Substance:Alpravalzafone

Alpravalzafone
Chemical structure (without regards to geometry)
Class	Benzodiazepine
Prodrug of	Alprazolam
Formula	C22H25Cl2N5O2
Molar mass	482.38 g/mol
IUPAC name	2-amino-N-((4-(2-benzoyl-4-chlorophenyl)-5-methyl-4H-1,2,4-triazol-3-yl)methyl)-3-methylbutanamid
SMILES	NC(C(=O)NCC1=NN=C(N1C1=C(C=C(C=C1)Cl)C(C1=CC=CC=C1)=O)C)C(C)C

Alpravalzafone is a water-soluble prodrug of what is currently assumed to be Alprazolam.

It recently surfaced as a designer drug in Germany which is adjacent in its design to the Japanese benzodiazepine prodrug Rilmazafone. Little is known about the exact metabolites of this prodrug so far, but preliminary reports by users have demonstrated the presence of metabolites found in users of other common benzodiazepines. The report included detectable levels of Oxazepam, Hydroxy-Alprazolam (an Alprazolam metabolite) and Alprazolam. It is hereby unclear why the report includes the metabolite Oxazepam, as Alpravalzafone cannot metabolize into Oxazepam under normal conditions due to the addition of a triazolo group (the pentyl ring containing three nitrogens at the top of the molecule), so contamination by the vendor or cross-contamination from other drugs may be possible here.

It is therefore assumed that the drug undergoes metabolism to Alprazolam in the blood in a similar fashion as Rilmazafone would, closing the open ring to form the diazepine structure. The compound was described in scientific literature by Aipsin (a Russian anti-narcotics company) as early as March 2026, turning up in the first RC vendor stores shortly thereafter.

Dosage

The exact active dose is unclear. Assuming full metabolism of the prodrug in the bloodstream, the conversion ratio to Alprazolam can be estimated by comparing molecular weights:

$\frac{M_{\text{Alprazolam}}}{M_{\text{Alpravalzafone}}}=\frac{308.77}{482.38}\approx 64\mathrm{\%}$

It is unclear what the redundant metabolites of this prodrug are, so use is not currently advised. It is likely this prodrug releases either isoleucineamide or isoleucine, as there are only five carbon atoms required to close the diazepine ring. No reliable reports on the metabolism of this prodrug have yet been encountered.

Chemistry

Solubility:

According to a user on eve&rave.ch, the powdered version of Alpravalzafone is very soluble in a 37.5% ethanol in water solution. Note that co-ingestion of benzodiazepines with larger amounts of ethanol may pose additional dangers.

In a test performed by the editor, Alpravalzafone hydrochloride completely dissolved in both descaled tap water and a 99.9% pure propylene glycol solution.

Legal status

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🇧🇾 Belarus	Unscheduled
🇩🇪 Germany	Grey area	NpSG grey area — unscheduled in open-ring (prodrug) form, but would fall under NpSG restrictions upon hydrolysis to closed-ring form
🇷🇺 Russia	Unscheduled	Not listed as controlled; confirmed by Аипсин