Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary

Péter Jankovics, A. Váradi, László Tölgyesi, Szilvia Lohner, Júlia Németh-Palotás, József Balla

Research output: Contribution to journalArticle

57 Citations (Scopus)

Abstract

3-Naphthoyl- and 3-phenylacetylindoles represent a group of substances of cannabimimetic activity with affinities - strongly influenced by their functional groups - to cannabinoid receptors CB1 and CB2. Some of them have been described as ingredients of herbal blends also known as "smart products" by several research groups. Recently further cannabimimetic substances possessing new chemical structures like benzoylindoles and adamantoylindoles have emerged. In Hungary, two powder samples were seized by the authorities and identified as 1-pentyl-3-(2-iodobenzoyl)indole (AM-679) and 1-pentyl-3-(1-adamantoyl)indole. Structure elucidation was carried out by LC-UV-MS/MS, LC-TOF-MS, GC-MS and NMR. The benzoylindole AM-679 is a known agonist of cannabinoid receptors while the adamantoylindole derivative also carries chemical features typical for cannabimimetics. It is thus assumed that both substances might be detected in "smart products" in the future.

Original languageEnglish
Pages (from-to)27-32
Number of pages6
JournalForensic Science International
Volume214
Issue number1-3
DOIs
Publication statusPublished - Jan 10 2012

Fingerprint

Cannabinoids
Hungary
Powders
Cannabinoid Receptor CB2
Cannabinoid Receptor Agonists
Cannabinoid Receptor CB1
Research
indole
3-(5-(-1-acetyl-2,3-dihydro-1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-(4-(5-methoxypyrimidin-2-yl)-benzyl)-1H-indol-2-yl)-2,2-dimethyl-propionic acid

Keywords

  • 1-Pentyl-3-(1-adamantoyl)indole
  • 1-Pentyl-3-(2-iodobenzoyl)indole
  • Cannabimimetic
  • GC-MS
  • LC-MS
  • NMR

ASJC Scopus subject areas

  • Pathology and Forensic Medicine

Cite this

Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary. / Jankovics, Péter; Váradi, A.; Tölgyesi, László; Lohner, Szilvia; Németh-Palotás, Júlia; Balla, József.

In: Forensic Science International, Vol. 214, No. 1-3, 10.01.2012, p. 27-32.

Research output: Contribution to journalArticle

Jankovics, Péter ; Váradi, A. ; Tölgyesi, László ; Lohner, Szilvia ; Németh-Palotás, Júlia ; Balla, József. / Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary. In: Forensic Science International. 2012 ; Vol. 214, No. 1-3. pp. 27-32.
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