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3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

Potent dopamine uptake inhibitor CAS# 202646-03-5

3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

2D Structure

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3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride: 5mg $69 In Stock
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Quality Control of 3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

3D structure

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3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

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Chemical Properties of 3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

Cas No. 202646-03-5 SDF Download SDF
PubChem ID 45260711 Appearance Powder
Formula C21H24ClF2NO M.Wt 379.88
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 100 mM in DMSO
Chemical Name 3-[bis(4-fluorophenyl)methoxy]-8-methyl-8-azabicyclo[3.2.1]octane;hydrochloride
SMILES CN1C2CCC1CC(C2)OC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F.Cl
Standard InChIKey YOORVSGDAHWVMC-UHFFFAOYSA-N
Standard InChI InChI=1S/C21H23F2NO.ClH/c1-24-18-10-11-19(24)13-20(12-18)25-21(14-2-6-16(22)7-3-14)15-4-8-17(23)9-5-15;/h2-9,18-21H,10-13H2,1H3;1H
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 3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

DescriptionPotent inhibitor of dopamine uptake and transport (Ki = 11.8 nM).

3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride Dilution Calculator

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3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride Molarity Calculator

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Preparing Stock Solutions of 3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6324 mL 13.1621 mL 26.3241 mL 52.6482 mL 65.8103 mL
5 mM 0.5265 mL 2.6324 mL 5.2648 mL 10.5296 mL 13.1621 mL
10 mM 0.2632 mL 1.3162 mL 2.6324 mL 5.2648 mL 6.581 mL
50 mM 0.0526 mL 0.2632 mL 0.5265 mL 1.053 mL 1.3162 mL
100 mM 0.0263 mL 0.1316 mL 0.2632 mL 0.5265 mL 0.6581 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 3α-Bis-(4-fluorophenyl) methoxytropane hydrochloride

Novel 4'-substituted and 4',4"-disubstituted 3 alpha-(diphenylmethoxy)tropane analogs as potent and selective dopamine uptake inhibitors.[Pubmed:7562926]

J Med Chem. 1995 Sep 29;38(20):3933-40.

A series of 4'-substituted and 4',4"-disubstituted 3 alpha-(diphenylmethoxy)tropane analogs were prepared as novel probes for the dopamine transporter. These compounds were evaluated in radiolabeled binding assays for the dopamine, norepinephrine, and serotonin transporters. All of these compounds monophasically displaced [3H]WIN 35,428 binding in rat caudate putamen with Ki values ranging from 11.8 to 2000 nM. The most potent compound in this series was 4',4"-difluoro 3 alpha-(diphenylmethoxy)tropane 7c with a Ki = 11.8 nM. All of the compounds inhibited dopamine uptake in rat caudate putamen (IC50 = 24-4456 nM) which correlated significantly (r = 0.907; p > 0.0001) with binding affinities at the dopamine transporter. None of the compounds demonstrated high-affinity binding at the norepinephrine (Ki > 4800 nM) or serotonin (Ki > 690 nM) transporters. Therefore, the most potent dopamine uptake inhibitors in this series were highly selective for the dopamine transporter. Preliminary behavioral studies of several of these analogs (7a-e) suggested that the compounds did not display a cocaine-like behavioral profile, despite their ability to inhibit dopamine uptake. The present data coupled with the observed differences from cocaine in structure-activity relationships suggested that the 3 alpha-(diphenylmethoxy)tropane analogs may be interacting at a different active site than cocaine on the dopamine transporter and that an additional binding domain might be exploited for the identification of potential therapeutics for the treatment of cocaine abuse.

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