25I-NBOH: a new potent serotonin 5-HT2A receptor agonist identified in blotter paper seizures in Brazil

Abstract

A new potent serotonin 5-HT2A receptor agonist was identified in blotter papers by several state level forensic laboratories in Brazil. The 25I-NBOH is a labile molecule, which fragments into 2C-I when analyzed by routine seized material screening gas chromatography (GC) methods. GC–mass spectrometry (MS), liquid chromatography–quadrupole time-of-flight-MS, and Fourier transform infrared and nuclear magnetic resonance analyses were performed to complete molecular characterization. Individual doses range from 300 to 1000 μg. Despite its being a potent 5-HT2A receptor agonist, 25I-NBOH is neither registered in the United Nations Office on Drugs and Crime (UNODC) nor classified as a scheduled substance in most countries. Sweden and Brazil seem to be the only countries to control 25I-NBOH. To our knowledge, this is the first scientific report dealing with identification of 25I-NBOH in actual seizures.

Neurochemical pharmacology of psychoactive substituted N-benzylphenethylamines: High potency agonists at 5-HT2A receptors

“…25D-NBOMe, 25E-NBOMe and 25H-NBOMe (Fig 1) have been detected on commercially available blotter paper [13;14] and the latter was detected in postmortem blood and urine [15]. 25I-NBOH (Fig 1) has been found on blotter paper [16] and is an N-hydroxybenzyl derivative of the hallucinogen 2C-I, the demethylated analog of 25I-NBOMe.…”

New psychoactive substances detected at the New Zealand border, 2014–2018

“…However, the presence of 2C-I is these samples can be attributed to the thermal lability and subsequent breakdown of 25I-NBOH in the GC-MS injection port, and were therefore not considered to be originally present in the samples. 15,16 The four samples with incorrect package labeling were all identi- Comparable to UNODC and other reporting, synthetic cathinones, phenethylamines, and synthetic cannabinoids constituted the majority of new substances reported, with a comparatively small number of tryptamines, aminoindanes, and piperazines. 1,18,22,23 The WEDINOS Project reported synthetic cannabinoids, along with benzodiazepines, as the most commonly identified NPS drug types in 2017/2018.…”

“…The three samples labeled 25I‐NBOH were each identified to contain both 25I‐NBOH and 2C‐I. However, the presence of 2C‐I is these samples can be attributed to the thermal lability and subsequent breakdown of 25I‐NBOH in the GC–MS injection port, and were therefore not considered to be originally present in the samples …”

NBOMe Designer Drugs: GC-MS and LC-QTOF/MS Detection on Blotter Paper by Brazilian Federal Police (Rio Grande do Sul, Brazil)

“…To date, only few and very recently papers about blotter paper samples seizures in Brazil were published 1,9,13,[24][25][26] . The present study is a small start in the sense of to know the actual scenario of the blotter paper drug market.…”