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5.05989

Vigabatrin

Synonym(s):

Vigabatrin, 4-Amino-5-hexenoic acid, GABA Transaminase Inhibitor, Vigabatrin, γ-Vinyl-GABA, Sabril

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
68506-86-5
Molecular Weight:
129.16
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00274577
Assay:
≥99% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
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assay

≥99% (HPLC)

Quality Segment

100

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

H2O: 100 mM

storage temp.

2-8°C

SMILES string

[N+H3]C(CCC(=O)[O-])C=C

InChI

1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)

InChI key

PJDFLNIOAUIZSL-UHFFFAOYSA-N

General description

A selective, irreversible inhibitor of GABA transaminase with antiepileptic properties. Covalently binds to the active site of GABA tansaminase to inactivate it in a dose-dependent manner and increases extracellular GABA levels in the brain. Rapidly absorbed following oral administration and is shown to inhibit [3H]GABA uptake across the apical membrane of Caco-2 cell monolayers in a concentration-dependent manner (IC50 = 2.9 mM)

Biochem/physiol Actions

Reversible: no
Primary Target
GABA Transaminase

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Abbot, E.L., et al. 2006. Br. J. Pharmacol.147, 298.
Schmid, L., et al. 1996. J. Pharmacol. Exp. Therap.276, 977.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H372

Hazard Classifications

STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

target_organs

Eyes,Central nervous system

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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