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Merck
CN

SML4054

AFQ056

≥98% (HPLC)

Synonym(s):

(3aR,4S,7aR)-Octahydro-4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-1H-indole-1-carboxylic acid methyl ester, AFQ 056, Mavoglurant

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About This Item

Empirical Formula (Hill Notation):
C19H23NO3
CAS Number:
Molecular Weight:
313.39
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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InChI key

ZFPZEYHRWGMJCV-ZHALLVOQSA-N

SMILES string

O[C@]1(C#CC2=CC(C)=CC=C2)[C@@]3([H])[C@@](N(C(OC)=O)CC3)([H])CCC1

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

Biochem/physiol Actions

Orally active, potent and selective mGluR5 antagonist.

AFQ056 (Mavoglurant) is an orally active, potent and selective antagonist of metabotropic glutamate receptor 5 (mGluR5). AFQ056 was investigated for treatment of fragile X syndrome and for Parkinson′s disease.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Laurent Grégoire et al.
Parkinsonism & related disorders, 17(4), 270-276 (2011-02-15)
Overactivity of glutamatergic transmission has been implicated in Parkinson's disease (PD) and levodopa (L-Dopa)-induced dyskinesias. Striatal metabotropic glutamate receptors type 5 (mGluR5) are abundant and provide specific targets to modulate glutamatergic activity. This study investigated the acute effects of the
Kirstie A Bennett et al.
The Journal of pharmacology and experimental therapeutics, 377(1), 157-168 (2021-02-06)
The metabotropic glutamate receptor 5 (mGlu5) is a recognized central nervous system therapeutic target for which several negative allosteric modulator (NAM) drug candidates have or are continuing to be investigated for various disease indications in clinical development. Direct measurement of
Sébastien Jacquemont et al.
Science translational medicine, 3(64), 64ra1-64ra1 (2011-01-07)
Fragile X syndrome (FXS) is an X-linked condition associated with intellectual disability and behavioral problems. It is caused by expansion of a CGG repeat in the 5' untranslated region of the fragile X mental retardation 1 (FMR1) gene. This mutation

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