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DXM analogs?

H

hamhurricane

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There was a very optimistic article about DXM analogs in the dextroverse a few years back, the author was so certain iodo-DXM would be a success that without tasting it he went ahead and named it "forgiveness"

http://dextroverse.org/zine/zine14/#7
In fact I predict that iodo-DXM will be very potent and with much weirder effects. Change-the-world-type-stuff. And you read it here first! Finally, there are other ways to alter the DXM molecule. If you remove the methyl group from the oxygen atom and replace it with another group, you would change the name from dexro*meth*orphan to say, dextroethorphan or dextroproporphan or dextrobutorphan. Each should have a somewhat different profile of activity.
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The article mostly concentrated on halogenated analogs, but it seems he was extrapolating all of his SAR info from the 2Cs. Has anyone here looked into DXM analogs, perhaps with a lower dose or more psychedelic effects?
 
sounds like a fucking moron. as if PEA 5HT2a agonist SARs mean anything here.
 
Sure. I dunno why you'd just look at close analogues of DXM. Why not all of these dextro-morphinans
 
I always found that DXM trips never got really "good" and dissociative, reaching the peak experience around the 3-5 hour marks. Also I found the hours 5-8 to be more enjoyable compared to the first three hours.

I assumed this was due to DXO being more dissociative and psychedelic than DXM. I usually sipped my DXM-syrups over the course of an hour or so to extend this peak duration.
 
(C)opyright 2002, James Clayton Roberts. The idea of iodo-dextromethorphan is the intellectual property of James Clayton Roberts. I am putting this idea into the public domain as a patentable concept. I intend to patent it. All rights expressly reserved under UCC 1-205 and 1-207, without prejudice.

James Clayton Roberts, who wishes to christen this new drug ( iodo-DXM ) as "Forgiveness," can be reached at [email protected] .
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Uh huh.
 
I would bet that the O-alkylated analogues of dextromethorphan would be significantly weaker. Doubtless dextroetorphan, etc... would have a dramatically reduced affinity for the NMDA receptor channel pore, as this trend can be observed in the gain of NMDAergic activity going from methoxy-->hydroxy (dextrophan). The effects on the sigma receptor might be similar--the sigma receptor is a true "ligand whore" that displays affinity for all sorts of wacky compounds, so it is probably more tolerant than the NMDA-R pore.

As for the halo analogues, I have absolutely no idea. The original proposer just pulled these out of his ass, so it's anyone's guess. The iodo- substituent is relatively isosteric with a methoxy- moiety, but the two have different electronic properties with respect to the aromatic ring.
 
I can imagine the thought process behind this...

"So, when you put an iodine atom to a phenetylamine, it gets you trippin... wait... 2CI is stronger than 2CH, so that must mean chemicals get stronger when you replace hydrogens with iodines! ZOMG! LET'S TACK THEM ON ALL SORTS OF CHEMICALS AND GET REALLY WASTED!!!!!!1111"
 
dread said:
I can imagine the thought process behind this...

"So, when you put an iodine atom to a phenetylamine, it gets you trippin... wait... 2CI is stronger than 2CH, so that must mean chemicals get stronger when you replace hydrogens with iodines! ZOMG! LET'S TACK THEM ON ALL SORTS OF CHEMICALS AND GET REALLY WASTED!!!!!!1111"
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Hahahaha. That's great man.
 
DXM, PEA and Selegiline = intense body waves, be careful

have been experimenting with selegiline and PEA and recently took 120 mg DXM (Mucinex which also has 2400mg guaifenesin). my selegiline intake is modest - 2.5mg every other day. in order to feel the wave effects of the PEA, i have been taking 1.5g at a time. the waves last only 10-15 min and are quite pleasureable; however, tolerance to this comes quickly. one needs to take the PEA on an empty stomach.

when adding the 120mg DXM, the PEA effect was greatly enhanced and became quite intense and sexual in a very methamphetamine kind of way.

unfortunately, there are two significant drawbacks - duration of trip and hypertensive effect if you do too much PEA.
 
Lol, quite hilarious. Perhaps he needs some forgiveness, for the grave crime of being a cretinous wanker of the first degree.
 
Well at least some people enjoy DXM, reserpine on the other hand......I think even those wierd fuckers that will pop quetiapine for the hell of it would think twice about giving THAT a second go=D

For some reason, as far as DXM goes, it seems not to affect me, cough syrup made my vision blurry and made me puke like crazy once, but aside from that, at any dose, it appears to do nothing. I even tried with lab-grade DXM HBr, and yet bugger all.
 
bluedolphin said:
I always found that DXM trips never got really "good" and dissociative, reaching the peak experience around the 3-5 hour marks. Also I found the hours 5-8 to be more enjoyable compared to the first three hours.

I assumed this was due to DXO being more dissociative and psychedelic than DXM. I usually sipped my DXM-syrups over the course of an hour or so to extend this peak duration.
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I always hated hours 5-8 coming down off DXM..
It feels like my brain has been fried at that point, and I've suffered from a very high-temperature fever.
 
Just playing around in Chem3D, 5-keto-DXM and friends would have a ketone group in almost the same position that Ketamine/methoketamine's when the two are overlaid. Literature also says N-allyl-DXM (which looks a lot like a bulked out version of n-allyl-normetazocine, a strong sigma/kappa agonist) is a stronger sigma agonist and NMDA antagonist than DXM. I'm sure there's all sorts of possibilities for novel morphinan dissociatives but I have a feeling that kappa activity would limit the recreational potential.
 
sekio said:
Literature also says N-allyl-DXM (which looks a lot like a bulked out version of n-allyl-normetazocine, a strong sigma/kappa agonist) is a stronger sigma agonist and NMDA antagonist than DXM. I'm sure there's all sorts of possibilities for novel morphinan dissociatives but I have a feeling that kappa activity would limit the recreational potential.
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Isn't DXM itself a pretty weak NMDA antagonist though? I thought most of the dissociative activity of DXM was from the metabolite DXO?


Riemann Zeta said:
The effects on the sigma receptor might be similar--the sigma receptor is a true "ligand whore" that displays affinity for all sorts of wacky compounds, so it is probably more tolerant than the NMDA-R pore..
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It seems like the only pattern with sigma agonism is that it's exhibited by compounds you wouldn't expect to....
 
I've been curious about this as well, the structure of dextromethorphan and dextrorphan compared to codeine and morphine are far more similar than when compared to ketamine or any other classical dissociative.

I think dextromethorphan is a wash, only useful as a starting point. If anything, it would be more interesting to see what could be done with dextrorphan analogues. Longer duration and different modes of action, I would like to see some novelty come out of the mysterious cough suppressant.

Oxydextrorphan? Hydrodextromethorphan? There are some interesting avenues to be explored.
 
Dextro-hydromorphan, dextro-oxymorphan perhaps? I dunno.

You can't really have name modification without structure or synthesis discussion either, nevertheless DXM analogues are largely overlooked and any promotion towards investigating them further should be encouraged.

Even outside of the recreational drug (ab)using society that is bluelight, DXM analogues hold potential as anti-depressant and/or analgesic agents, not to mention the possibility for addiction therapy. Considering the legality of DXM, and the safety profile it possesses compared to other well-known NMDA antagonists, I'm surprised more research hasn't been done (to my knowledge) to elucidate possible medicines from an already widely successful compound.
 
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