N&PD Moderators: Skorpio
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aced126
Bluelighter
I think the indane derivative could have more serotonergic activity than the tetralin one, although both will probably not be as potent as mephedrone. I don't think they will have much DA activity as well.
The nitrogen can't rotate so will probably not be in the right conformation for good activity.aced126
Bluelighter
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?
flying-potato
Greenlighter
Could that work?
I think sulfur double bond would led to a very unstable molecule. Maybe sulfured phenmetrazine analog would have a better chance to be stable enough.
@Aced126
I just asked myself about 2-amino-1-tetralone derivative activity.
Dresden
Bluelighter
Soulfake, I like more than half of your above indole creations (the ones in the first two columns). Still haven't figured out what, exactly, your fascination with the pyridinyl-3-(C=O)-R functional group is all about (except its somewhat similar structural relationship to nicotine?) but anyway, good work!Dresden
Bluelighter
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.)Dresden
Bluelighter
Could that work?
I don't see why not. I mean, yes, it might smell bad or be toxic, but I don't see why it wouldn't be stable. As far as I know, the R-(C=S)-R' functional group is known and isolable in many cases. If anyone knows of any reason why it wouldn't be stable, please do share. And if thione based drugs such as this one (which could be called thia-MDPV, using replacement nomenclature) don't turn out to be too toxic and/or noxious, I think I would probably rather have this one, which I named ENNIS (like PENIS without the "P" but with an extra "N") 10 years ago when I was in solitary confinement, off my gourd, for 3 months for disorderly conduct coming off a huge crack and IV cocaine bender and wrote reams of books of Kekule structures and cartoons which my mother later threw away. Anyway, here it is:
ENNIS aka 2-methylamino-1-phenylpropan-1-thione
On the other hand, roi and aced126, all these tetralin and indan "amides" with an extra methylene group (R-CH2-R') between the carbonyl [R-(C=O)-R'] and the amine (R-NH-R') look completely specious to me. My gut feeling may be wrong about that, but if so, please prove me wrong about it by posting the structure (if possible) and name or applicable link of one or more known such compounds. Thanks.
Also, all the tetralins and indans I know of get 2nd or 3rd rate reviews, and 2-aminotetralin is known to causes seizures (usually accompanied by trips to the emergency room where the best doctor there is pretty much guaranteed to know fuck all about what you actually took, even when or if you tell him or her) when taken at dosages of 100mg or above. Why bother?
2-aminotetralin
According to the published literature (which is not always right!!!), it substitutes or partially substitutes (can't remember which) in rats anyway for amphetamine at something like 6x or 8x the minimum dose required for the rodents to recognize amphetamine but causes seizures in humans at 100mg or above if they read this finding and cook up their own batch, which someone did. Don't do it!Dresden
Bluelighter
thanks, I sometimes feel like drawing one molecule for fun and end up drawing more and more.
I mainly thought of the pyridine group as a simple unit for a pro-drug. It is used for example in Picamilon to enhance gaba-uptake across the blood-brain barrier and generally improve it´s pharmaceutical effects so I thought it could interact positively with other substances too.
a few fencamfamine derivatives, the first one´s are only positional isomers so I think some of them could have potential as alternatives.
Raihiar
Greenlighter
some time ago i was handed a little anti-drug educational pamphlet, which, to be honest, was relatively well written and avoided most stereotypical propaganda / catch phrases etc.
in this i stumbled over a drawing of a molecule, that i have never seen before - and sadly it was just the picture, no text
It's got the 2c- backbone, but a very strange (uncommon, at least) group on the 4-position
here's the picture, maybe someone can shed a little light on it, and if it is not known yet, count it as my submission of a random molecule ^^

roi
Bluelighter
neurotic
Bluelighter
Roi's pethidine/PCP hybrid got me thinking about this and its lactone and butyrolactone analogues. These last two i assume haven't been made yet. Don't wanna draw them cuz it's too much of a hassle on the phone. Opioid active may be?neurotic
Bluelighter

oh and sorry if i brought up something from a past for some reason you're trying to forget or something. i tend to do that. but i'm seriously amazed.
i was gonna try thinking of a few different PCP analogues but after that thread i'll leave it alone lol
btw aced you mentioned something about desoxypipradrol analogues and amphetamine SAR earlier (just saw that post now). what if pipradrol and co follow a different SAR? i thought they were more phenidate/cocaine like drugs, which do have a different/specific site on DAT and stuff... idk