BENOCYCLIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H25NS
Molecular Weight	299.474
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

C1CCN(CC1)C2(CCCCC2)C3=CC4=CC=CC=C4S3

InChI

InChIKey=RGSVXQJPSWZXOP-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C19H25NS
Molecular Weight	299.474
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Targets

Primary Target	Pharmacology	Condition	Potency
dopamine uptake 14	Inhibitor 8,504		7.0 nM [IC50]

Substance Class	Chemical
Record UNII	Q1WR6UP7MW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENOCYCLIDINE

Common Name

English

GK-13

Preferred Name

English

N-(1-(2-BENZO(B)THIOPHENYL)CYCLOHEXYL)PIPERIDINE

Systematic Name

English

BENZOTHIOPHENYLCYCLOHEXYLPIPERIDINE

Systematic Name

English

1-(1-(2-BENZO(B)THIENYL)CYCLOHEXYL)PIPERIDINE

Systematic Name

English

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Classification Tree

Code System

Code

Stimulants

WIKIPEDIA

Designer-drugs-Benocyclidine

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Code System

Code

Type

Description

SMS_ID

100000175580

PRIMARY

CAS

112726-66-6

PRIMARY

WIKIPEDIA

Benocyclidine

PRIMARY

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.[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. It has been used to label the dopamine transporter. BCP was also 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.

PUBCHEM

123692

PRIMARY

FDA UNII

Q1WR6UP7MW

PRIMARY

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