Detection of metabolites of TMCP-CHMINACA, the new psychoactive substance, in rat urine and serum by liquid chromatography-mass spectrometry

T15N3

E.V. Nikitin, A.M. Grigoryev, A.V. Labutin, S.E. Gribkova, I.A. Rodin, V.A. Kalashnikov, K.R. Ahmerov

The appearance of the new psychoactive substance TMCP-CHMINACA [3- (2,2,3,3-tetramethylcyclopropane-1-oyl)-1-cyclohexylmethyl-1H-indole] on the market necessitated the determinftion of its chromatomass spectrometry characteristics as well as the search of its metabolites for further addition of their mass spectra to a library, used in screening of biological objects in forensic science. The structure of the molecule TMCP-CHMINACA has a significant similarity to the previously known synthetic cannabinoid TMCP-018 and TMCP-2201. High-resolution liquid chromatographic analysis of rats urine and blood serum after intravenous injection of the TMCP-CHMINACA solution showed metabolites that are the products of tetramethylcyclopropane residue carboxylation, N-dealkylation, and additional hydroxylyoxylation compounds of indole and tetramethylcyclopropane residues. Using chromatographic and mass spectrometry characteristics of TMCP-CHMINACA and its metabolites obtained from the study of rat biological fluids, a number of metabolites of both TMCP-CHMINACA and its isomer formed during smoking were found in urine studies of three people. At the same time, an unchanged TMCP-CHMINACA was detected on the surface and in the inner area of the hair sample of one of the participants. It has been established that an important way of biotransformation of TMCP-CHMINACA in both humans and rats is the carboxylation of the tetramethylcyclopropane residue combined with the monohydroxylation of the cyclohexylmethyl residue. For rats, the formation of N-dealkylation products combined with the monohydroxylation of the tetramethylcyclopropane residue is more typical. The presented mass spectra and retention characteristics of the detected metabolites can help in the detection of these (or similar) compounds in human biological objects.

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