C 2 -C8 alkenyl, C2 -C8 alkynyl, 3,3,3-trifluoropropyl, 4,4,4-trifluorobutyl, --(CH2)m --R5 (where m is 1-8), CH2 SCH3 or a C4 -C8 alkylene bonded to said nitrogen and one of its adjacent carbon atoms inclusive whereby a heterocyclic structure is formed; R4 and R are independently selected from hydrogen, CF3, CH2 CF3, 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; R5 is phenyl, phenyl (substituted with a CN, CF3, CH2 CF3, C1 -C8 alkyl, C3 -C8 cycloalkyl, C4 -C9 cycloalkyl-methyl, C2 -C8 alkenyl, C2 -C8 alkynyl), 2-thiophenyl, 3-thiophenyl, --NR6 CONR6 R7, or --CONR6 R7 ; R6 and R7 are independently hydrogen, C1 -C8 alkyl, C3 -C8 cycloalkyl, C4 -C9 cycloalkylmethyl, C2 -C8 alkenyl or C2 -C8 alkynyl; and with the proviso that when R1 is CN, R2 and R4 are H, R3 is n-Pr and n is 1, then such compound is a pure enantiomer, and when R1 or R2 is OH, halogen, CONH2 or alkyl, then R4 is not hydrogen. 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 functions and impotence.
Resolved 3-(3-Hydroxyphenyl)-N-n-propylpiperidine and Its Analogues: Central Dopamine Receptor Activity
Wikstroem, Hakan,Sanchez, Domingo,Lindberg, Per,Hacksell, Uli,Arvidsson, Lars-Erik,et al.
, p. 1030 - 1036 (2007/10/02)
Seven enantiomeric pairs of N-alkyl analogues of 3-(3-hydroxyphenyl)-N-n-propylpiperidine (3-PPP, 12) have been synthesized and evaluated pharmacologically (biochemistry and behavior) in order to examine their ability to interact with central dopamine (DA
