5-EAPB

5-EAPB, also known as 5-(2-(ethylamino)propyl)benzofuran, is a potentially entactogenic amphetamine and benzofuran 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
Other names	5-(2-(Ethylamino)propyl)benzofuran; 1-(Benzofuran-5-yl)-N-ethylpropan-2-amine
Routes of administration	Oral
Drug class	Entactogen
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
PubChem CID	102336590
ChemSpider	32078888
UNII	889D8VM2SL
CompTox Dashboard (EPA)	DTXSID701010104
Chemical and physical data
Formula	C13H17NO
Molar mass	203.285 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.

Toxicity

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.^[3]

Interactions

See also: MDMA § Interactions, Trip killer § Antidotes of other hallucinogens, and MDMA/citalopram

Society and culture

Legal status

Singapore

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]

United Kingdom

In the UK, all benzofurans are considered Class B drugs^[5] and are therefore illegal.

See also

• Substituted benzofuran