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5.05732

Sigma-Aldrich

GBR 12909 Dihydrochloride

Synonym(s):

GBR 12909 Dihydrochloride, 1-(2-Bis(4-fluorophenyl)methoxy)ethyl)-4-(3-phenylpropyl)piperazine Hydrochloride, Dopamine Active Transporter Inhibitor, GBR 12909, DAT Inhibitor, GBR 12909, GBR12909

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About This Item

Empirical Formula (Hill Notation):
C28H32F2N2O · 2HCl
CAS Number:
67469-78-7
Molecular Weight:
523.49
MDL number:
MFCD00055193
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

Quality Level

100

form

solid

potency

1 nM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white to off-white

solubility

DMSO: 100 mM

storage temp.

2-8°C

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

General description

A potent inhibitor of dopamine active transporter (DAT, Ki = 1 nM, IC50 = 40 and 51 nM) with >100 fold selectivity over noradrenalin and 5-HT re-uptake transporter. Shown to produce behavioral profile in mice for bipolar mania disease model and ADHD disease models.

Biochem/physiol Actions

Primary Target
DAT

Warning

Toxicity: Standard Handling (A)

Preparation Note

Slight warming is required for complete solubilization.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Young, J. et al. 2010. Psychopharm.208, 443.

Hewitt, K., et al. 2009. Neuropharm.57, 678.
Prisinzano, T. et al. 2002. J. Med. Chem.45, 4371.
Andersen, P., et al. 1989. Eur. J. Pharmacol.166, 493.
Heikkila, R., et al. 1984. Eur. J. Pharmacol.103, 142.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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