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Merck

B138

Sigma-Aldrich

BTCP hydrochloride

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C19H25NS · HCl
Número de CAS:
Peso molecular:
335.93
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

formulario

powder

control farmacológico

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubilidad

H2O: >180 mg/mL
ethanol: soluble

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

XBOZTWUGBRZVBP-UHFFFAOYSA-N

Información sobre el gen

human ... SLC6A3(6531)

Acciones bioquímicas o fisiológicas

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

Características y beneficios

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.

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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T Maurice et al.
Journal of neurochemistry, 56(2), 553-559 (1991-02-01)
The phencyclidine (PCP) derivative, [3H]N-[1-(2-benzo[b]thiophenyl)cyclohexyl]piperidine ([3H]BTCP), was used to label in vivo the dopamine uptake complex in mouse brain. The striatum accumulated the highest level of total and specific binding. Drugs which bind to the dopamine uptake site inhibited [3H]BTCP
C Deleuze-Masquefa et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 9(4), 345-354 (2000-02-09)
1-[1-(2-Benzo[b]thiopheneyl)cyclohexyl]piperidine hydrochloride (BTCP) and cocaine bind to the neuronal dopamine transporter (DAT) to strongly inhibit dopamine (DA) reuptake. Although similar to acute administration, cocaine and BTCP produce sensitization and tolerance, respectively, on chronic administration. We previously found that liver microsomes
G Attali et al.
Brain research, 756(1-2), 153-159 (1997-05-09)
The present study was designed to investigate the modulatory effect of gonadal steroids on brain dopamine (DA) and serotonin (5-HT) presynaptic transporters in female and male rats. Female and male rats were castrated and treated with either vehicle or gonadal
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
M Froimowitz et al.
Journal of computer-aided molecular design, 14(2), 135-146 (2000-03-18)
Molecular mechanics calculations using MM3-92 and ab initio quantum mechanical calculations using SPARTAN 5.0 were performed on the structurally similar PCP and BTCP, in which only the latter has a cocaine-like pharmacological profile as a dopamine reuptake blocker. Calculations were

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