Could Mexamine (5-MeO-Tryptamine) have any psychotropic activity?

[/navarone/]

Good evening.

After a few studies/readings on amides and melatonin i found out that by hydrolysing melatonin you would get 5-MeO-Tryptamine.

Now it seems (according to A.Shulgin in 'TIKAL) that 5-MeO-DMT has a duration of about an hour or more (depending on the individual metabolism) at 2-3mg IV administration and the same amount of DET administered orlly has lasts from 3 to 4 hours.

Since hydrolysing melatonin is relatively easy if being carefull to not oxidate the molecule,i was wondeing would Mexamine have any 5-HT activity (especially 5-HT2)?

I've read that Mexamine is naturally biosynthesised in the pinela gland in small doses and is, in part responsable for the formation of dreams since 5-MeO-T acts as a full agonist at the 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors.

Could this molecule (at does higher than 5-meO-DMT obviously) be psychotropic?

Now its time for my melatonin + clonazepam + wiskey (with ice & orange slice) habbit so:

Good night, sweet dreams
'And may melatonin be with you' (LOL)

 

[Riemann Zeta]

I have a feeling that it would be too much of a full agonist--like alpha-methyl-HT--and would have all sorts of nasty side effects all over the body. For example, I notice that you left out the 5-HT3 receptor there...well get ready for a puke-a-thon. The loss of the N-dialkyl moiety drops the lipophilicity of the compound, so partitioning into the brian will not occur--that baby would be all over the place in high concentrations--and a bunch of serotonin all over the body is horribly irritating, until you get to a certain concentration, then your heart collapses and it ceases being so annoying.

 

[hugo24]

My old Merck Index says "Proposed as potentiator for hypnotics,sedatives.Claimed to be more active than serotonin. Farmakol. Toksikol. 26 (no. 1), 10 (1963) ".Sounds a bit weird,but TIHKAL mentions it also as potentiator for CNS drugs.

 

[The Monkey Mantra]

I don't buy the whole "partially responsible for dreams" crap. We're backing that up with what, exactly?

 

[MurphyClox]

Some basic indications (but of course no 100% proof) for psychotropic properties:

"5-Methoxytryptamine-induced head twitches in rats."
Przegalinski E; Zebrowska-Lupina I; Wojcik A; Kleinrok Z
Polish journal of pharmacology and pharmacy 1977, 29(3), p.253-61

Abstract

In rats pretreated with pargyline ip injection of 5-methoxytryptamine (5-MT), but not of 5-HT, produced characteristic head twitches. 5-HT receptor blocking agents (cyproheptadine, methergoline, mianserine, WA-335-BS, and methsergide) reduced the effect of 5-MT. These substances in doses 20-160 times higher than their ED50 in head twitch test did not antagonize the pinna reflex. 5-MT-induced head twitches were also inhibited by imipramine, morphine, phenoxybenzamine and aceperone. However, their ED50 were only 3-8 times below the doses necessary to inhibit the pinna reflex. Reserpine, phentolamine, spiroperidol, pimozide and LiCl did not modify head twitches produced by 5-MT, while PCPA even potentiated them. Our results suggest the 5-MT-induced head twitches are due to the activation of the central 5-HT mechanisms probably as a result of direct stimulation of 5-HT receptors by 5-MT. Antagonism of 5-MT-induced head twitches and the dissociation of doses effective in this test from those inhibiting the pinna reflex may be of value in the prediction of central 5-HT receptor blocking properties.

Peace! Murphy

 

[DL-ark]

To the person who said that there would be nausea, (I forgot to quote)...

5-MeOT Has no affinity for 5-HT3

 

[blueberries]

There was talk of this compound over at Longecity. I've been trying to find the thread but I cannot. What I do remember is that somebody smoked a melatonin pill in a bong to try to bypass the metabolism and somehow it was converted to mexamine resulting in a hazy deleriant-esque effect.

I've been avid about this compound ever since reading the thread but it has only been available via custom synth pathways so I've never had a chance to try it. If anyone has any more info on this compound I would love to hear about it.

It may have been on a thread regarding in vivo transformation of tryptophan to DMT but I can't be sure.

 

[DL-ark]

There was talk of this compound over at Longecity. I've been trying to find the thread but I cannot. What I do remember is that somebody smoked a melatonin pill in a bong to try to bypass the metabolism and somehow it was converted to mexamine resulting in a hazy deleriant-esque effect.

I've been avid about this compound ever since reading the thread but it has only been available via custom synth pathways so I've never had a chance to try it. If anyone has any more info on this compound I would love to hear about it.

It may have been on a thread regarding in vivo transformation of tryptophan to DMT but I can't be sure.

How did he know what he smoked turned into Mexamine.

 

[DL-ark]

Also i found this thing: http://herbs.mxf.yuku.com/topic/4069013/Mexamine-the-Dream-Molecule#.U0ds6vldV8E

 

[blueberries]

Ahhh, that's the one! Thanks!

 

[Hammilton]

To the person who said that there would be nausea, (I forgot to quote)...

5-MeOT Has no affinity for 5-HT3

You're replying to a post from 5 years ago by an author who hasn't posted in one year. And you don't even include a source? You may be right, but in another year when someone is playing Jesus and using this thread as Lazarus again this thread will be slightly worse because it'll lack actual evidence.

 

[Hammilton]

There was talk of this compound over at Longecity. I've been trying to find the thread but I cannot. What I do remember is that somebody smoked a melatonin pill in a bong to try to bypass the metabolism and somehow it was converted to mexamine resulting in a hazy deleriant-esque effect.

I've been avid about this compound ever since reading the thread but it has only been available via custom synth pathways so I've never had a chance to try it. If anyone has any more info on this compound I would love to hear about it.

It may have been on a thread regarding in vivo transformation of tryptophan to DMT but I can't be sure.

So someone smoked melatonin on cannabis and got really freaking high and concluded that he was creating some new compound? I think before it'll selectively lose the acetyl substitution that o-methyl group will be lost. Actually the whole molecule will probably pyrolyze.

I like how this conversion is taken as fact based upon the drugged experience of an idiot? This is someone smoking melatonin on cannabis, idiot is the right word here, no doubt. Taking his word based on that experience is stupider yet.

Sorry if this doesn't flow very well. Nodding on UEI and FST right now, and I'm about 5 hours late to bed.

 

[endotropic]

So someone smoked melatonin on cannabis and got really freaking high and concluded that he was creating some new compound? I think before it'll selectively lose the acetyl substitution that o-methyl group will be lost. Actually the whole molecule will probably pyrolyze.

I like how this conversion is taken as fact based upon the drugged experience of an idiot? This is someone smoking melatonin on cannabis, idiot is the right word here, no doubt. Taking his word based on that experience is stupider yet.

Sorry if this doesn't flow very well. Nodding on UEI and FST right now, and I'm about 5 hours late to bed.

I might not have used the same phrasing, but yes, smoking melatonin pills out of a bong is incredibly stupid and tells us nothing.

 

[DL-ark]

I agree, and the only way for 5-MeO-T to form from melatonin seems to be hydrolysis, which is impossible if you are just smoking out of a bong, unless you put drano or sulfuric acid in your water.

You're replying to a post from 5 years ago by an author who hasn't posted in one year. And you don't even include a source? You may be right, but in another year when someone is playing Jesus and using this thread as Lazarus again this thread will be slightly worse because it'll lack actual evidence.

Sorry, my source was wikipedia (im sorry) which has this source: http://www.ncbi.nlm.nih.gov/pubmed/2402303