deutetrabenazine

Also known as SD-809, SD809, tetrabenazine D6, Austedo

Deutetrabenazine, sold under the brand name Austedo, is a vesicular monoamine transporter 2 inhibitor which is used for the treatment of chorea associated with Huntington's disease and tardive dyskinesia.

In the Vinony graph

Vinony's link graph records 1,478 inbound references to deutetrabenazine, and connects out to histamine antagonist, seproxetine and cocaine.

It sits within the topics Antidyskinetic agents, Deuterated compounds and Huntington's disease.

Vinony links it to 7 Wikipedia language editions.

Chemical data

Formula: C19H27NO3
Molecular weight: 323.5 g/mol
IUPAC name: (3R,11bR)-3-(2-methylpropyl)-9,10-bis(trideuteriomethoxy)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-one
SMILES: [2H]C([2H])([2H])OC1=C(C=C2[C@H]3CC(=O)[C@@H](CN3CCC2=C1)CC(C)C)OC([2H])([2H])[2H]
InChIKey: MKJIEFSOBYUXJB-VFJJUKLQSA-N
XLogP: 2.9
Polar surface area: 38.8 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Wikidata facts

Mass: 323.236754
Has use: medication

Show 5 more facts

isotopically modified form of: tetrabenazine
legal status (medicine): boxed warning
canonical SMILES: CC(C)CC1CN2CCC3=CC(=C(C=C3C2CC1=O)OC)OC
chemical formula: C₁₉H₂₇NO₃
isomeric SMILES: [2H]C([2H])([2H])OC1=C(C=C2[C@H]3CC(=O)[C@@H](CN3CCC2=C1)CC(C)C)OC([2H])([2H])[2H]

Sources (2)

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Encyclopedic overview

8 sections

Contents

Efficacy
Pharmacology
Pharmacodynamics
History
Society and culture
Legal status
References
Further reading

Chemically, deutetrabenazine is an isotopic isomer of tetrabenazine in which six hydrogen atoms have been replaced by deuterium atoms. The incorporation of deuterium slows the rate of drug metabolism, allowing less frequent dosing.

Excerpted from Wikipedia’s “deutetrabenazine” article, available under the CC BY-SA 4.0 licence.