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D052

Sigma-Aldrich

GBR 12909 dihydrochloride

solid, ≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C28H32F2N2O · 2HCl
CAS-Nummer:
67469-78-7
Molekulargewicht:
523.49
MDL-Nummer:
MFCD00055193
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24277909
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Farbe

white

Löslichkeit

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

InChIKey

MIBSKSYCRFWIRU-UHFFFAOYSA-N

Angaben zum Gen

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

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Anwendung

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. Wirkung

GBR 12909 is a highly selective dopamine reuptake inhibitor with behavioral effects similar to cocaine.
GBR 12909 may show pharmacotherapeutic effects against cocaine addiction.

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

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
036M4605V
082M4613V
068K4601
047K4600
024K4609

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Die Dokumentenbibliothek aufrufen

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
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
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
Benjamin A Pawlisch et al.
Brain research, 1353, 113-124 (2010-07-17)
Female songbirds use attributes of male song to select mates. Different types of male song differ in incentive value (or the ability to attract females). Dopamine plays a role in incentive value and reward; however, little is known about its
Dopamine inhibits the expression of proinflammatory cytokines of microglial cells through the formation of dopamine quinone in the mouse striatum
Yasuhiro Y, et al.
Journal of Pharmacological Sciences, 41-50 (2022)
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