153489-14-6Relevant articles and documents
Synthesis of [13C6]-labelled phenethylamine derivatives for drug quantification in biological samples
Karlsen, Morten,Liu, Huiling,Berg, Thomas,Johansen, Jon Eigill,Hoff, Bard Helge
, p. 378 - 387 (2014/06/10)
The availability of high-quality 13C-labelled internal standards will improve accurate quantification of narcotics and drugs in biological samples. Thus, the synthesis of 10 [13C6]-labelled phenethylamine derivatives, namely amphetamine, methamphetamine, 3,4-methylenedioxyamphetamine, 3,4-methylenedioxymethamphetamine, 3,4-methylenedioxy-N-ethylamphetamine, 4-methoxyamphetamine, 4-methoxymethamphetamine, 3,5-dimethoxyphenethylamine 4-bromo-2,5- dimethoxyphenethylamine and 2,5-dimethoxy-4-iodophenethylamine, have been undertaken. [13C6]-Phenol proved to be an excellent starting material for making 13C-labelled narcotic substances in the phenethylamine class, and a developed Stille-type coupling enabled an efficient synthesis of the 3,4-methylenedioxy and 4-methoxy derivatives. The pros and cons of alternative routes and transformations are also discussed. The [ 13C6]-labelled compounds are intended for use as internal standards in forensic analysis, health sciences and metabolomics studies by gas chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry. Copyright
