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B138

BTCP hydrochloride

Name: BTCP hydrochloride
Brand: SIGMA

Synonym(s):

Benocyclidine hydrochloride, N-[1-(Benzo[b]thien-2-yl-cyclohexyl)]piperidine hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₅NS · HCl

CAS Number:

112726-66-6

Molecular Weight:

335.93

NACRES:

NA.77

PubChem Substance ID:

24278283

UNSPSC Code:

12352200

MDL number:

MFCD00153777

Form:

powder

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Properties

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada; Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet

color

white

solubility

H₂O: >180 mg/mL, ethanol: soluble

storage temp.

2-8°C

SMILES string

Cl[H].C1CCN(CC1)C2(CCCCC2)c3cc4ccccc4s3

InChI

1S/C19H25NS.ClH/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;1H

InChI key

XBOZTWUGBRZVBP-UHFFFAOYSA-N

Gene Information

human ... SLC6A3(6531)

Description

Biochem/physiol Actions

BTCP is a blocker of dopamine transport.

BTCP is a potent and selective blocker of dopamine transport with little affinity for phencyclidine sites.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

098H4706V

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Synthesis and biological evaluation of 1-[1-(2-benzo[b]thienyl)cyclohexyl]piperidine homologues at dopamine-uptake and phencyclidine- and sigma-binding sites.

X S He et al.

Journal of medicinal chemistry, 36(9), 1188-1193 (1993-04-30)

Piperidine and cyclohexyl ring homologues of the high-affinity dopamine (DA) uptake inhibitor 1-[1-(2-benzo[b]thienyl)cyclohexyl]piperidine (BTCP, 3) were each prepared in four steps from the appropriate cycloalkanones. These compounds were tested for their ability to displace [3H]BTCP and [3H]cocaine and to inhibit

Endogenous dopamine differently affects N-[1-(2-benzo(b)thiophenyl)cyclohexyl]piperidine and cocaine binding to the dopamine uptake complex.

T Maurice et al.

General pharmacology, 24(1), 191-194 (1993-01-01)

1. [3H]N-[1-(2-Benzo(b)thiophenyl)cyclohexyl]piperidine ([3H]BTCP) labels in vivo the dopamine uptake complex in the mouse striatum. 2. In mice treated with gamma-butyrolactone (GBL, 400 mg/kg), [3H]BTCP specific binding was increased and ID50 values of BTCP and cocaine for the prevention of [3H]BTCP

The phencyclidine (PCP) analog N-[1-(2-benzo(B)thiophenyl) cyclohexyl]piperidine shares cocaine-like but not other characteristic behavioral effects with PCP, ketamine and MK-801.

W Koek et al.

The Journal of pharmacology and experimental therapeutics, 250(3), 1019-1027 (1989-09-01)

Phencyclidine (PCP) inhibits dopamine (DA) uptake and acts as a noncompetitive N-methyl-D-aspartate antagonist by binding to PCP receptors. The PCP analog N-[1-(2-benzo(b)thiophenyl) cyclohexyl]piperidine (BTCP, GK13) is a potent DA uptake inhibitor, but has low affinity for PCP receptors. The behavioral

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Global Trade Item Number

SKU	GTIN
B138-10MG	04061832079271
B138-25MG	04061832079288