Vigabatrin CAS: 60643-86-9
MF: C6H11NO2
MW: 129.16

Vigabatrin (CAS 60643-86-9)

Vigabatrin | CAS 60643-86-9 is rated 5.0 out of 5 by 1.
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Alternate Names: Vigabatrin is also known as (±)-γ-Vinyl GABA.
Application: Vigabatrin is a structural analog of GABA and a selective GABA transaminase inhibitor that does not bind to GABA receptors.
CAS Number: 60643-86-9
Purity: ≥98%
Molecular Weight: 129.16
Molecular Formula: C6H11NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Vigabatrin is a selective ABAT (GABA transaminase (T)) inhibitor. Vigabatrin is a structural analog of GABA, but does not bind to GABA receptors. Only the S-enantiomer of Vigabatrin is pharmacologically active. In medicine, Vigabatrin is used to treat epilepsy. As of 2019 Vigabatrin is available as a generic medication. Vigabatrin is also used to treat an inborn GABA metabolism defect through the accumulation of GHB. Vigabatrin lowers GHV levels through its inhibition of GABA transaminase.


References

1. Lippert, B., Metcalf, B.W., Jung, M.J., et al.4-Amino-hex-5-enoic acid, a selective catalytic inhibitor of 4-aminobutyric-acid aminotransferase in mammalian brain. Eur. J. Biochem. 74(3), 441-445 (1977).
2. Jung, M.J., Lippert, B., Metcalf, B.W., et al.g-Vinyl GABA (4-amino-hex-5-enoic acid), A new selective irreversible inhibitor of GABA-T: Effects on brain GABA metabolism in mice. J. Neurochem. 29(5), 797-802 (1977).
3. Meldrum, B.S., and Murugaiah, K.Anticonvulsant action in mice with sound-induced seizures of the optical isomers of g-vinyl GABA. Eur. J. Pharm. 89(1-2), 149-152 (1983).
4. Luszczki, J.J., and Czuczwar, S.J.Isobolographic characterization of interactions between vigabatrin and tiagabine in two experimental models of epilepsy. Prog. Neuropsychopharmacol. Biol. Psychiatry 31(2), 529-538 (2007).

Physical State :
Solid
Solubility :
Soluble in water (19.60 - 20.40 mg/ml), ethanol, DMSO, DMF, and PBS, pH=7.2 (~10 mg/ml).
Storage :
Desiccate at 4° C
Melting Point :
209° C
Boiling Point :
277.70° C at 760 mmHg
Density :
1.06 g/cm3
Refractive Index :
n20D 1.48
Ki Data :
ABAT: Ki= 850 µM (human); Gamma-amino-N-butyrate transaminase: Ki= 10 mM (rat)
pK Values :
pKa: 4.36 (Predicted), pKb: 10.61 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
MP7745000
PubChem CID :
Merck Index :
14: 9978
MDL Number :
MFCD00274577
SMILES :
C=CC(CCC(=O)O)N

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Certificate of Analysis

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Vigabatrin (CAS 60643-86-9)  Product Citations

See how others have used Vigabatrin (CAS 60643-86-9). Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 29396367  J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1076: 44-53.

PMID: # 32666325  AAPS PharmSciTech. 196.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Vogel et al Vogel et al. (PubMed ID 26125044) found that Vigabatrin induced apoptosis and enhanced phosphorylation of mechanistic target of rapamycin Ser 2448 in the mouse liver and also induced mitochondrial increase. -SCBT Publication Review
Date published: 2015-05-19
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