A structural spectroscopic study of dissociative anaesthetic methoxphenidine
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00023752%3A_____%2F23%3A43921057" target="_blank" >RIV/00023752:_____/23:43921057 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22310/23:43926075 RIV/60461373:22330/23:43926075 RIV/60461373:22340/23:43926075
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2023/NJ/D2NJ06126K" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2023/NJ/D2NJ06126K</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d2nj06126k" target="_blank" >10.1039/d2nj06126k</a>
Alternative languages
Result language
angličtina
Original language name
A structural spectroscopic study of dissociative anaesthetic methoxphenidine
Original language description
Methoxphenidine was originally patented for its properties to treat neurotoxic injury. However, due to its side effects, it failed to become a drug and later reappeared on the black market among so-called new psychoactive substances. Methoxphenidine belongs among dissociative anaesthetics, which came to the forefront of medicinal interest due to their potential for depression treatment. Despite its pharmacological history and black market availability, there is still a lack of pharmacological data on this substance and a shortage of methods enabling further biological studies. To offer tools for psychopharmacological studies of the enantiomers of this compound, we have developed a chiral resolution process by crystallization using a natural pool of chiral substances. We further developed a novel analytical method to control the optical purity of the obtained enantiomers using chiral supercritical fluid chromatography, which represents the contemporary green and sustainable method for chiral separation. To determine the absolute configuration of the crystallized enantiomers, we employed a combination of the electronic circular dichroism spectra supported by quantum chemical calculations. Furthermore, to verify our approach, we analysed the sample by single crystal diffraction. We believe that the tools within our work that enable pharmacological studies focused on both enantiomers of methoxphenidine may be useful not only for medicinal chemists but also for the broader scientific community.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
30107 - Medicinal chemistry
Result continuities
Project
<a href="/en/project/GC21-31139J" target="_blank" >GC21-31139J: Novel chiral ion-exchangers for chromatographic enantioseparations</a><br>
Continuities
V - Vyzkumna aktivita podporovana z jinych verejnych zdroju
Others
Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
New Journal of Chemistry
ISSN
1144-0546
e-ISSN
1369-9261
Volume of the periodical
47
Issue of the periodical within the volume
9
Country of publishing house
GB - UNITED KINGDOM
Number of pages
9
Pages from-to
4543-4551
UT code for WoS article
000929484000001
EID of the result in the Scopus database
2-s2.0-85149043713