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Key Documents

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V113

Sigma-Aldrich

S(+)-γ-Vigabatrin

solid

Sinónimos:

S(+)-γ-Vinyl GABA, S(+)-4-Aminohexenoic acid

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About This Item

Fórmula empírica (notación de Hill):
C6H11NO2
Número de CAS:
74046-07-4
Peso molecular:
129.16
MDL number:
MFCD00274076
UNSPSC Code:
12352200
PubChem Substance ID:
24900710
NACRES:
NA.77

form

solid

Quality Level

100

optical activity

[α]/D +11.8°, c = 2.5 in H2O(lit.)

color

off-white

solubility

H2O: >20 mg/mL
ethanol: soluble

storage temp.

2-8°C

SMILES string

N[C@@H](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)/t5-/m1/s1

InChI key

PJDFLNIOAUIZSL-RXMQYKEDSA-N

Application

S(+)-γ-Vigabatrin has been used as a standard in ultra-high-performance-liquid-chromatography (UHPLC).

Biochem/physiol Actions

γ-Vigabatrin has the potential to treat infantile spasms and seizures. It exhibits therapeutic effects against cocaine and other addictions.
GABA transaminase inhibitor; anti-convulsant.

Caution

Hygroscopic

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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

M M Robin et al.
European journal of pharmacology, 62(4), 319-327 (1980-04-04)
Unilateral intrastriatal injection of various substances induces a characteristic dyskinetic syndrome in rats. These substances include picrotoxin as well as a series of irreversible GABA-transaminase inhibitors. Using the degree of enzyme inhibition in various brain areas as a measure of
O M Larsson et al.
Neuropharmacology, 25(6), 617-625 (1986-06-01)
A preferential effect of valproate on gamma-aminobutyric acid (GABA) in the nerve terminal compartment has been proposed. Gamma-vinyl GABA, an irreversible inhibitor of GABA-transaminase (GABA-T) causes a preferential increase in the GABA compartment of the non-nerve terminal. The aim of
Evaluating risks for vigabatrin treatment
Krauss, Gregory L
Epilepsy currents, 9(5), 125-129 (2009)
Determination of enantiomeric vigabatrin by derivatization with diacetyl-l-tartaric anhydride followed by ultra-high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry
Zhao J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1040(5), 199-207 (2017)

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