Chiral separation and characterization of methoxphenidine – A popular street drug

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F22%3A43924052" target="_blank" >RIV/60461373:22310/22:43924052 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22340/22:43924052 RIV/60461373:22810/22:43924052
Result on the web
<a href="https://www.sciencedirect.com/science/article/abs/pii/S2352007822002876" target="_blank" >https://www.sciencedirect.com/science/article/abs/pii/S2352007822002876</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.toxac.2022.06.215" target="_blank" >10.1016/j.toxac.2022.06.215</a>

Result language
angličtina
Original language name
Chiral separation and characterization of methoxphenidine – A popular street drug
Original language description
Methoxphenidine (MXP) belongs among dissociative anesthetics from the group of new psychoactive substances. According to the unofficial user experiences, MXP is less active than common dissociative anesthetics like ketamine, yet, several intoxications were associated with this substance up to this date. Within our previous work, we discovered that at least some MXP samples on the drug market may contain zincate complex which we believe may be responsible for the unusual properties of the purported HCl salts. MXP comprise a stereogenic center in its molecular structure, which is disregarded by the manufacturers and, therefore, MXP is available on the drug scene as a racemic mixture only. However, the differences between the effects and activity of the enantiomers remain to be discovered.Hereby we present a chiral resolution by crystallization, which we used to obtain both the enantiomers of MXP. To control their optical purity, we have developed a new supercritical fluid chromatography (SFC) method. Finally, a combination of electron circular dichroism (ECD) and vibrational circular dichroism (VCD) spectra supported by density functional theory (DFT) calculation has been used to assign the absolute configuration of both enantiomers.
Czech name
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Czech description
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Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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