Benocyclidine

Benocyclidine

Clinical data
ATC code	none
Legal status
Legal status	UK: Under Psychoactive Substances Act US: Unscheduled, illegal in Florida and Virginia
Identifiers
IUPAC name 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine
CAS Number	112726-66-6
PubChem CID	123692
ChemSpider	110266
UNII	Q1WR6UP7MW
ChEMBL	ChEMBL279556
CompTox Dashboard (EPA)	DTXSID0042581
Chemical and physical data
Formula	C19H25NS
Molar mass	299.48 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1(SC(C2(CCCCC2)N3CCCCC3)=C4)=C4C=CC=C1
InChI InChI=1S/C19H25NS/c1-5-11-19(12-6-1,20-13-7-2-8-14-20)18-15-16-9-3-4-10-17(16)21-18/h3-4,9-10,15H,1-2,5-8,11-14H2  Key:RGSVXQJPSWZXOP-UHFFFAOYSA-N
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Benocyclidine, also known as benzo​thiophenyl​cyclo​hexylpiperidine (BTCP), is a psychoactive recreational drug of the arylcyclohexylamine class which is related to phencyclidine (PCP). It was first described in a patent application naming Marc Caron and colleagues at Duke University in 1997.

It acts as a potent and selective dopamine reuptake inhibitor (DRI) and a psychostimulant. Unlike related compounds like phencyclidine and ketamine, benocyclidine is a pure DRI with negligible affinity for the NMDA receptor, and it therefore lacks any anticonvulsant, anesthetic, hallucinogenic, or dissociative effects. It has been used to label the dopamine transporter. BCP was used to try to find a common pharmacophore for DRI type stimulants.

More recently, benocyclidine has been found in several ecstasy tablets, sold as MDMA.

Legal status in the United States

Benocyclidine is a Schedule I controlled substance in the state of Florida and Virginia, making it illegal to buy, sell, or possess in these states.

Otherwise, benocyclidine is not scheduled at the federal level in the United States, but may be considered an analog of PCP, in which case purchase, sale, or possession could be prosecuted under the Federal Analog Act if intended for human consumption.

See also

• Tenocyclidine