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B138

Sigma-Aldrich

BTCP hydrochloride

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C19H25NS · HCl
CAS-Nummer:
112726-66-6
Molekulargewicht:
335.93
MDL-Nummer:
MFCD00153777
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278283
NACRES:
NA.77

Form

powder

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Farbe

white

Löslichkeit

H2O: >180 mg/mL
ethanol: soluble

Lagertemp.

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

InChIKey

XBOZTWUGBRZVBP-UHFFFAOYSA-N

Angaben zum Gen

human ... SLC6A3(6531)

Biochem./physiol. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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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
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
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
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
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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