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deutetrabenazine

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EntityQ27077026· pop 7· linked from 1,478 articles

deutetrabenazine

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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.

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 Ų
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]
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Encyclopedic overview

8 sections
Contents
  • Efficacy
  • Pharmacology
  • Pharmacodynamics
  • History
  • Society and culture
  • Legal status
  • References
  • Further reading

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.

Chemically, deutetrabenazine is an isotopic isomer of tetrabenazine in which six hydrogen atoms have been replaced by deuterium atoms.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.

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