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Hexacyclic indole Tryps, naptha-analogic Tryps

Hi i'm new here but have been lurking for years :)

I think it does make sense to look at agomelatine as both a tryptamine and melatonin analogue, because it has affinity for 5HT2c and 5HT2b, and low affinity for 5HT2a and 5HT1a, it acts as an antagonist though.

Also i think we're talking about the 2-(naphthalen-1-yl)ethanamines, because that's what would make most sense as a tryptamine analogue, and in what dread drew the propanamine is in the same place as the 1-yl's.

I think the napthylaminopropane was just mentioned because it's close to the these tryptamine analogues, but i agree that it's best viewed as an amphetamine.

Wouldn't the dihydroquinolin analogue make more sense to make? The same as the naphthalene but with a amine in roughly the same position as in indole.

Actually i have some leftover agomelatine, would be funny to see if i could decarboxylate(you can do that right) it and make the 5-meo-dmt analogue.

Also i wanted to do a 3d overlay over dmt and it's 1-yl analogue, what program could i use for this?
 
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Someone a while ago posted some studies on the binding of drugs at the 5-HT2a receptor. The indolic nitrogen and 5-methoxy group on 5-MeO DMT correspond roughly with the 2 and 5 methoxies on 2C drugs. I don't know what removing the nitrogen there will do for potency.
 
I don't know what removing the nitrogen there will do for potency.
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Probably nothing good.

The indolic nitrogen and 5-methoxy group on 5-MeO DMT correspond roughly with the 2 and 5 methoxies on 2C drugs.
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That's only half right. The 5-methoxy on 5-meo-DMT corresponded to 5-methoxy on 2c:s, but the indolic nitrogen binds to a different residue than the 2c:s 2-methoxy.
 
some awesome name said:
Also i wanted to do a 3d overlay over dmt and it's 1-yl analogue, what program could i use for this?
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Capable but unfortunately not free of cahrge is CambridgeSoft's Chem3D, or for convenient usage, the whole ChemOffice package. Even more expensive are e.g. Accelrys' Discovery Studio or MOE by The Chemical Computing Group.

Alternatives free of charge are available, too, but IIRC, they were much more annoying to use by the ambitious hobbyist (command-line interface, some only supported Linux, ...).

This list could be helpful.


Peace! - Murphy
 
MurphyClox said:
Capable but unfortunately not free of cahrge is CambridgeSoft's Chem3D, or for convenient usage, the whole ChemOffice package. Even more expensive are e.g. Accelrys' Discovery Studio or MOE by The Chemical Computing Group.

Alternatives free of charge are available, too, but IIRC, they were much more annoying to use by the ambitious hobbyist (command-line interface, some only supported Linux, ...).

This list could be helpful.


Peace! - Murphy
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Thanks a lot murphy, not just for this post but from all the other posts i've read by you in the past. <3
 
Oh really? Thanks for the flowers! :)

Sorry to tell you though that I'm just leaving, I mean, entirely. Reasons ... well ... are complicated.



PEACE! Murphy over and out


Edit: I felt that I needed to adress some final words, which can be read here.
 
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MurphyClox said:
Oh really? Thanks for the flowers! :)

Sorry to tell you though that I'm just leaving, I mean, entirely. Reasons ... well ... are complicated.



PEACE! Murphy over and out
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NOO!!
First F&B and now you man?
Scheiße! Your rantings actually where more useful to my universal (well ehm farmacological) growth than my father's useless and hysterical preachings.
Well I guess everybody just 'grows out of it' someday, (or gets pushed out of it)
You broke my balls quite a few times but thats cool afterall.

Anyway without being to 'outtopicly' melodrammatic, the issues carcinogenic with naphtyl compounds do not always count in case of strategically substituted naphyl drugs.

There have been heany concerns about carcinogenic issues with naphyrone and JHW-018 in the past (murphy has got a quite good post about naphtalene carcinogenic metabolism somewhere but I can't be fucked to scavenge for it) but that does not seem to apply to all naphy containing compounds eg: Naproxen a common anti-inflammatory drug.

