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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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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)

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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Opposite modulatory effects of ovarian hormones on rat brain dopamine and serotonin transporters.

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

1-[1-(2-Benzo[b]thiopheneyl)cyclohexyl]piperidine hydrochloride (BTCP) yields two active primary metabolites in vivo. Identification and quantification of BTCP primary metabolites in mice plasma, urine, and brain and their affinity for the neuronal dopamine transporter.

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

Differential interaction of phencyclidine-like drugs with the dopamine uptake complex in vivo.

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

Conformational preferences of the potent dopamine reuptake blocker BTCP and its analogs and their incorporation into a pharmacophore model.

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

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

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