Benocyclidine

Chemical compound From Wikipedia, the free encyclopedia

Benocyclidine, also known as benzothiophenylcyclohexylpiperidine (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.[1]

ATC code
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Quick facts Clinical data, ATC code ...
Benocyclidine
Clinical data
ATC code
  • none
Legal status
Legal status
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)
  • 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 checkY
  • Key:RGSVXQJPSWZXOP-UHFFFAOYSA-N checkY
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It acts as a potent and selective dopamine reuptake inhibitor (DRI) and a psychostimulant.[2][3] 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.[2][3] It has been used to label the dopamine transporter.[4][5] BCP was used to try to find a common pharmacophore for DRI type stimulants.[6]

More recently, benocyclidine has been found in several ecstasy tablets, sold as MDMA.[7]

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.[8][9]

Otherwise, benocyclidine is not scheduled at the federal level in the United States,[10] 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

References

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