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1-phenyl-2-methylamino cyclohexane

wungchow

wungchow

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I don't know the correct stereochemistry, but this compound is basically fencamfamine without the bridging carbon atom on the 6-membered ring.

140px-Fencamfamine.png


Think the effects would be similar?
 
wungchow said:
I don't know the correct stereochemistry, but this compound is basically fencamfamine without the bridging carbon atom on the 6-membered ring.

140px-Fencamfamine.png


Think the effects would be similar?
Click to expand...

check the Fencamfamine patent it is mentioned there. it was made by substituting butanediene for cyclopentadiene in the reaction.

V
 
fastandbulbous said:
From what I've read, then yes although I can't speak from experience as I've only tried fencamfamine and not 2-phenylcyclohexylamine (same applies for 2-phenylcyclopentylamine)
Click to expand...

the interesting thing is that FCF which I have also tried and love BTW, is a secondary amine 2-phenyl cyclopentylamine is a primary amine but still active, I wonder if the secondary amine possibly a N-ethyl or N-propyl will be fun?
 
notably the corresponsing "non-bridged" cyclohexylamine would be more precisely 1-phenyl-2-ethylaminocyclohexane or N-ethyl-3-phenyl-cyclohexan-2-amine

i wonder what the differences were that this was not pursued and FCF was found markedly superior for a pharma..perhaps simply not quite a anorexiogenic

certainly many seem to find FCF one of the most pleasant stims ever developed
 
LuxEtVeritas said:
notably the corresponsing "non-bridged" cyclohexylamine would be more precisely 1-phenyl-2-ethylaminocyclohexane or N-ethyl-3-phenyl-cyclohexan-2-amine

i wonder what the differences were that this was not pursued and FCF was found markedly superior for a pharma..perhaps simply not quite a anorexiogenic

certainly many seem to find FCF one of the most pleasant stims ever developed
Click to expand...

I really wish I knew, FCF had the highest theraputic index of the bridged series, and the N-methyl was 4 times more toxic but other than that I really don't know perhps it is to do with ease of synth??. cypenamine went a long way but I dont think it was marketed.
FCF seems to have some of its action reversed by mu antagonists so perhaps this is something to do with it. it is fairly mild but soooo smooooth.
 
well, i tried the compound. felt similar to methylphenidate, very euphoric, much less body load however. effects lasted 4-5 hours (oral administration, parachuted 100mg of the powder.)

seems like this could be a candidate 'stimulant of the future'...
 
Wow, nice to hear, been interested myself. When comparing to methylphenidate, do you find mph very euphoric also?
 
vecktor said:
the interesting thing is that FCF which I have also tried and love BTW, is a secondary amine 2-phenyl cyclopentylamine is a primary amine but still active, I wonder if the secondary amine possibly a N-ethyl or N-propyl will be fun?
Click to expand...

The compound 2-phenyl-N-ethylcyclopentylamine would be the most obvious candidate. The fencamfamine structure contains both 2-phenylcyclopentylamine & 2-phenylcyclohexylamine if you study it, it'sd just the methylene bridge gives id conformational stability (none of this boat/chair flipping lark you see with cyclohexane rings!)
 
vecktor said:
I really wish I knew, FCF had the highest theraputic index of the bridged series, and the N-methyl was 4 times more toxic but other than that I really don't know perhps it is to do with ease of synth??. cypenamine went a long way but I dont think it was marketed.
FCF seems to have some of its action reversed by mu antagonists so perhaps this is something to do with it. it is fairly mild but soooo smooooth.
Click to expand...

Do you have any references for the putative mu agonism? If this is true, trisubstituting the amine might result in something like lefetamine.
 
^If you happen to have the article would you be willing to email it to me? I don't have access to ScienceDirect.
 
If this is true, trisubstituting the amine might result in something like lefetamine.
Click to expand...

Weirdly enough, I found one paper on PubMed (just the abstracts) classifying fencamfamine as a non-amphetamine psychomotor stimulant, despite it containing the Ph-C-C-N skeleton, with substitution on the alpha-carbon.

Definitely a strange drug (but probably the stimulant I've liked better than any other, by a fair way at that)
 
fastandbulbous said:
Weirdly enough, I found one paper on PubMed (just the abstracts) classifying fencamfamine as a non-amphetamine psychomotor stimulant, despite it containing the Ph-C-C-N skeleton, with substitution on the alpha-carbon.

Definitely a strange drug (but probably the stimulant I've liked better than any other, by a fair way at that)
Click to expand...
can you post the link to the pubmed abstract, is this a paper from 1991 comparing FCF to amp and cocaine??
FCF is really interesting because it is primarily a DRI but somehow it has release activity something like 10% of amp but combine that with potent reuptake inhibition (extracelluar DA is rapidly increased) and other whatever other mechanisms it has, makes something really nice.

cheers
V
 
Er, well, no, but I can tell you how I found it! Just typed 'fencamfamine' in the PubMed search engine - it only brought up 40 odd hits.

It's not the comparison paper you mention, but one purely about the p/col & toxicology of fencamfamine
 
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