Couldn't find any benzylpiperidine
2-benzylpiperidine raises NE levels to the same extent of d-amph, with very little effect on DA. I wonder how pyrrolidine derivatives would behave in vivo. Maybe adding groups which could possibly increase serotonergic activity could make it a possible antidepressant?
aced126,
I like your 2-benzylpyrrolidine structure above. It wouldn't surprise me if it was super potent except that I also had high hopes for 2-benzylpiperidine (below) until people who tried it said it was a dud. Adding an oxo [Ar-(C=O)-R] or carbomethoxy [R-CO2CH3] group on the methylene bridge between the pyrrolidine and benzene rings may be necessary for psychostimulatory activity (see illustrations at the bottom of this post).
2-benzylpiperidine
If you're looking for entactogenic versus solely stimulatory activity, then slapping on a 3,4-methylenedioxy unit on the phenyl ring (yes, it's a cliched substitution but for good reason) would be required the way I see it, and even then it's somewhat of a long shot:
1-(3,4-methylenedioxyphenyl)-1-(2-pyrrolidinyl)-methane
1-carbomethoxy-1-phenyl-1-(2-pyrrolidinyl)-methane
1-phenyl-1-(2-pyrrolidinyl)-methanone
And, just for kicks:
1-(3,4-methylenedioxyphenyl)-1-(2-pyrrolidinyl)-methanone
Could this last one be the future legal research chemical "molly"? lol
If so, let's hope it's better than methylone:
1-(1,3-benzodioxole-5-yl)-2-methylaminopropan-1-one [to be rigorous] or 2-methylamino-1-(3,4-methylenedioxyphenyl)-propan-1-one [to use the more common prefix] aka "methylone"
(Yeah, I know I hate on methylone and bupropion too much, but they are just so inferior to other, better phenethanamines.)