Chiral separation and characterization of methoxphenidine – A popular street drug

Kód výsledku v 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>

Nalezeny alternativní kódy

RIV/60461373:22340/22:43924052 RIV/60461373:22810/22:43924052

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

Chiral separation and characterization of methoxphenidine – A popular street drug

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

Chiral separation and characterization of methoxphenidine – A popular street drug

Popis výsledku anglicky

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.

Druh

J_ost - Ostatní články v recenzovaných periodicích

CEP obor

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OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2022

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Toxicologie Analytique et Clinique

ISSN

2352-0078

e-ISSN

2352-0086

Svazek periodika

34

Číslo periodika v rámci svazku

3

Stát vydavatele periodika

FR - Francouzská republika

Počet stran výsledku

2

Strana od-do

"S130"-"S131"

Kód UT WoS článku

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EID výsledku v databázi Scopus

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