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D052

GBR 12909 dihydrochloride

Name: GBR 12909 dihydrochloride
Brand: SIGMA

≥98% (HPLC), dopamine transportef nhibitor, solid

Synonym(s):

1-(2-[bis(4-Fluorophenyl)methoxy]ethyl)-4-(3-phenylpropyl)piperazine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₂F₂N₂O · 2HCl

CAS Number:

67469-78-7

Molecular Weight:

523.49

UNSPSC Code:

12352200

PubChem Substance ID:

24277909

NACRES:

NA.77

MDL number:

MFCD00055193

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

GBR 12909 dihydrochloride, solid, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

DMSO: >5 mg/mL (Solutions freshly prepared daily)

SMILES string

Cl.Cl.Fc1ccc(cc1)C(OCCN2CCN(CCCc3ccccc3)CC2)c4ccc(F)cc4

InChI

1S/C28H32F2N2O.2ClH/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23;;/h1-3,5-6,8-15,28H,4,7,16-22H2;2*1H

InChI key

MIBSKSYCRFWIRU-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Description

Application

GBR 12909 dihydrochloride has been used as a dopamine transporter (DAT) inhibitor:

to study its effects on LPS-induced mRNA expression on the proinflammatory cytokines in the mouse striatum
to study its effects on neurotransmitter release in zebrafish brain
in DA uptake assay in mice striatal fraction

Biochem/physiol Actions

GBR 12909 may show pharmacotherapeutic effects against cocaine addiction.

GBR 12909 is a highly selective dopamine reuptake inhibitor with behavioral effects similar to cocaine.

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Inhibitory control and response latency differences between C57BL/6J and DBA/2J mice in a Go/No-Go and 5-choice serial reaction time task and strain-specific responsivity to amphetamine.

Maarten Loos et al.

Behavioural brain research, 214(2), 216-224 (2010-06-29)

Among the best-replicated and most heritable endophenotypes of attention-deficit/hyperactivity disorder (ADHD) are deficits in attention, inhibitory response control and larger intra-individual variability in response latencies. Here, we explored the presence of these heritable ADHD endophenotypes in two commonly used inbred

Modulation of high impulsivity and attentional performance in rats by selective direct and indirect dopaminergic and noradrenergic receptor agonists.

Anushka B P Fernando et al.

Psychopharmacology, 219(2), 341-352 (2011-07-16)

Impulsivity is associated with a number of psychiatric disorders, most notably attention deficit/hyperactivity disorder (ADHD). Drugs that augment catecholamine function (e.g. methylphenidate and the selective noradrenaline reuptake inhibitor atomoxetine) have clinical efficacy in ADHD, but their precise mechanism of action

Assessment of receptor occupancy-over-time of two dopamine transporter inhibitors by [(11)C]CIT and target controlled infusion.

Olof Eriksson et al.

Upsala journal of medical sciences, 116(2), 100-106 (2011-03-30)

Occupancy-over-time was determined for two dopamine transporter (DAT) inhibitors through modeling of their ability to displace the PET ligand [(11)C]CIT. The tracer was held at a pseudo steady state in a reference tissue by target controlled infusion. Rhesus monkeys (n

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Global Trade Item Number

SKU	GTIN
D052-100MG	04061833557754
D052-250MG	04061833557761
D052-25MG	04061833557778