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Clomethiazole Analogues

Ham-milton

Ham-milton

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Jul 20, 2007
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Haribo1 and I were talking yesterday about depressant SARs yesterday, and clomethiazole came up. I tried doing some research about what sorts of recreational potential clomethiazole analogues might have, but I can't find anything done one it, which seems a bit odd.

Has anyone here come across any articles about the (potential) depressant effects of it's analogues?
 
Only analogue I could find of clomethiazole is cloprothiazole, with the 2-chloroethyl group replaced by 3-chloropropyl. Has a PubChem entry and an INN name but can't find anything else out about it.

Other than that, maybe replacing the Cl with CF3 might have potential? The analogues with Cl replaced by bromine or iodine are known, but I'd be worried that they'd act as alkylating agents...
 
mad_scientist said:
Only analogue I could find of clomethiazole is cloprothiazole, with the 2-chloroethyl group replaced by 3-chloropropyl. Has a PubChem entry and an INN name but can't find anything else out about it.
Click to expand...

As you said, Chlorprothiazole is a derivative of Clomethiazole

Chlorprothiazole: 5-(3-chloropropyl)-4-methylthiazole
Clomethiazole: 5-(2-chloroethyl)-4-methylthiazole

But Chlorprothiazole has no sedative, anxiolytic or relaxant propeprties, it is an antifungal and antibacterial.
 
I sort of expect that only clomethiazole will be much of an anxiolytic.

I think the CF3 analogue would probably have the best chance of also being an anxiolytic, though. Agreed about the bromo and iodo analogues.

EDIT: Interestingly, there's some evidence to indicate clomethiazole is protective against MDMA-induce neurotoxicity.

If only they handed them out with rolls.
 
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Chlormethiazole, now theres a blast from the past!, used to do quite a lot of the stuff with a combination of dihydrocodeine and hash, bottle of these put me flat on my back for three or four days in one long nod.

The downside, is, in some people, it can be metabolised to a thiol compound, me included, which is excreted by the kidneys as I recall, and thiols aren't really compounds that will make one popular, if about one's person=D

It happened to me, sucked big time.
 
Why make analogs? The parent compound is just 2 steps away:

thiamine.gif

Thiamine AKA vitamine B1 is cleaved using sodium metabisulfite to make the intermediate alcohol. The alcohol is chlorinated with thianol chloride and there you go. OK, it's not to stable in air so you have to form the ethane disulfonste salt, but thsts not the end of the world....
 
^ i guess as a note it is not sched in US and has some rec potential as it is noted to have abuse potential on WikiP --if that's your thing ;)
 
As I understand clomethiazole is more enjoyable than barbs or benzos.. "some rec potential" ;)
 
Just a side note, the intermediate alcohol is active, actually. According to a bee, it's about 1/5 as potent as CLOM, so that'd push it up to about 750mg to a 1.5 grams, right?
 
Some rec. potential? chlomethiazole has a hell of a lot of potential in my experience with it, it was a lot more euphoric and dreamy in combination with opioids, or even on its own than any mix of opiate+barb or opiate+benzo i've ever tried (using phenobarb and barbital itself)

Great stuff with bud too, only take too much and like I said, you will piss, sweat and crap the most revolting stench, and hell, I could TASTE it for days, after going on a binge one time, showering using a full bottle and a half of lynx gel doesn't help either, you can be smelled coming down the road from some distance away :P
 
Is it THAT smelly?

(no sarcasm, i just would like to know since I've never had an experience with it)
 
Wow, that's horrible. You said that wasn't everyone who has that experience, though, right?
 
Not sure, druggies round here, aren't quite as adventurous as myself on the whole, higher doses (I did end up scarfing an entire months supply in a few days) would give higher quantities of whatever the thiol product is of course, not sure if that metabolic pathway is universal or not though.

Pomzazed, yeah, its pretty potently nauseating, although that said, tasting it and sweating it, means I'm smack bang in the middle of it, wasn't nice.

I had to scrap a fleece, set of leather gloves and a belt after that, as I judt couldn't wash the stink out.
 
^ Actually, does anyone know the answer to that? ^

Most good depressants have an oxygen on them (any others that don't??)

50ae685224.jpg
 
I bet the oxygen substitution would be of lesser potency. Substituting a sulfur in muscimole (thiomuscimole) increases potency and clomethiazole looks a bit like muscimole, also both muscimole and clomethiazole exert their effects via GABA-A. Just a guess though.

I am also interested in the idea of clomethiazole analogs, hemineurine is intriguing, but did anyone consider producing the fluorinated derivative from hemineurine with diethylaminosulfur trifluoride?

The terminal chlorine is cleaved in two minor clomethiazole metabolites, but it stays intact in the major one. Also I don't think a fluorine would be liable to such metabolic attack so you would probably end up with hydroxylation of the fluoroethyl chain.
 
Are you kidding? That is probably the most illogical conclusion imaginable.

Wernicke's encephalopathy is a result of inadequate dietary thiamine. Not that it even matters because thiamine does not behave similarly to clomethiazole, although it does produce hemineurine as a (minor?) metabolite. Furthermore there are several studies demonstrating that clomethiazole is neuroprotective against a variety of things, including MDMA induced degeneration of serotonergic nerve terminals.
 
hamhurricane said:
Are you kidding? That is probably the most illogical conclusion imaginable.

Wernicke's encephalopathy is a result of inadequate dietary thiamine. Not that it even matters because thiamine does not behave similarly to clomethiazole, although it does produce hemineurine as a (minor?) metabolite. Furthermore there are several studies demonstrating that clomethiazole is neuroprotective against a variety of things, including MDMA induced degeneration of serotonergic nerve terminals.
Click to expand...

Sorry I'm guessing you know a considerable more than me on the topic. My point was simply MODIFY chlomethiazole and you might get some thiamine blocking agent (absorption, distribution, uptake) etc, it's not unheard of with the phenylethylamine re: methyldopa etc, or various other amino acid minor alterations that can seriously mess up you up.

^agree not disputing chlomethiazole benefits :)
 
Ah I see:D
That I do not know, they are structurally dissimilar enough that I cant imagine it would be a problem, but then again who knows. Ethanol is certainly structurally dissimilar yet it impairs absorption and hepatic storage of thiamine.
 
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