Structure via PubChem · Public domain (PubChem)
benocyclidine
Sign in to saveAlso known as GK 13, 1-(1-Benzo(b)thien-2-ylcyclohexyl)piperidine, 1-Btcp, N-(1-(2-Benzo(b)thiophenyl)cyclohexyl)piperidine, BTCP, 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine
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.
Chemical data
- Formula
- C19H25NS
- Molecular weight
- 299.5 g/mol
- IUPAC name
- 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine
- SMILES
- C1CCC(CC1)(C2=CC3=CC=CC=C3S2)N4CCCCC4
- InChIKey
- RGSVXQJPSWZXOP-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 31.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2 papers- Benocyclidine (BTCP) as Non-labelled Reporter Ligand for MS Binding Assays for the PCP Ion Channel Binding Site of the Desensitized Torpedo Nicotinic Acetylcholine Receptor (nAChR).ChemMedChem · 2023
- Therapeutic importance of synthetic thiophene.Chemistry Central journal · 2018
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 299.170771
Show 4 more facts
- chemical formula
- C₁₉H₂₅NS
- canonical SMILES
- C1CCC(CC1)(C2=CC3=CC=CC=C3S2)N4CCCCC4
- subject has role
- dopamine agonist
- Commons category
- Benocyclidine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Legal status in the United States
- See also
- References
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.
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.
Excerpted from Wikipedia’s “benocyclidine” article, available under the CC BY-SA 4.0 licence.