THE DETECTION OF DANAZOL AND ITS SIGNIFICANCE IN DOPING ANALYSIS

The use of anabolic steroids and related compounds In sport is forbidden by the International Olympic Committee (IOC). Because danazol (17a-pregna-2, 4-dien-20-yno[2, 3-D] Isoxazol-17ݭol) Is structurally related to the anabollc steroid stanozolol, its use should be questioned. Therefore, the detection and the significance of danazol in doping analysis are discussed. A urine specimen suspected of containing danazol metabolltes was analyzed In order to characterize the metabolltes. After Isolation and conversion Into three different derivatives, the metabolltes were subjected to gas chromatography/mass spectrometry (GC/MS) In the electron Impact (El) mode. The structure assignment was based on the molecular Ions, fragmentation patterns observed for the three different derivatives, and the possible metabollte structures given In the literature. Ethlsterone was identified as a nonconjugated metabollte. 2-Hydroxymethylethlsterone was observed In two stereolsomerlc forms. One stereolsomer was found mainly in the nonconjugated steroid fraction and the other in the conjugated fraction. The results were confirmed by analyzing urine specimens of a volunteer who was known to have taken danazol. Derlvatlzatlon methods and GC/MS data are given to Implement danazol detection in routine screening and confirmation procedures. © 1992, Oxford University Press. All rights reserved.