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D052

Sigma-Aldrich

GBR 12909 dihydrochloride

solid, ≥98% (HPLC)

Sinonimo/i:

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

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25 MG
CHF 280.00
100 MG
CHF 699.00
250 MG
CHF 1’410.00

CHF 280.00


Spedizione prevista il19 maggio 2025


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Cambia visualizzazione
25 MG
CHF 280.00
100 MG
CHF 699.00
250 MG
CHF 1’410.00

About This Item

Formula empirica (notazione di Hill):
C28H32F2N2O · 2HCl
Numero CAS:
Peso molecolare:
523.49
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

CHF 280.00


Spedizione prevista il19 maggio 2025


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Livello qualitativo

Saggio

≥98% (HPLC)

Stato

solid

Colore

white

Solubilità

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

Stringa SMILE

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
MIBSKSYCRFWIRU-UHFFFAOYSA-N

Informazioni sul gene

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Applicazioni

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[1]
  • to study its effects on neurotransmitter release in zebrafish brain[2]
  • in DA uptake assay in mice striatal fraction[3]

Azioni biochim/fisiol

GBR 12909 is a highly selective dopamine reuptake inhibitor with behavioral effects similar to cocaine.
GBR 12909 may show pharmacotherapeutic effects against cocaine addiction.[4]

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

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D Matecka et al.
Journal of medicinal chemistry, 39(24), 4704-4716 (1996-11-22)
The design, synthesis, and biological evaluation of compounds related to the dopamine (DA) uptake inhibitors: 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (1) and 1-[2-[bis-(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (2) (GBR 12395 and GBR 12909, respectively), directed toward the development and identification of new ligands interacting with high potency and
Giovanni Hernandez et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(32), 11032-11041 (2012-08-10)
Dopaminergic neurons contribute to intracranial self-stimulation (ICSS) and other reward-seeking behaviors, but it is not yet known where dopaminergic neurons intervene in the neural circuitry underlying reward pursuit or which psychological processes are involved. In rats working for electrical stimulation
Katherine M Serafine et al.
Pharmacology, biochemistry, and behavior, 102(2), 269-274 (2012-05-15)
Although cocaine readily induces taste aversions, little is known about the mechanisms underlying this effect. It has been suggested that its inhibitory effects at one of the monoamine transporters may be mediating this suppression. Using the cross-drug preexposure preparation, the
P W Czoty et al.
Psychopharmacology, 148(3), 299-306 (2001-02-07)
The behavioral effects of cocaine have been linked to brain dopamine systems. Extending the findings to neurochemical studies in the squirrel monkey would enhance our understanding of the behavioral pharmacology of cocaine in nonhuman primates. The present studies characterized the
Differential Reinforcing Effects of Cocaine and GBR-12909: Biochemical Evidence for Divergent Neuroadaptive Changes in the Mesolimbic Dopaminergic System
Srihari R T, et al.
The Journal of Neuroscience, 16(23), 7416 ?7427-7416 ?7427 (1996)

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