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GBR 13069 dihydrochloride

Potent dopamine uptake inhibitor CAS# 67469-45-8

GBR 13069 dihydrochloride

Catalog No. BCC6640----Order now to get a substantial discount!

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GBR 13069 dihydrochloride: 5mg $81 In Stock
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Quality Control of GBR 13069 dihydrochloride

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Chemical structure

GBR 13069 dihydrochloride

3D structure

Chemical Properties of GBR 13069 dihydrochloride

Cas No. 67469-45-8 SDF Download SDF
PubChem ID 24978531 Appearance Powder
Formula C28H32Cl2F2N2O M.Wt 521.48
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 5 mM in water
Chemical Name 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-[(E)-3-phenylprop-2-enyl]piperazine;dihydrochloride
SMILES C1CN(CCN1CCOC(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)CC=CC4=CC=CC=C4.Cl.Cl
Standard InChIKey ZBSZWEYIIGLGSX-RDRKJGRWSA-N
Standard InChI InChI=1S/C28H30F2N2O.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;;/h1-15,28H,16-22H2;2*1H/b7-4+;;
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of GBR 13069 dihydrochloride

DescriptionA potent inhibitor of dopamine uptake (IC50 = 40 nM). Centrally active following systemic administration in vivo.

GBR 13069 dihydrochloride Dilution Calculator

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GBR 13069 dihydrochloride Molarity Calculator

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Preparing Stock Solutions of GBR 13069 dihydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9176 mL 9.5881 mL 19.1762 mL 38.3524 mL 47.9405 mL
5 mM 0.3835 mL 1.9176 mL 3.8352 mL 7.6705 mL 9.5881 mL
10 mM 0.1918 mL 0.9588 mL 1.9176 mL 3.8352 mL 4.794 mL
50 mM 0.0384 mL 0.1918 mL 0.3835 mL 0.767 mL 0.9588 mL
100 mM 0.0192 mL 0.0959 mL 0.1918 mL 0.3835 mL 0.4794 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on GBR 13069 dihydrochloride

Prevention of the nigrostriatal toxicity of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by inhibitors of 3,4-dihydroxyphenylethylamine transport.[Pubmed:3489072]

J Neurochem. 1986 Oct;47(4):1073-9.

The 3,4-dihydroxyphenylethylamine (DA, dopamine) uptake inhibitors GBR 13,069, amfonelic acid, WIN-35,065-2, WIN-35,428, nomifensine, mazindol, cocaine, McN-5908, McN-5847, and McN-5292 were effective in preventing [3H]DA and [3H]1-methyl-4-phenylpyridinium (MPP+) uptake in rat and mouse neostriatal tissue slices. These DA uptake inhibitors also were effective in attenuating the MPP+-induced release of [3H]DA in vitro. 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) administration to mice (6 X 25 mg/kg i.p.) resulted in a large (70-80%) decrement in neostriatal DA. WIN-35,428 (5 mg/kg), GBR 13,069 (10 mg/kg), McN-5292 (5 mg/kg), McN-5908 (2 mg/kg), and amfonelic acid (2 mg/kg), when administered intraperitoneally 30 min prior to each MPTP injection, fully protected against MPTP-induced neostriatal damage. Other DA uptake inhibitors showed partial protection in vivo at the doses selected. Desmethylimipramine did not prevent [3H]MPP+ uptake or MPP+-induced release of [3H]DA in vitro, and did not protect against MPTP neurotoxicity in vivo. These results support the hypothesis put forth previously by others that the active uptake of MPP+ by dopaminergic neurons is necessary for toxicity.

Interaction between substituted 1-[2-(diphenylmethoxy)ethyl] piperazines and dopamine receptors.[Pubmed:4094653]

Neuropharmacology. 1985 Dec;24(12):1171-4.

Substituted 1-[2-(diphenylmethoxy)ethyl]piperazines were tested for their affinity to specific [3H]dopamine binding sites in membrane preparations from the corpus striatum of the rat. In particular, 4-(3-phenyl-2-prop(en)yl)- and 4-(3-phenyl-2-butyl)-substitution yielded compounds potent in displacing [3H]dopamine from its binding sites, with IC50-values in the order of 10 nM. There was a significant correlation between the IC50-values determined in this binding assay and the IC50-values obtained for the same compounds in a previous study on their potency to inhibit the uptake of dopamine in synaptosomal preparations of the striatum of the rat. Current insight in structural requirements for binding to dopamine receptors, as obtained mainly with rigid analogues of dopamine, gives no satisfactory explanation for the dopaminergic activity of the piperazine derivatives tested.

Behavioral properties of GBR 12909, GBR 13069 and GBR 13098: specific inhibitors of dopamine uptake.[Pubmed:6237922]

Eur J Pharmacol. 1984 Aug 17;103(3-4):241-8.

Two aryl 1,4-dialkylpiperazines (GBR 12909 and GBR 13098) and one aryl 1,4-dialkenylpiperazine (GBR 13069) were very potent inhibitors of [3H]dopamine uptake in vitro in tissue slices obtained from rat neostriatum (IC50 values between 40 and 51 nM). Each compound was considerably weaker as an inhibitor of [3H]norepinephrine uptake in tissue slices obtained from rat occipital cortex (IC50 values between 560 and 2600 nM). These compounds thus are relatively specific inhibitors of [3H]dopamine uptake in vitro. The three compounds caused ipsilateral circling in rats with unilateral lesions of the nigrostriatal pathway as well as increased locomotor activity in naive mice, both of which could be greatly attenuated by pretreatment of the rodents with the dopamine receptor antagonist haloperidol. It thus follows that the compounds have dopaminergic activity in vivo. Ex vivo experiments with GBR 13069 (drug administration in vivo, uptake in vitro) suggested that these compounds may have the same relative specificity as dopamine uptake blockers in vivo. These compounds should prove to be useful pharmacological agents.

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