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Some stimulants based off aMT and MDA

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some awesome name

Greenlighter
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Hello

I've been wondering about the activity of a couple of structural aMT isomers. They are probably better seen as amphetamines.

The first one is a structural isomer of aMT
1-(1H-indol-5-yl)propan-2-amine
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This is the only compound out of these i think has been made and assayed, it's wikipedia article is http://en.wikipedia.org/wiki/5-(2-Aminopropyl)indole

The second one is a structural isomer of aMT too, it's the same as the one above, but with the nitrogen at the 6 position.

1-(1H-indol-6-yl)propan-2-amine
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The third is like MDA, but with the oxygens substituted with nitrogens,

1-(2,3-dihydro-1H-benzimidazol-5-yl)propan-2-amine
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The last one is much simpler, and i think we should look at aMT first
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Now if we look at it as an amphetamine analogue, we'll see that it has a pyrrole instead of an benzene, and then the benzene ring as a substitution. I'm thinking what would happen if then benzene ring wasn't there, could we have another simple amphetamine like drug.

It's name would be
1-(1H-pyrrol-3-yl)propan-2-amine
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Now what kind of activity would these drugs have?

I'm thinking number one would be a relatively selective serotonin releaser, just like 5-APB.

Number 2 would maybe be more like MDA, eg. being a releaser of serotonin, dopamine, and noradrenaline, in somewhat equal ammounts.

Number 3 i don't know enough to predict the activity, but maybe it would be an mdma like drug.

number 4 i don't know enough to predict the activity either, maybe it would be an amphetamine like drug.

I would like very much to hear your thoughts about these drugs, and if you have any info about them please share, especially number 1 seem to have been made and assayed, but i can't find much about it.

Also what do you think the difference between the saturated and unsaturated versions of them.

Hope we will get smarter from this
 
having a H-bond donor on the phenyl ring is a no-no... (get rid of the N-H's)
 
http://en.wikipedia.org/wiki/Alpha-methylhistamine

This is the fourth drug. It is not a stimulant, rather a sedative, due to its affinity for the compensating H3 receptor, activation of which reduces the release of histamine, serotonin, norepinephrine, and acetylcholine.

The third is an aminal and will hydrolyse rapidly to the dianiline. It is at best inactive, at worst carcinogenic.

The indoles are probably active -- the first is in TiHKAL, the second is mentioned, but not tested. However, the second was not tested because the first was disappointing.

5-IT, which, at 20 milligrams orally, is a long-lived stimulant producing increased heart-rate, anorexia, diuresis, and slight hyperthermia for about twelve hours.
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Unfortunately, it's not so easy to come up with an active drug as simply sticking an isopropylamine on a ring.
 
Xamkou said:
Ironic that I should stumble across this.

Chemical 1, also known as "5-(2-Aminopropyl)indole" is about to take off big time!

See report here: http://www.drugs-forum.com/forum/showthread.php?t=172223

Should hit the RC market in a big way in the next 6-8 weeks :)
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Sounds gross, I think I recall it's supposed to be like AMT but more toxic.

Anyway, closing this thread, use the big thread for drawing pretty pictures if you want to talk about this

"Came as a red brick coloured like powder"
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It's good to see the world's most skilled organic chemists are working hard on the drugs of the future. Soon they will master concepts such as "recrystallization" and "TLC".
 
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