An internal standard for the quantification of tetrabenazine
Related Products
Alternative(s)
26811Tetrabenazine-d6
Unlabeled Version(s)
20380Tetrabenazine
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Tetrabenazine-d7

Item No. 27181

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-(methyl-d3)propyl-2,3,3,3-d4)-2H-benzo[a]quinolizin-2-one
CAS Number
2701977-99-1
Synonyms
  • TBZ-d7
Molecular Formula
C19H20D7NO3
Formula Weight
324.5
Purity
≥99% (deuterated forms (d1-d7)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: soluble
SMILES
O=C1[C@@H](CC(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])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/i1D3,2D3,12D
InChi Key
MKJIEFSOBYUXJB-QCSJFPTQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Tetrabenazine-d7 is intended for use as an internal standard for the quantification of tetrabenazine (Item No. 20380) by GC- or LC-MS. 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).