Tetrabenazine

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Cat.No. 2175 - Tetrabenazine | C19H27NO3 | CAS No. 58-46-8
Description: Potent inhibitor of vesicular monoamine transport
Chemical Name: (3R,11bR)-rel-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-one
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Potent inhibitor of vesicular monoamine uptake; depletes stores of dopamine, serotonin and noradrenalin. Binds with high affinity (IC50= 3.2 nM) to vesicular monoamine transporter (VMAT) in chromaffin granule membranes and displays higher affinity for VMAT2 than VMAT1. Also reported to block dopamine receptors. Causes behavioral depression; inhibits locomotor activity and produces hypothermia upon systemic administration in rats and mice.

Compound Libraries

Tetrabenazine is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 317.2
Formula C19H27NO3
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 58-46-8
PubChem ID 11634155
InChI Key MKJIEFSOBYUXJB-HOCLYGCPSA-N
Smiles O=C3[C@@H](CC(C)C)CN2CCC1=CC(OC)=C(OC)C=C1[C@@]([H])2C3

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 31.74 100
ethanol 9.52 30

Preparing Stock Solutions

The following data is based on the product molecular weight 317.2. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.15 mL 15.76 mL 31.53 mL
5 mM 0.63 mL 3.15 mL 6.31 mL
10 mM 0.32 mL 1.58 mL 3.15 mL
50 mM 0.06 mL 0.32 mL 0.63 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Reches et al (1983) Tetrabenazine, an amine-depleting drug, also blocks dopamine receptors in rat brain. J.Pharmacol.Exp.Ther 225 515 PMID: 6864517

Pettibone et al (1984) Tetrabenazine-induced depletion of brain monoamines: characterisation and interaction with selected antidepressants. Eur.J.Pharmacol. 102 425 PMID: 6489435

Peter et al (1996) Chimeric vesicular monoamine transporters identify structural domains that influence substrate affinity and sensitivity to tetrabenazine. J.Biol.Chem. 271 2979 PMID: 8621690

Scherman et al (1983) Characterisation of the monoamine carrier of chromaffin granule membrane by binding of [2-3H]dihydrotetrabenazine. Proc.Natl.Acad.Sci.USA 80 584 PMID:


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Citations for Tetrabenazine

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Pathways for Tetrabenazine

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