Screening for metabolically stable aryl-propionamide-derived selective androgen receptor modulators for doping control purposes

Rapid Commun Mass Spectrom. 2006;20(5):870-6. doi: 10.1002/rcm.2389.


Anabolic agents have been among the most frequently detected drugs in amateur and professional sport. A novel class of therapeutics presumably complementing anabolic steroids in the near future includes so-called selective androgen receptor modulators (SARMs) that have been under clinical investigations for several years. Although not yet commercially available, their potential for misuse in sports is high. Four aryl-propionamide-derived SARMs were synthesized in order to establish a fast and robust screening procedure using liquid chromatography/electrospray ionization tandem mass spectrometry. Synthesized compounds were characterized by high-resolution/high-accuracy mass analysis employing a linear ion trap-Orbitrap hybrid mass spectrometer while routine analyses were conducted on a triple-quadrupole mass spectrometer. Characteristic product ions obtained by collision-induced dissociation were found at m/z 289 and 261 as well as m/z 269 and 241 representing the bisubstituted aniline residues of selected model compounds. Assay validation was performed regarding lower limit of detection (1 ng/mL), recovery (85-105%), intraday precision (7.6-11.6%) and interday precision (9.9-14.4%), and precursor ion scan experiments on diagnostic product ions enabled the detection of a structurally related compound at 50 ng/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anabolic Agents / analysis*
  • Anabolic Agents / chemical synthesis
  • Androgen Antagonists / analysis*
  • Androgen Antagonists / chemistry
  • Androgen Antagonists / metabolism
  • Androgen Receptor Antagonists
  • Anilides / analysis*
  • Anilides / chemistry
  • Anilides / metabolism
  • Chromatography, High Pressure Liquid
  • Doping in Sports / methods*
  • Humans
  • Mass Screening / methods*
  • Nitriles
  • Receptors, Androgen / metabolism*
  • Spectrometry, Mass, Electrospray Ionization / methods
  • Tosyl Compounds


  • AR protein, human
  • Anabolic Agents
  • Androgen Antagonists
  • Androgen Receptor Antagonists
  • Anilides
  • Nitriles
  • Receptors, Androgen
  • Tosyl Compounds
  • bicalutamide