Tolperisone tastes spicy?!

[Pomzazed]

Background
I recently experiment in "chewing" the muscle relaxant Tolperisone for random curiosity reason (just indicated dose; 50mg)
Surprisingly it has pungent and peppery taste! which lingers in my mount for a while even when drinking a glass of water afterward.
In the next day I try another brand of tolperisone and it has the same taste, but it is less pungent despite being the same dosage tablet.

Question!
Where is this pungency taste originated from?
- Is it from the Tolperisone itself? It has vaguely-somewhat-similar structure to piperine, which is the cheif reason for black pepper taste.
Several compounds with similar structure do have this similar characteristic taste,
for example. Chavicine (cistrans isomer of piperine), "piperane" (piperine hydrogenated to remove double bonds), Ilepcimide (piperine with shortened chain, one double bond removed)
or even piperine with the methylenedioxy group removed from benzene ring, or piperine with 3,4-dimethyl- instead of methylenedioxy
- Is it from Piperidine which is the degradation product of Tolperisone during manufacturing/storage? I've tasted very dilute solution of piperidine in ethanol years ago;
it has fishy smell (which is abit more "heavy/greasy"-taste than trimethylamine), but still have its pungency.

Edit: Second-surprising experiment: Eperisone does NOT have this taste. It differs from tolperisone that methyl is changed to ethyl group.
Edit2: Added wiki link so you can compare some structure:

https://en.wikipedia.org/wiki/Tolperisone
https://en.wikipedia.org/wiki/Eperisone

https://en.wikipedia.org/wiki/Piperine
https://en.wikipedia.org/wiki/Chavicine
https://en.wikipedia.org/wiki/Ilepcimide

https://en.wikipedia.org/wiki/Piperidine

Degradation of tolperisone to release piperidine: https://www.hindawi.com/journals/jac/2013/352984/

 

[Pomzazed]

No one take this muscle relaxant and notice its spociness eh?

 

[Hodor]

Never had any of the drugs you listed, but to me topiramate had a horseradish-y taste, which I always attributed to its distant structural relationship to the vegetable glucosinolates (i.e. the presence of a glycoside and a sulfate or sulfamate group).

 

[Pomzazed]

Do you know what that is?
BZP doesnt taste spicy, also the free piperazine itself doesnt (but piperidine does abit)

 

[g0to]

^Not spicy per se but extremely peppery. I had an xtc tablet about ten years ago that was a copycat of a really nice and strong pill going around (purple Rolex or something like that). Anyway I got the pills and chewed up two and it was an extreme peppery taste that lingered on one's tongue I believe the pills turned out to be BZP/TFMPP. Terrible high when you're expecting ~200mg mdma and get some shitty stimulant. It gave me visuals of a horrid nature with the worst comedown ever. The "high" itself was like a short lived meth bomb but with added nausea and extreme agitation on the comedown.

 

[Pomzazed]

That is strange then, i had tasted pure benzylpiperazine(s) (includind methylbenzyl and so) and phenylpiperazine(s) (with various substituents and no substituents) and also plain piperazine itself (nothing on both N) and they do not have peppery-ness of piperidines.

 

[g0to]

I mean, I don't exactly trust a counterfit illicit ecstasy pill to have any sort of quality control. Perhaps the way it was prepared and remaining piperidine as an impurity or degradation product, is what makes it have a taste. Have you had TFMPP? Maybe thats the spicy one.

 

[Pomzazed]

Yep, 3-TFMPP, 3-MCPP, 3-MBPP, 3-MeOPP, 4-MeOPP, 4-HOPP, 3,4-DMCPP, 3,4-MDPP and no substituent phenylpiperazine (for phenylpiperazine); and BZP, DBZP, MBZP, EBZP, AcetylBZP (for benzylpiperazine); even phenethylpiperazine hasnt got thie spiciness, these are not pill or bulk china reagents, they are at least pure that no impurity peaks is seen in 1HNMR.

btw, piperidines are not used in the production of these things, it is more expensive and is more controlled, so it doesnt make sense it will be impurity in them; i’d be more vary of the more random unrelated impurity from contaminated reagents and apparatus or packaging which may be more toxic.

Hmm.. so this is still more of a mystery to me then.
Maybe i have to investigate more into this when i have time