All Photos(1)
Synonym(s):
S(+)-γ-Vinyl GABA, S(+)-4-Aminohexenoic acid
Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
Molecular Weight:
129.16
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
solid
Quality Level
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
Related Categories
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
STOT RE 1
Target Organs
Eyes,Central nervous system
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
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
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