5-EAPB
5-EAPB Structure.svg
Ball-and-stick model of 5-EAPB molecule
Clinical data
Pregnancy
category
  • ?
ATC code
  • none
Legal status
Legal status
Identifiers
  • 1-(1-Benzofuran-5-yl)-N-ethylpropan-2-amine
CAS Number
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H17NO
Molar mass203.28 g/mol (freebase) 239.78 g/mol (hydrochloride) g·mol−1
3D model (JSmol)
  • CC(NCC)CC1=CC(C=CO2)=C2C=C1
  • 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 (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 is similar in structure to compounds such as 5-APB which are claimed to be agonists of the 5-HT2C receptor[1] 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[2] 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.[3]

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.[4]

References

  1. ^ 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 
  2. ^ "Ban on NBOMe and benzofurans comes into force". Gov.uk. 10 June 2014.
  3. ^ "CNB NEWS RELEASE". Central Narcotics Bureau (CNB). 30 April 2015. Archived from the original on 15 July 2015. Retrieved 24 July 2015.
  4. ^ Stretch E (1 September 2013). "Festivalgoer's death prompts drug warning". The Guardian.