Synthesis of methoxetamine, its metabolites and deuterium labelled analog as analytical standards and their HPLC and chiral capillary electrophoresis separation
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F17%3A43913511" target="_blank" >RIV/60461373:22310/17:43913511 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22330/17:43913511 RIV/60461373:22340/17:43913511 RIV/00023752:_____/17:43919305
Result on the web
<a href="http://pubs.rsc.org/en/Content/ArticleLanding/2017/RA/C7RA10893A#!divAbstract" target="_blank" >http://pubs.rsc.org/en/Content/ArticleLanding/2017/RA/C7RA10893A#!divAbstract</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c7ra10893a" target="_blank" >10.1039/c7ra10893a</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of methoxetamine, its metabolites and deuterium labelled analog as analytical standards and their HPLC and chiral capillary electrophoresis separation
Original language description
Methoxetamine, a designer drug marketed as a replacement for the dissociative anaesthetic ketamine, has been associated with significant numbers of hospital related intoxications and deaths in Europe. The fast and user-friendly identification and quantification of methoxetamine and its metabolites is a key factor for successful treatment of intoxication. Therefore, we suggested a convenient preparation method which was used for the synthesis of methoxetamine, seven methoxetamine metabolites and a deuterium labelled derivative as analytical standards. Methoxetamine and normethoxetamine were used as starting materials for the preparation of O-demethylated and N-dealkylated metabolites. The multistep synthesis starts from commercially available compounds and offers good yields. Our prepared analytical standards were used for the confirmation of the suggested structure of methoxetamine metabolites in rat urine by LCMS. Capillary electrophoresis was used for the chiral separation of MXE and its metabolites using beta-cyclodextrin, carboxymethylated beta-cyclodextrin, and sulphated beta-cyclodextrin as chiral selectors at various concentrations. Chiral separation was successful for four analytes. A mixture of MXE and its metabolites was subsequently analyzed under optimal conditions, i.e. when using 15 mmol L-1 beta-cyclodextrin in 50 mmol L-1 phosphate buffer, pH 2.5. In this case, chiral separation was achieved for three analytes and all analytes were separated from each other.
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
10406 - Analytical chemistry
Result continuities
Project
<a href="/en/project/VI20172020056" target="_blank" >VI20172020056: New synthetics drugs - complex interdisciplinary research centre</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
RSC Advances
ISSN
2046-2069
e-ISSN
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Volume of the periodical
7
Issue of the periodical within the volume
89
Country of publishing house
GB - UNITED KINGDOM
Number of pages
6
Pages from-to
56691-56696
UT code for WoS article
000418373300064
EID of the result in the Scopus database
2-s2.0-85038557547