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Merck
CN

V113

S(+)-γ-Vigabatrin

solid

别名:

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

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关于此项目

经验公式(希尔记法):
C6H11NO2
化学文摘社编号:
分子量:
129.16
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Form:
solid
Quality level:
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Quality Level

solubility

ethanol: soluble, H2O: >20 mg/mL

storage temp.

2-8°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

SMILES string

N[C@@H](CCC(O)=O)C=C

InChI key

PJDFLNIOAUIZSL-RXMQYKEDSA-N

form

solid

optical activity

[α]/D +11.8°, c = 2.5 in H2O(lit.)

color

off-white

Application

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

Biochem/physiol Actions

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

Disclaimer

Hygroscopic

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

STOT RE 1

target_organs

Eyes,Central nervous system

存储类别

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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)
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

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