Immodium chemistry...

[Viper2026]

Sorry for bringing up this old thread, but loperamide has recently been of interest to me as I've heard people speaking about getting high from large doses on IRC.

I was looking at this link posted from page 1:
http://dmd.aspetjournals.org/content/32/9/943.full

I do not really understand most of it, but is this saying that unmodified loperamide, if allowed to cross the bbb, may on its own form toxic metabolites?

If this is the case...then one who is trying to take large doses coupled with quinidine etc to allow loperamide to cross the bbb is likely to be unwise?

 

[MurphyClox]

Sorry for bringing up this old thread, but loperamide has recently been of interest to me as I've heard people speaking about getting high from large doses on IRC.

I was looking at this link posted from page 1:
http://dmd.aspetjournals.org/content/32/9/943.full

I do not really understand most of it, but is this saying that unmodified loperamide, if allowed to cross the bbb, may on its own form toxic metabolites?

According to your linked article: Yes, it does. (named there the "LPP+"-metabolite).

If this is the case...then one who is trying to take large doses coupled with quinidine etc to allow loperamide to cross the bbb is likely to be unwise?

It doesn't work either.
Any thread dealing with "How do I get loperamide into my brain" that popped up during the last years was closed for a good reason.


People's desire to get loperamide enter their brains makes me wonder if the same people all suffer from mental diarrhea


- Murphy

 

[treezy z]

According to your linked article: Yes, it does. (named there the "LPP+"-metabolite).
People's desire to get loperamide enter their brains makes me wonder if the same people all suffer from mental diarrhea


- Murphy

ya, i'm not from a fucking drug capitol or anything but it's easy enough to get pain pills around here not to bother taking boxes and boxes of anti-diarhea medicine, not to mention the ease of obtaining kratom.

 

[Viper2026]

According to your linked article: Yes, it does. (named there the "LPP+"-metabolite).


- Murphy

I got out of it that they just suspected it would likely be toxic and it wasn't actually shown to be?



I'll just go out on a limb here and say that "SWIM" ingested 32mg of loperamide on a whim (along with 600mg cimetidine) and is now concerned that such a decision may have been unwise...

 

[fryingsquirrel]

I'll just go out on a limb here and say that "SWIM" ingested 32mg of loperamide on a whim (along with 600mg cimetidine) and is now concerned that such a decision may have been unwise...

Taking huge doses of diarrhea medicine probably qualifies as "unwise", but if you were able to type that in under an hour you probably don't have parkinsons..

 

[vecktor]

please don't try to get immodium through the BBB, like jenkem and duster it is just a bad idea.

 

[Timothy Leary]

There are quite a few opiates that have the reversed ester linkage form of pethidine, Go to the wikipedia page on almost any opiate, at the bottom there is an expandable box with a ton of opiates. Perhaps the cholorine might have something to do with possibly reducing the neurotoxicity of haloperidol, when the OH comes off the carbon atom it was on becomes positive, the double bond would jump from the phenyl ring and form a resonant structure just as in the MPTP structure, but chlorine is para to this group and because of its electron withdrawing properties it stabilize this resonant structure in a way that does not happen in MPTP. Chlorine is so electronegative that it slows down the ion formation rate unlike most ortho/para directing groups, this might discourage the dehydration reaction as well. Of course these are just theories.

Its really too bad they didn't choose to market loperamide with a carboxyl group instead of that alcohol, but then again it would have ended up like sudafed years ago had that been the case and it would be so controlled you couldn't get enough to work with.

You could actually attempt to dehydrate it and then reduce it to the MPTP derivative without the double bond, that might work.

But for all that trouble you could just as easily go up to canada and buy a bunch of codeine. Oxidize, demethylate, wash, rinse, repeat for oxymorphone...

 

[MurphyClox]

You could actually attempt to dehydrate it and then reduce it to the MPTP derivative without the double bond, that might work.

That idea came to my mind, too. What do we know about the contribution of the tertiary alcohol to the compounds activity?

Looking e.g. at fentanyl and taking the piperidine-ethyl-moiety as the base for comparing the structures, it looks like the alcohol wouldn't be necessary (I'm not sure about the binding mode of both substances at the µ-receptor though. could be totally wrong to compare them this way).


Peace! - Murphy