A DMT like version fo agomelatine COULD be feasable though i hardly doubt there would be any written evidence about it's recreational and pharmacological activity.

Anyone dares to make some and play dice with it?
I hardly doubt.
 
@Murphy
ADD isn't going to be the same without your robot/computer-like capability to hunt down and pull up information when no one else is capable (or tried). Especially that atropine opioid binding data question, truly appreciate it. Thanks for everything!
 
/navarone/ said:
Anyone dares to make some and play dice with it?
I hardly doubt.
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The 5-meo-dmt analogue should be easy to make from agomelatine the same way you make dmt from tryptophan, and i do have some agomelatine left, 5-meo-dmt sounds scary though so i'm not sure if i'm up for doing it though. :(
 
some awesome name said:
The 5-meo-dmt analogue should be easy to make from agomelatine the same way you make dmt from tryptophan, and i do have some agomelatine left, 5-meo-dmt sounds scary though so i'm not sure if i'm up for doing it though. :(
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5-MeO-DMA you mean ;)...well some hydrolysis could work but there would still be a risk of de-methylizing the ether group.
I'm no chemestry expert BTW.
F&B could answer this or MurphyClox.....But as you know they made their decisions so one of the few who could shed some light on this would be either 'seep' or 'nuke' (the coolest female on planet Earth).

With all respect to the BL non-synthesis policy.
 
/navarone/ said:
5-MeO-DMA you mean ;)...well some hydrolysis could work but there would still be a risk of de-methylizing the ether group.
I'm no chemestry expert BTW.
F&B could answer this or MurphyClox.....But as you know they made their decisions so one of the few who could shed some light on this would be either 'seep' or 'nuke' (the coolest female on planet Earth).

With all respect to the BL non-synthesis policy.
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I don't see what you mean by the 5-meo-dma, should the a stand for agomelatine? because that would be wrong, since it wouldn't have the acetyl on the nitrogen anymore.

Or maybe you're seeing something i'm not, i'm on a quite heavy cocktail of drugs atm, that involves 2c-e, gbl, pregabalin, alcohol, and some valium and nitrazepam from yesterday. =D
 
He's meaning 5-MeO-DMT... In the Rhodium drug synthesis archive at Erowid there is a recipe for making 5-MeO-DMT from melatonin, and the synthetic process is probably the same for naphthyl analogs.
 
Well..lol excuse the confusion, I was drunk as a russian last night and didn't give much importance to the fact that the word agomelatin comprehends the acetyl group on the amine and has already a methoxy group on its 'ass' if we wanna call it so. So yeah my nomenclature was pretty drunk too.

What I meant was agomelatin with 2 methyl groups on the amine instead of the acetyl group.
Considering that agomelatin nicely substitutes melatonin, I would expect some reasonable activity for this compound as well.
 
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It would not create 5-MeO-DMT.
 
I'm glad I've got a lot of us excited and interested in some basic S-A-R. So far we have on the list:
Of DMT/AMT substitutes to try:

1) replacing the N in the indole with an O:[http://www.bluelight.ru/vb/showthread.php?t=193452]
2) replacing the indole with a di-naptha [agomelatine, PAL-287]
3) replacing the phenyl with a cyclohexal [propylhexedrine]
4)methylene di-nitroxy meth amphetamine [?]

If you read back, there are precedents that indicate all of these should have some exciting activities.
 
1) replacing the N in the indole with an O:[http://www.bluelight.ru/vb/showthread.php?t=193452]
2) replacing the indole with a di-naptha [agomelatine, PAL-287]
3) replacing the phenyl with a cyclohexal [propylhexedrine]
4)methylene di-nitroxy meth amphetamine [?]
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1) works but potency decreases http://en.wikipedia.org/wiki/Dimemebfe
2) i doubt this would work since the indole nitrogen is (probably) needed for h-bonding
3) cyclohexane is not flat nor aromatic, it is totally different shape from phenyl, and the aromatic ring is required for 5ht2a binding
4) umm... what?
 
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