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5.05732

GBR 12909 Dihydrochloride

Name: GBR 12909 Dihydrochloride
Brand: MM

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

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00055193

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

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Properties

assay

≥98% (HPLC)

Quality Level

100

form

solid

potency

1 nM K_i

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

SMILES string

Fc1ccc(cc1)C(OCCN3CCN(CC3)CCCc4ccccc4)c2ccc(cc2)F.[Cl-].[Cl-].[H+].[H+]

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

Description

General description

A potent inhibitor of dopamine active transporter (DAT, K_i = 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

Preparation Note

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

Slight warming is required for complete solubilization.

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

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c