Cannabinoids: structures, effects, and classification

Шевырин, Вадим А.; Morzherin, Yu. Yu.

doi:10.1007/s11172-015-1008-1

Cited by 20 publications

(23 citation statements)

References 95 publications

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“…Within this scenario, synthetic cannabinoids (SC), known also as synthetic cannabimimetics or synthetic cannabinoid receptor agonists (SCRAs), constitute one of the main classes of new/novel psychoactive substances (NPS). Despite the term ‘novel’, the first products were synthesized by pharmaceutical industries between the '70s and '80s, after noticing the potential analgesic, antiemetic and narcotic effects of the endocannabinoid system [ 7 ].…”

Section: Introductionmentioning

confidence: 99%

The e-Psychonauts’ ‘Spiced’ World; Assessment of the Synthetic Cannabinoids’ Information Available Online

Zangani

Schifano

Napoletano

et al. 2020

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Background: A wide range of novel psychoactive substances (NPS) is regularly searched and discussed online by web-based drug enthusiasts (i.e. the e-psychonauts). Among NPS, the range of synthetic cannabinoids (SC; ‘Spice’) currently represents a challenge for governments and clinicians. Methods: Using a web crawler (i.e. the NPS.Finder®) the present study aimed at assessing psychonauts’ fora/platforms to better understand the online mentions of SC. Results: The open-web crawling/navigating software identified here some 1,103 synthetic cannabinoids. Of these, 863 molecules were not listed in either the international or the European NPS databases. Conclusions: A web crawling approach helped here in identifying a large range of unknown SC likely to possess a misuse potential. Most of these novel/emerging molecules are still relatively unknown. This is a reason for concern; each of these analogues potentially presents with different toxicodynamic profiles and there is a lack of docking, preclinical, and clinical observations. Strengthening multidisciplinary collaboration between clinicians and bioinformatics may prove useful in better assessing SC-associated public health risks.

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Section: Introductionmentioning

confidence: 99%

The e-Psychonauts’ ‘Spiced’ World; Assessment of the Synthetic Cannabinoids’ Information Available Online

Zangani

Schifano

Napoletano

et al. 2020

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“…According to United Nations information, more than 500 NPS were detected in 95 countries during 2009–2014. Phenethylamines are the most numerous class of NPS worldwide and are number two after synthetic cannabinoids . NPS are created by chemical similarity with known narcotics (so‐called designer drugs) or belong to quite new series of compounds.…”

Section: Introductionmentioning

confidence: 99%

“…Phenethylamines are the most numerous class of NPS worldwide and are number two after synthetic cannabinoids. [1,2] NPS are created by chemical similarity with known narcotics (so-called designer drugs) or belong to quite new series of compounds. In any case, their action on the human organism is determined by their ability to bind to certain receptors, responsible for psychoactive potential.…”

Section: Introductionmentioning

confidence: 99%

Mass spectrometric properties ofN-(2-methoxybenzyl)-2-(2,4,6-trimethoxyphenyl)ethanamine (2,4,6-TMPEA-NBOMe), a new representative of designer drugs of NBOMe series and derivatives thereof

et al. 2016

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Emergence of new psychoactive substances, hallucinogenic phenethylamines in particular, in illicit market is a serious threat to human health in global scale. We have detected and identified N-(2-methoxybenzyl)-2-(2,4,6-trimethoxyphenyl)ethanamine (2,4,6-TMPEA-NBOMe), a new compound in NBOMe series. Identification was achieved by means of gas chromatography/mass spectrometry (GC/MS), including high-resolution mass spectrometry with tandem experiments (GC/HRMS and GC/HRMS ), ultra-high performance liquid chromatography/high-resolution mass spectrometry with tandem experiments (UHPLC/HRMS and UHPLC/HRMS ), and H and C nuclear magnetic resonance spectroscopy. The peculiarities of fragmentation of the compound under electron ionization (EI) and collision-induced dissociation were studied. Despite of the empirical rule denying migration of the hydrogen atom in McLafferty rearrangement to the benzene ring with substituents in the both ortho-positions, it easily occurs for 2,4,6-TMPEA-NBOMe in EI conditions. We have noticed that electron-donating substituents, e.g. methoxy groups in the both ortho-positions and para-positions favor the rearrangement. For specially synthesized N-methyl and N-acyl derivatives McLafferty rearrangement is not observed. N-Acyl derivatives demonstrate McLafferty rearrangement, but the charge retains at the alternative fragment involving N-acyl carbonyl group. We have also showed that the hydrogen atoms in 2,4,6-trimethoxybenzene ring may be easily substituted for deuterium or for strong electrophiles like trifluoroacetyl. Analytical characteristics of 2,4,6-TMPEA-NBOMe and of some derivatives thereof which enable their determination in various criminal seizures are given. Copyright © 2016 John Wiley & Sons, Ltd.

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“…En la actualidad, es ineludible aceptar que los cannabinoides y sus derivados con prescripción médica o por autoadministración están siendo utilizados en el tratamiento de diversas enfermedades y condiciones. 46,47,48 Este interés farmacológico del cannabis reside en la propiedades específicas que poseen sus pro-…”

Section: Aplicaciones Terapéuticasunclassified

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2019

Rev Med Uas

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RESUMENObjetivos. Realizar un análisis bibliográfico desde la perspectiva médico-científica sobre las investigaciones y publicaciones actuales relacionadas con los cannabinoides, el cannabis, implicaciones biológicas, generalidades, cinética, efectos terapéutico s, posibles usos medicinales y toxicidad; que permitan proveer al sector salud y la población en general de respuestas necesarias para el análisis, entendimiento y toma de decisiones sobre este tema controvertido. Métodos. Se realiza una revisión bibliográfica buscando referencias en Elsevier, Pubmed, SciELO, Medline, utilizando las palabras Cannabis, marihuana, endocannabinoides, sistema endocannabinoides, cannabis medicinales, publicados en el período comprendido entre 2009 al 2018 en idiomas inglés y español. Resultados-Conclusiones. El cannabis a lo largo de la historia humana se ha empleado con diversos fines desde médicos, recreativos, textiles. Siendo las actuales investigaciones científicas prometedoras y controvertidas sobre sus posibles usos. Por tanto consideramos se requiere un abordaje multidisciplinario, global, fiable y apegado a información basada en evidencia que incluya aspectos bio-psico-sociales y geopolíticos.

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Cannabinoids: structures, effects, and classification

Cited by 20 publications

References 95 publications

The e-Psychonauts’ ‘Spiced’ World; Assessment of the Synthetic Cannabinoids’ Information Available Online

The e-Psychonauts’ ‘Spiced’ World; Assessment of the Synthetic Cannabinoids’ Information Available Online

Mass spectrometric properties ofN-(2-methoxybenzyl)-2-(2,4,6-trimethoxyphenyl)ethanamine (2,4,6-TMPEA-NBOMe), a new representative of designer drugs of NBOMe series and derivatives thereof

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