5-EAPB

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5-EAPB
1-(benzofuran-5-yl)-N-ethylpropan-2-amine.png
Ball-and-stick model of 5-EAPB molecule
Systematic (IUPAC) name
1-(Benzofuran-5-yl)-N-ethylpropan-2-amine
Clinical data
Pregnancy
category
  •  ?
Identifiers
CAS Number 1445566-01-7 N
ATC code none
ChemSpider 32078888
UNII 889D8VM2SL YesY
Chemical data
Formula C13H17NO
Molecular mass 203.28 g/mol (freebase) 239.78 g/mol (hydrochloride)
  • 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 an 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 2013.

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 inhibitors, 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

As an N-ethyl derivative of 5-APB, 5-EAPB falls outside the scope of the Temporary Class Drug ban issued by the Home Office on June 10, 2013,[2] and remains uncontrolled in the UK as of November 2013. The ACMD has advised that 5-EAPB (and other -APBs) are moved to Class B,[3] this will likely come into action on 10 June 2014.

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][6]

See also

References

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  1. ↑ US patent 7045545, Karin Briner et al, "Aminoalkylbenzofurans as serotonin (5-HT(2c)) agonists", published 2000-01-19, issued 2006-16-03 
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ https://www.gov.uk/government/news/acmd-recommends-permanent-ban-on-two-legal-highs
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Festivalgoer's death prompts drug warning. The Guardian, 1 September 2013[1]
  6. ↑ [2]
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