|Systematic (IUPAC) name|
|Legal status||Analogue of MDMA (AU) Analogue of amphetamine (CA) Temporary class drug (UK) Analogue of MDMA (US)|
|Routes||Oral, Insufflated, Rectal|
|Mol. mass||189.25 g/mol (freebase)
225.7 g/mol (HCl salt)
5-MAPB (1-(benzofuran-5-yl)-N-methylpropan-2-amine) is an entactogenic designer drug which is structurally related to 5-APB and MDMA. It has similar effects to these drugs in humans and has been used as a recreational drug. 5-MAPB was temporarily banned in the UK in June 2013 after being detected being used as a street drug and sold online, along with 9 other related compounds.
5-MAPB was originally banned in the UK in June 2013 under a Temporary class drug order. On March 5, 2014 the UK Home Office announced that 5-MAPB would be made a class B drug on 10 June 2014 alongside every other benzofuran entactogen and many structurally related drugs.
Metabolism and Toxicity
Little formal knowledge exists on 5-MAPB. User reports suggest striking similarity with MDMA. 5-MAPB shares structural relation to MDMA, however it is unlikely to produce the metabolite speculated by some to be the major factor in the neurotoxicity of MDMA; 2,5-bis-(glutathion-S-yl)-alpha-methyldopamine. If the two carbons between the oxygen and benzyl ring were cleaved from this structure, the resulting molecule would be pholedrine and the metabolic path would produce 4-Hydroxyamphetamine (alpha-methyltyramine) and then through beta-oxidation para-hydroxynorephedrine. At this time it is unclear what types of metabolism this molecule experiences in vivo.
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- "'NBOMe' and 'Benzofury' banned". UK Home Office. 2013-06-04. Retrieved 10 April 2014.
- UK Home Office (2014-03-05). "The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Government. Retrieved 2014-03-11.
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