V113
S(+)-γ-Vigabatrin
solid
Synonym(s):
S(+)-γ-Vinyl GABA, S(+)-4-Aminohexenoic acid
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About This Item
Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
Molecular Weight:
129.16
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Form:
solid
Quality level:
Quality Level
form
solid
optical activity
[α]/D +11.8°, c = 2.5 in H2O(lit.)
color
off-white
solubility
ethanol: soluble, H2O: >20 mg/mL
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.
Disclaimer
Hygroscopic
signalword
Danger
hcodes
Hazard Classifications
STOT RE 1
target_organs
Eyes,Central nervous system
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
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
Evaluating risks for vigabatrin treatment
Krauss, Gregory L
Epilepsy currents, 9(5), 125-129 (2009)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| V113-5MG | 04061837429125 |