Reaxys
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Structure/Compound Data Chemical Name: 1-(4-methylphenyl)-2-methylaminopropan-1-one Reaxys Registry Number: 2717770
Type of Substance: isocyclic Molecular Formula: C11H15NO Linear Structure Formula: C11H15NO Molecular Weight: 177.246 InChI Key: YELGFTGWJGBAQU-UHFFFAOYSA-N
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Synthesize | Hide Details Find similar Chemical Names and Synonyms 1-(4-methylphenyl)-2-methylaminopropan-1-one, 2-methylamino-1-(4-methylphenyl)propan-1-one, 2-(methylamino)-1-(p-tolyl)propan-1-one, 4methyl-N-methylcathinone, 4-methylmethcathinone, mephedrone, 2-(methylamino)-1-(4-methylphenyl)propan-1-one Druglikeness Bioactivity Identification Substance Label (3) Label
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Souza, Luciano F.; Vieira, Tarcísio S.; Alcantara, Glaucia B.; Lião, Luciano M.
Journal of the Brazilian Chemical Society, 2016 , vol. 27, # 11 p. 2141 - 2148 Hide Title/Abstract Full Text View citing articles Show Details
HR-MAS NMR for rapid identification of illicit substances in tablets and blotter papers seized by police department Illicit substances found in blotter papers and tablets seized by police are traditionally identified and characterized from extracts of these materials. However, the procedures involved in extraction stages can result in artifacts and even contamination of the samples to be analyzed. On the other hand, high-resolution magic angle spinning nuclear magnetic resonance (HR-MAS NMR) is a technique that requires no pretreatment steps, enabling direct analysis of the material, including the analysis of new illegal synthetic psychoactive substances. This study presents and discusses applications of the HR-MAS NMR in the analysis of tablets and blotter papers seized. Additional analysis in solution of the extracts of these materials was performed to compare the obtained spectral resolution signals. The results demonstrated that the HR-MAS NMR allowed the rapid identification of 3,4-methylenedioxy-N-methylcathinone (methylone), 4-methylmethcathinone (mephedrone), 2,5-dimethoxy-4-bromoamphetamine (DOB) and 2-(4-bromo-2,5dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine (25B-NBOMe) in samples of tablets and blotter papers seized in Goiás State, Brazil. Keywords: Author: 1H HR-MAS NMR; Designer drugs; Fast identification; Psychoactive substances Reaxys Terms: designer drug; spectroscopical analysis 4-CH3 MCAT
Negus, S. Stevens; Banks, Matthew L.
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Decoding the structure of abuse potential for new psychoactive substances: Structure-activity relationships for abuse-related effects of 4-substituted methcathinone analogs Many cathinone analogs act as substrates or inhibitors at dopamine, norepinephrine, and serotonin transporters (DAT, NET, SERT, respectively). Drug selectivity at DAT vs. SERT is a key determinant of abuse potential for monoamine transporter substrates and inhibitors, such that potency at DAT > SERT is associated with high abuse potential, whereas potency at DAT < SERT is associated with low abuse potential. Quantitative structure-activity relationship (QSAR) studies with a series of 4-substituted methcathinone analogs identified volume of the 4-position substituent on the methcathinone phenyl ring as one structural determinant of both DAT vs. SERT selectivity and abuse-related behavioral effects in an intracranial self-stimulation procedure in rats. Subsequent modeling studies implicated specific amino acids in DAT and SERT that might interact with 4-substituent volume to determine effects produced by this series of cathinone analogs. These studies illustrate use of QSAR analysis to investigate pharmacology of cathinones and function of monoamine transporters. Keywords: Dopamine transporter; Flephedrone; Intracranial self-stimulation; Mephedrone; Methcathinone; Methedrone; Microdialysis; Serotonin transporter; Structure-activity relationship MEPH
Mayer, Felix P.; Holy, Marion; Freissmuth, Michael; Sitte, Harald H.; Luf, Anton; Schmid, Rainer; Nagy, Constanze
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Application of a combined approach to identify new psychoactive street drugs and decipher their mechanisms at monoamine transporters Psychoactive compounds can cause acute and long-term health problems and lead to addiction. In addition to well-studied and legally controlled compounds like cocaine, new psychoactive substances (NPS) are appearing in street drug markets as replacement strategies and legal alternatives. NPS are effectively marketed as “designer drugs” or “research chemicals” without any knowledge of their underlying pharmacological mode of action and their potential toxicological effects and obviously devoid of any registration process. As of 2016, the knowledge of structure-activity relationships for most NPS is scarce, and predicting detailed pharmacological activity of newly emerging drugs is a challenging task. Therefore, it is important to combine different approaches and employ biological test systems that are superior to mere chemical analysis in recognizing novel and potentially harmful street drugs. In this chapter, we provide a detailed description of techniques to decipher the molecular mechanism of action of NPS that target the high-affinity transporters for dopamine, norepinephrine, and serotonin. In addition, this chapter provides insights into a combined approach to identify and characterize new psychoactive street drugs of unknown content in a collaboration with the Austrian prevention project “checkit..”. Keywords: Amphetamine; Analytical identification; Bath salts; Cocaine; Dopamine; Monoamine transporters; New psychoactive substances; Norepinephrine; Psychostimulants; Research chemicals; Serotonin Druglikeness (1) Derivative (1) Physical Data Spectra