5.05732

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

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
• 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

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable