5-EAPB

5-EAPB (1-(benzofuran-5-yl)-N-ethylpropan-2-amine) is a potentially entactogenic amphetamine which is structurally related to 5-MAPB and 5-APB. It might be predicted to show similar effects to these drugs in humans, but the pharmacology of 5-EAPB remains unstudied as of 2020.

5-EAPB

Clinical data
Pregnancy category	?
ATC code	none
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics)[1] CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class B
Identifiers
IUPAC name 1-(1-Benzofuran-5-yl)-N-ethylpropan-2-amine
CAS Number	1445566-01-7 N
ChemSpider	32078888
UNII	889D8VM2SL
CompTox Dashboard (EPA)	DTXSID701010104
Chemical and physical data
Formula	C13H17NO
Molar mass	203.28 g/mol (freebase) 239.78 g/mol (hydrochloride) g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(NCC)CC1=CC(C=CO2)=C2C=C1
InChI InChI=1S/C13H17NO/c1-3-14-10(2)8-11-4-5-13-12(9-11)6-7-15-13/h4-7,9-10,14H,3,8H2,1-2H3 Key:ZBZDDOARNPAMSP-UHFFFAOYSA-N

5-EAPB is similar in structure to compounds such as 5-APB which are claimed to be agonists of the 5-HT_2C receptor^[2] as well as a triple monoamine reuptake inhibitor, however 5-EAPB is not listed as an example in this patent, and it is not yet established to what extent the activity of 5-EAPB resembles that of 5-APB.

Legality

In the UK, all benzofurans are considered Class B drugs^[3] and are therefore illegal.

5-EAPB is listed in the Fifth Schedule of the Misuse of Drugs Act (MDA) and therefore illegal in Singapore as of May 2015.^[4]

Adverse reactions and deaths

Three people in their 30s were hospitalised after each taking approximately 500 mg of 5-EAPB, one of whom later died in hospital, whilst attending Brownstock music festival in Essex, UK on August 31, 2013.^[5]

References

1. Anvisa (24 July 2023). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 25 July 2023). Archived from the original on 27 August 2023. Retrieved 27 August 2023.
2. US patent 7045545, Briner K, Burkhart P, Burkholder P, Fisher MJ, Gritton WH, Kohlman DT, Liang SX, Miller SC, Mullaney JT, Xu YX, "Aminoalkylbenzofurans as serotonin (5-HT(2c)) agonists", published 2000-01-19, issued 2006-16-03, assigned to Eli Lilly and Co
3. "Ban on NBOMe and benzofurans comes into force". Gov.uk. 10 June 2014.
4. "CNB NEWS RELEASE". Central Narcotics Bureau (CNB). 30 April 2015. Archived from the original on 15 July 2015. Retrieved 24 July 2015.
5. Stretch E (1 September 2013). "Festivalgoer's death prompts drug warning". The Guardian.