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I Like to Draw Pictures of Random Molecules

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Aminoindanes were alright, apparently tetralins decreased seizure threshold, what about aminobenzocycloheptanes?

6-amino-benzocycloheptane.png


2%2C3-methylenedioxy-5-oxo-6-pyrrolidinyl-benzocycloheptane.png
 
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DotChem said:
can4vas_zps9gzuje5a.png





thefirst one should be pretty close to "cyclized" mephedrone. or pyrovalerone w/alfa methyl susbtitution?
Click to expand...

First one looks quite like a cyclised hybrid of phentermine (an appetite suppressant, much less potent by mass than amphetamine itself) and mephedrone, yeah. It does indeed increase locomotor activity, as mentioned in the abstract. In the second one the amine is too far away to interact with its residue, so stimulant properties would not be observed.
 
aced126 said:
First one looks quite like a cyclised hybrid of phentermine (an appetite suppressant, much less potent by mass than amphetamine itself) and mephedrone, yeah. It does indeed increase locomotor activity, as mentioned in the abstract. In the second one the amine is too far away to interact with its residue, so stimulant properties would not be observed.
Click to expand...
Close to the aminoindanones you mentioned but with a pyrolidine. how do they compare prolintane?
 
roi said:
Oxolane.png


GBL-style 1,4-BD prodrug. Sadly causes cancer.
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this is an awful prodrug for GBL/BDO - in fact the commercial synthesis starts from BDO (catalytic dehydration over metal cat.) also the price is close to 100x more

THF is in fact used as a solvent, I work with it sometimes, it's a bastard ether (miscible with water)
 
Nagelfar said:
Dbgk3.jpg


tri-cyclic spirocentric cocaine analog
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Aromaticity lost; beware of lost binding interactions. Look at the drop in potency of methamphetamine to propylhexedrine.
Also that connection from the N back to the ring is likely to be highly strained and would pull the nitrogen back out of its optimal place possibly.
 
2CD-FX, a 2CD prodrug

%5B2%E2%80%90(2%2C5%E2%80%90dimethoxy%E2%80%904%E2%80%90methylphenyl)ethyl%5D(furan%E2%80%902%E2%80%90%20ylmethyl)methylamine.png


Furfenorex, an MA prodrug.



The major metabolic routes of furofenex in vitro were N-demethylation and N-defurfurylation which produced 1-phenyl-2-(N-furfuryl-amino)propane (furfurylamphetamine) and methamphetamine, respectively.
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Inoue et al.

This should lead to 2CD and N-furfutyl-amino-2CD (which should yield again 2CD??? if not active itself and also apparently p-HO-2CDFX which I dunno about)
 
aced126 said:
Aromaticity lost; beware of lost binding interactions. Look at the drop in potency of methamphetamine to propylhexedrine.
Also that connection from the N back to the ring is likely to be highly strained and would pull the nitrogen back out of its optimal place possibly.
Click to expand...

I dunno, the tricyclics with the bridge from the N8-pos. to the phenyl3-pos. have *higher* affinity (@ least for SERT, some across the board)
 
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