5-MAPDB

5-MAPDB (1-(2,3-dihydrobenzofuran-5-yl)-N-methylpropan-2-amine) is a chemical compound which acts as an entactogenic drug. It is structurally related to drugs like 5-APDB and 5-MAPB, which have similar effects to MDMA and have been used as recreational drugs. 5-MAPDB has been studied to determine its pharmacological activity, and was found to be a relatively selective serotonin releaser, though with weaker actions as a releaser of other monoamines and 5-HT₂ receptor family agonist,^[2] similar to older compounds such as 5-APDB.^[3]

5-MAPDB

Legal status
Legal status	AU: Analogue of MDMA BR: Class F2 (Prohibited psychotropics)[1] CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class B US: Analogue to a Schedule I/II drug (MDMA)
Identifiers
IUPAC name 1-(2,3-dihydrobenzofuran-5-yl)-N-methylpropan-2-amine
CAS Number	1354631-78-9
PubChem CID	112500533
ChemSpider	52085108
UNII	FS5Z21939Z
CompTox Dashboard (EPA)	DTXSID601045392
Chemical and physical data
Formula	C12H17NO
Molar mass	191.274 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(NC)CC1=CC(CCO2)=C2C=C1
InChI InChI=1S/C12H17NO/c1-9(13-2)7-10-3-4-12-11(8-10)5-6-14-12/h3-4,8-9,13H,5-7H2,1-2H3 Key:PLQTZOCLUHHCOI-UHFFFAOYSA-N

Legality

5-MAPDB was banned in the UK in June 2013 as a temporary class drug along with 9 other related compounds, despite having never been sold as a street drug itself. This was due to concerns that it would have similar effects to drugs such as 5-APB that had been widely sold already, and 5-MAPDB might therefore be likely to become used recreationally also, if it were not banned preemptively.^[4]

See also

• 5-MAPDI
• 6-MAPDB
• IBF5MAP