An inhibitor of dopamine uptake
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GBR 12909 (hydrochloride)

Item No. 15622

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)-piperazine, dihydrochloride
CAS Number
67469-78-7
Synonyms
  • I 893
Molecular Formula
C28H32F2N2O • 2HCl
Formula Weight
523.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/ml
λmax
264 nm
SMILES
FC1=CC=C(C(OCCN2CCN(CCCC3=CC=CC=C3)CC2)C4=CC=C(F)C=C4)C=C1.Cl.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

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    50 mg

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    Product Description

    GBR 12909 is a potent inhibitor that blocks dopamine uptake (IC50 = 1-51 nM).1,2 It is more than 100-fold less effective at blocking serotonin or noradrenaline uptake.1,2 GBR 12909 effectively inhibits dopamine uptake in vivo, leading to consequent stimulation of dopamine receptors.1,3 GBR 12909 also inhibits pyrilamine binding to the histamine H1 receptor (IC50 = 18 nM) but poorly inhibits ligand binding to dopamine, adrenergic, acetylcholine, serotonin, and γ-aminobutyric acid receptors.2 It also blocks ligand binding to sigma receptors in rat brain (IC50 = 48 nM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heikkila, R.E., and Manzino, L. Behavioral properties of GBR 12909, GBR 13069 and GBR 13098: Specific inhibitors of dopamine uptake. Eur. J. Pharmacol. 103(3-4), 241-248 (1984).

    2. Andersen, P.H. The dopamine uptake inhibitor GBR 12909: Selectivity and molecular mechanism of action. Eur. J. Pharmacol. 166(3), 493-504 (1989).

    3. Melia, K.F., and Spealman, R.D. Pharmacological characterization of the discriminative-stimulus effects of GBR 12909. J. Pharmacol. Exp. Ther. 258(2), 626-632 (1991).

    4. Contreras, P.C., Bremer, M.E., and Rao, T.S. GBR-12909 and fluspirilene potently inhibited binding of [3H](+)3-PPP to sigma receptors in rat brain. Life Sci. 47(22), PL133-PL137 (1990).