Erowid References Database
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Borth S, Hänsel W, Rösner P, Junge T.
“Synthesis of 2,3- and 3,4-methylenedioxyphenylalkylamines and their regioisomeric differentiation by mass spectral analysis using GC-MS-MS”.
Forensic Sci Int. 2000 Dec 22;114(3):139-53.
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Abstract
3,4-methylenedioxyamphetamine MDA derivatives are increasingly abused central nervous system stimulants with neurotoxic properties. In recent years a number of controlled substance analogs designer drugs with high structural variety reached the illegal market making their identification an arduous task. The underivatized compounds give very similar or even virtually identical electron impact mass spectra containing mainly intense CnH2n+2N+ immonium ions. Using tandem mass spectrometry MS-MS the additional structural information contained in the collision induced dissoziation CID mass spectra of molecular ions using electron impact EI and especially chemical ionization CI allowed an unequivocal differentiation of 18 studied regioisomeric 1-methylenedioxyphenyl-2-propanamines and 1-methylenedioxyphenyl-2-butanamines. Further synthetic methods are presented for 1-3,4-methylenedioxyphenyl-N-propyl-2-butanamine, N-isopropyl-1-3,4-methylenedioxyphenyl-2-butanamine and four 1-2, 3-methylenedioxyphenyl-2-butanamines. N-alkylated 1-3, 4-methylenedioxyphenyl-2-butanamine compounds e.g. MBDB are also known to be abused psychoactive agents entactogenes without the sympatomimetic effects of the 3,4-methylenedioxyamphetamines.
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