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Ringed Mescaline Analogue/Chemical Masturbation Thread

haha

you can't do trifluoromethylation with CF3I by nucleophilic substitution ! It require inderect methods !

I think that puttin a trifluoromethyl at the position 1 (idea from MGS ) can reduce the ability of bindind to the receptor... the trifluoro methyl is very electro-attractive and must be used in a zone where you would turn it extreme lipophile. (eq the trifluoromethyl in the 2C-TFM)
 
amoleculekj0.png


ooo comments?
 
Why the 5 membered ring? I'd be very interested in the first structure i've drawn. The other one was made by nichols and found to have very low affinity for the 5ht-2a receptor so it would be nice to see if the tryptamine analog works.
 

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remember the begining of this thread? do you think it would have the same potency increase here.
i didnt want to throw any methoxy groups or anything because im not sure if it would act more as a phen or a tryptamine and ive heard that things in the 6 and 7 position are not good for tryps

the symmetry is also prity rad
 
Oh ok, those compounds only have the 5-membered ring fused to the aromatic though, with the six-membered ring in your compound the additional 5-membered ring is probably unnecessary, since it won't really affect the position of the amine.
 
Okay, I'll bite. What do think about a heterocyclic version of TMA or TMA-2. Although, I guess I'm kind of cheating if I use 2,4,5-trimethoxy positioning instead of 3,4,5-trimethoxy, right?

If I had to bet, I'd say that the alpha-ethyl analogue would be slightly less of a mindfuck psychedelic and a little more empathogenic, if it produced an effect at all.
 

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Riemann Zeta said:
Okay, I'll bite. What do think about a heterocyclic version of TMA or TMA-2. Although, I guess I'm kind of cheating if I use 2,4,5-trimethoxy positioning instead of 3,4,5-trimethoxy, right?

If I had to bet, I'd say that the alpha-ethyl analogue would be slightly less of a mindfuck psychedelic and a little more empathogenic, if it produced an effect at all.
Click to expand...

given the unsubstituted benzodifuranyl aminopropane without anything at the 8 position (corresponding to the 4 position of a phenethylamine) is active I would lay money on the 8 methoxy (TMA 2 pattern) benzodifuran being highly active.

the benzodifuran analogues of 345 PEAs are not too potent from what I remember, nichols made the benzodifuran analogue of mescaline, I think though the activity was much reduced as retaining the 345 pattern and building it into a difuran system locks the oxygen lone pairs into an unfavourable syn orientation.
a benzofuran rather than a benzodifuran is probably the answer to making active rigid analogues with the equivalent to the 345 PEA pattern.
 
I read this title and thought 'wow a chemical that makes you cum without doing anything'

Thread does not deliver.
 
lol^

hey i was just thinking about how indole looks like a double ring version of n-methyl-phenethylamine and was wondering if you took n-methyl-tryptamine and did the same sort of thing, connecting the methyl part to the 4 position of the indole ring so there are now 3 rings, what classification of molecule that would be? i would post a picture of what ive got in mind but for some reason the internet/my computer isnt leting me get images from paint to the web :\
 
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yes but just a six sided ring instead of seven

and maybe with some group off of the alpha or beta position
also the idea of that with an oxygen in between the 4 position and N
 
but if its a six membered ring you cant have an oxygen between the ring and nitrogen, you'd have to lose one of the carbons of the ethylamine chain, and it would no longer be a tryptamine.
 
what would it be if it wasnt a tryptamine?

and i was saying with the picture you had with the oxygen. i suppose 'that' was too vague a word, my bad
 
it would be a gramine derivative. as for the Ar-O-N i expect the weak O-N bond would be readily cleaved in the body, though i have no evidence for this.
 
Compounds of Interest to Me:

2-methylamino-1-(2-napthalyl)propane hcl.
3,4-dichloromethamphetamine hcl.
3-methoxyamphetamine hcl.
4-(n)-amyl-3,5-dimethoxyphenethylamine hcl.
2-[methyl/ethyl/or(n)-propyl]-4,5-methylenedioxy[N-methyl]amphetamine hcl.
3,4-DMA hcl.
N-ethylamphetamine hcl.
2-benzylpiperidine hcl.
2-piperonylpiperidine hcl.
N-methyl-2-benzylpyrrolidine hcl.
N-methyl-2-piperonylpyrrolidine hcl.
all of the 2c's and DOx's with a 2-H instead of a 2-MeO.

I sure there are others.. :(

Update: I just mostly re-read Pihkal and found the some more 3,4,5's I've never had but would like.

from Pihkal (old compounds):
3,4,5-trimethoxyphenethylamine hcl.
3-ethoxy-4,5-dimethoxyphenethylamine hcl.
4-ethoxy-3,5-dimethoxyphenethylamine hcl.
4,5-dimethoxy-3-methylthiophenethylamine hcl.
3,5-dimethoxy-4-methylthiophenethylamine hcl.
4-ethylthio-3,5-dimethoxyphenethylamine hcl.
3-ethylthio-4,5-dimethoxyphenethylamine hcl.

And, wrapping up my Christmas 2007 A.D. wish list, 2 more novel compounds I'm interested in:

3,4,5-trichlororphenethylamine hcl.
and
5-methoxy-3,4-trimethylenephenylisopropylamine hcl.
 
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