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Entactogens/Entheogens of the Future.

I was thinking about stimulants (so I know this should technically go in the stimulant thread but it leads into an entactogen discussion) and was going to ask if anyone knew about

C-Indan-1-yl-methylamine
 

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Couldn't find any information on the above compound ^ other than what google had to offer.

The actual links provides no information but the entry in google reads:

AMINOINDANE DERIVATIVES AS SEROTONIN AND NOREPINEPHRINE UPTAKE ...... dioxol-5-yl-indan-1-yl) ethylamine,Trans- (3-Benzo [1,3] dioxol-5-yl-indan-1-yl) methylamine,Cis- (3-Benzo [1, 3] dioxol-5-yl-indan-1-yl) methylamine, ...

and these are some seriously cool looking compounds 8o ... (Who knows they might just be seroxat v.2 but still look interesting.)
 

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Reminisant B said:
I was thinking about stimulants (so I know this should technically go in the stimulant thread but it leads into an entactogen discussion) and was going to ask if anyone knew about

C-Indan-1-yl-methylamine
Click to expand...

parent compound of nichols rigid side chain mescaline. would almost bet money that the related '3,4 methylenedioxy' compound is interesting.
 
Do you mean the one below? Was it in the same Nichols paper as the bromo-dragonfly paper?
 

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Nichols did a paper on those, except for htr2a agonists, not for the purposes of being any good for binding to SErT.
1-Aminomethylbenzocycloalkanes: conformationallyrestricted hallucinogenic phenethylamine analogues.

It was found that the (R) enantiomer of 1-aminomethyl(5-bromo-3,6-dimethoxy)benzocyclobutane was the most potent htr2A agonist they've found to date, IIRC (3,6 and 5 is odd numbering because of the cyclobutane ring - the methoxy substituents are in the usual 2,5- positions, and the electrophillic halogen/other thing is in the usual 4 position).

Enclose that 2/3-methoxy in a furan ring like in the dragonfly series (it's a Hemi-FLY!) and you'd make it even more potent.

I wouldn't think these would be particvularly interesting if you put a 3,4-MD ring in there in place of the other psychedelic-promoting substituents - it would probably be trippy but not really any good as an empathogen!

An indan derivative though - perhaps. I'll agree with vecktor in that it'd be interesting. MDAI is interesting, so SAR indicates that indan deriv. would be too :) .
 
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IMO 4-FA is pretty damn good. But dosage is kinda high, and considering how little is known I guess I would be more than a little hesitant to make it a habit.
 
Proceed with extreme caution.

3-carboxaldehyde-methamphetamine.
4-carboxaldehyde-methamphetamine.

All amphetamines are said to be neurotoxic.
 
but to answer the question.

1-(2,5-dimethoxy-4-bromophenyl)-2-amino-2-methyl-ethene hcl.
1-(2,5-dimethoxy-4-ethylphenyl)-2-amino-2-methyl-ethene hcl.

Just 2 suppositions at this point.
 
Did the isopropyl analogs of the 2CT series get made? We already discussed a sulfur pentaflouride species to the 2CT's 4 position. I think people generally thought it would be interesting, but adding such a group would be a bit of a bitch.
BTW, wouldn't this be an interesting ketamine analog...

image


ketamine_sml.jpg
 
bydefinition said:
1-(2,5-dimethoxy-4-bromophenyl)-2-amino-2-methyl-ethene hcl.
1-(2,5-dimethoxy-4-ethylphenyl)-2-amino-2-methyl-ethene hcl.

Just 2 suppositions at this point.
Click to expand...

No such creatures, the C=C bond would rearrange to the imine & hydrolyse leaving the ring substituted phenylacetone (benzyl methyl ketone)
 
No, 2C-T-4, according to wiki it's not an isopropyl amine. It is dissociative, though, which is very interesting indeed. I will state it again, the sulfur pentafluoride looks like it could be a winner.
 
haribo1 said:
No, 2C-T-4, according to wiki it's not an isopropyl amine. It is dissociative, though, which is very interesting indeed. I will state it again, the sulfur pentafluoride looks like it could be a winner.
Click to expand...

I think we are speaking of different things here. You first asked for an isopropyl analogue.

Do you mean an isopropylamine ie phenylisopropylamine...the outdated way of refering to amphetamine?

Or do you refer to a 2C-T with an isoproyl group somewhere on the structure?

If that is the case, the entire aleph series fits the bill for the former, while 2C-T-4 and aleph-4 fit the latter.
 
morninggloryseed said:
I think we are speaking of different things here. You first asked for an isopropyl analogue.

Do you mean an isopropylamine ie phenylisopropylamine...the outdated way of refering to amphetamine?

Or do you refer to a 2C-T with an isoproyl group somewhere on the structure?

If that is the case, the entire aleph series fits the bill for the former, while 2C-T-4 and aleph-4 fit the latter.
Click to expand...

to be pedantic aleph 4 fits both the former and the latter.
 
morninggloryseed said:
I think we are speaking of different things here. You first asked for an isopropyl analogue.

Do you mean an isopropylamine ie phenylisopropylamine...the outdated way of refering to amphetamine?

Or do you refer to a 2C-T with an isoproyl group somewhere on the structure?

If that is the case, the entire aleph series fits the bill for the former, while 2C-T-4 and aleph-4 fit the latter.
Click to expand...

Yes, I meant the 3-carbon chain with the amine off the beta carbon AKA amphetamine skeleton. Sorry for not making it clear...
 
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