Benocyclidine

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.

"BTCP" redirects here. For other uses, see BTCP (disambiguation).
Benocyclidine
Clinical data
ATC code
  • none
Legal status
Legal status
  • UK: Under Psychoactive Substances Act
  • US: Unscheduled, illegal in Florida and Virginia
Identifiers
  • 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H25NS
Molar mass299.48 g·mol−1
3D model (JSmol)
SMILES
  • C1(SC(C2(CCCCC2)N3CCCCC3)=C4)=C4C=CC=C1
  • 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 Y
  • Key:RGSVXQJPSWZXOP-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

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.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.