title: Two thiazolylindoles and a benzimidazole: novel compounds on the designer drug market with potential cannabinoid receptor activity.
abstract: In a seizure of German customauthorities two 3-([1,3]-thiazol-2-yl)indoles (N-(2-methoxyethyl),N-iso-propyl-2-(1-pentyl-1H-indol-3-yl)-4-thiazolemethanamine (1) and N,N-diethyl-2-(1-pentyl-1H-indol-3-yl)-4-thiazolemethanamine (2)) and one benzimidazole (1-(cyclohexylmethyl)-2-[(4-ethoxyphenyl)methyl]-N,N-diethyl-1H-benzimidazole-5-carboxamide (6)) were seized as pure compounds. The compounds have been detected in Germany for the first time, and no analytical data had been previously published. Mass spectrometric (MS), infrared (IR) spectroscopic, and nuclear magnetic resonance (NMR) spectroscopic data are presented and the way of the structure elucidation of these rather uncommon compounds is discussed.
authors.affiliation: State Bureau of Criminal Investigation Schleswig-Holstein, Section Narcotics/Toxicology, Mühlenweg 166, D-24116 Kiel, Germany. Electronic address: Dr.-Folker.Westphal@polizei.landsh.de.
authors.forename: Folker
authors.initials: F
authors.lastname: Westphal
authors.affiliation: Otto-Diels-Institute of Organic Chemistry, Christian-Albrechts-University Kiel, Olshausenstr. 40, 24098 Kiel, Germany.
authors.forename: Frank D
authors.initials: FD
authors.lastname: Sönnichsen
authors.affiliation: Center for Education and Science of the Federal Finance Administration, Laboratory Frankfurt, Gutleutstr. 185, 60327 Frankfurt a.M., Germany.
authors.forename: Siegfried
authors.initials: S
authors.lastname: Knecht
authors.affiliation: Institute of Forensic Medicine, Department of Forensic Toxicology, Medical Center-University Freiburg, Albertstr. 9, 79104 Freiburg, Germany.
authors.forename: Volker
authors.initials: V
authors.lastname: Auwärter
authors.affiliation: Institute of Forensic Medicine, Department of Forensic Toxicology, Medical Center-University Freiburg, Albertstr. 9, 79104 Freiburg, Germany.
authors.forename: Laura
authors.initials: L
authors.lastname: Huppertz
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry*; D002849:Chromatography, Gas; D015198:Designer Drugs / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D043884:Receptor, Cannabinoid, CB1 / Q000737:chemistry; D043885:Receptor, Cannabinoid, CB2 / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013844:Thiazoles / Q000737:chemistry*
chemical_list: D001562:Benzimidazoles; D015198:Designer Drugs; D043884:Receptor, Cannabinoid, CB1; D043885:Receptor, Cannabinoid, CB2; D013844:Thiazoles; C031000:benzimidazole
keywords: 3-([1,3]-thiazol-2-yl)indole; Analytical data; Benzimidazole; Cannabimimetic; Structure elucidation