Methylone and pentylone: structural analysis of new psychoactive substances
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F19%3A43919047" target="_blank" >RIV/60461373:22310/19:43919047 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22330/19:43919047 RIV/60461373:22340/19:43919047 RIV/60461373:22810/19:43919047
Result on the web
<a href="https://link.springer.com/article/10.1007%2Fs11419-019-00468-z" target="_blank" >https://link.springer.com/article/10.1007%2Fs11419-019-00468-z</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11419-019-00468-z" target="_blank" >10.1007/s11419-019-00468-z</a>
Alternative languages
Result language
angličtina
Original language name
Methylone and pentylone: structural analysis of new psychoactive substances
Original language description
Purpose: The growing availability of new psychoactive substances with unknown toxicity is alarming all over the world. The simplicity of acquiring these drugs of abuse from internet markets has caused an increase in the total number of seizures. We present the first systematic spectroscopic study of methylone and pentylone, which are in the class of synthetic cathinones. Methods: High performance liquid chromatography (HPLC) was used for the enantioseparation of methylone and pentylone. The substances were further analysed by the conventional methods of ultraviolet (UV) and infrared (IR) absorption and chiroptical methods, specifically electronic circular dichroism (ECD) and vibrational circular dichroism (VCD). The obtained data were supported with the density functional theory (DFT) calculations using the B3LYP or B3PW91 functional and 6-311++G(d,p) basis sets, including the solvent effects. Results: The 3D structure of methylone and pentylone in solution was revealed. Moreover, the chiral separation of both studied substances was achieved and the absolute configuration of the respective enantiomers was determined. Conclusion: Vibrational circular dichroism spectroscopy seems to be the best of the methods employed to distinguish structurally similar chiral substances, especially in combination with quantum chemical calculations. According to the structural analysis, 5 and 9 stable conformers of methylone and pentylone, respectively, were revealed in an aqueous solution. Finally, very good agreement between the experimental and simulated spectra was achieved. © 2019, The Author(s).
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
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Forensic Toxicology
ISSN
1860-8965
e-ISSN
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Volume of the periodical
37
Issue of the periodical within the volume
2
Country of publishing house
US - UNITED STATES
Number of pages
12
Pages from-to
366-377
UT code for WoS article
000472181100008
EID of the result in the Scopus database
2-s2.0-85062700448