An inhibitor of VMAT2
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Tetrabenazine

Item No. 20380

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-1,3R,4,6,7,11bR-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-one
CAS Number
58-46-8
Synonyms
  • NSC 169886
  • NSC 172187
  • Ro 1-9569
  • TBZ
Molecular Formula
C19H27NO3
Formula Weight
317.4
Purity
≥98% (mixture of enantiomers)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH7.2) (1:2): 0.33 mg/mlDMSO: 25 mg/mlEthanol: 10 mg/ml
λmax
285 nm
SMILES
O=C1[C@@H](CC(C)C)CN2[C@@](C(C=C(OC)C(OC)=C3)=C3CC2)([H])C1
InChi Code
InChI=1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3/t14-,16-/m0/s1
InChi Key
MKJIEFSOBYUXJB-HOCLYGCPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    50 mg

    $110

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    100 mg

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    250 mg

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    Product Description

    Tetrabenazine is an inhibitor of vesicular monoamine transporter 2 (VMAT2) that is selective over VMAT1 (Kis = 97 and >20,000 nM, respectively, in a serotonin uptake assay).1 It dose-dependently reduces levels of the monoamines norepinephrine (Item No. 16673), dopamine (Item No. 21992), and serotonin (5-HT; Item No. 14332) in rat brain and has been used to induce depressive-like behavior in animal models.2,3 Tetrabenazine (5 mg/kg) improves performance in balance beam and rotarod tests and prevents decreases in the number of striatal medium spiny neurons (MSNs) in a YAC128 transgenic mouse model of Huntington's disease.4 Formulations containing tetrabenazine have been used in the treatment of chorea associated with Huntington's disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Erickson, J.D., Schäfer, M.K.H., Bonner, T.I., et al. Distinct pharmacological properties and distribution in neurons and endocrine cells of two isoforms of the human vesicular monoamine transporter. Proc. Natl. Acad. Sci. USA 93(10), 5166-5171 (1996).

    2. Pettibone, D.J., Totaro, J.A., and Pflueger, A.B. Tetrabenazine-induced depletion of brain monoamines: Characterization and interaction with selected antidepressants. Eur. J. Pharmacol. 102(3-4), 425-430 (1984).

    3. Preskorn, S.H., Kent, T.A., Glotzbach, R.K., et al. Cerebromicrocirculatory defects in animal model of depression. Psychoparmacology (Berl). 84(2), 196-199 (1984).

    4. Wang, H., Chen, X., Li, Y., et al. Tetrabenazine is neuroprotective in Huntington’s disease mice. Mol. Neurodegener. 5:18, (2010).