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VIGABATRIN

VIGABATRIN structure

CAS No:
60643-86-9
Formula:
C6H11NO2
Chemical Name:
VIGABATRIN
Synonyms:
[R,S]-4-AMINO-5-HEXENOIC ACID;VIGABATRIN;4-amino-5-hexenoicaci;4-amino-5-hexenoicacid;mdl71754;rmi71754;sabril;CPP109, CPP-109, CPP 109, RMI 71754, RMI71754, RMI-71754, MDL 71754, MDL-71754, MDL71754, VIGABATRIN, GAMMA-VINYL-GABA, SABRIL, SABRILEX
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

White or almost white powder.

Vigabatrin is a second- generation anti- epileptic drug (AED), known under the proprietary brand name of Sabril® (Sanofi, Paris) in the UK and USA.

Vigabatrin, the gamma-vinyl derivative of GABA, is a new anticonvulsant reportedly effective in the treatment of intractable seizures unresponsive to currently available therapy. Mechanistically vigabatrin is a potent irreversible GABA aminotransferase inhibitor which modifies the enzyme's active-site by Michael addition. Other potential indications have been suggested for vigabatrin, including depression and schizophrenia.

ChEBI: A gamma-amino acid having a gamma-vinyl GABA structure. It is an irreversible inhibitor of gamma-aminobutyric 664 acid transaminase

Vigabatrin, a 4-vinyl analog of GABA, produces its pharmacologicalaction by irreversibly blocking GABA catabolismcatalyzed by GABA-T as discussed earlier. It is marketedin Europe and Canada as an adjunctive treatment ofpatients with partial seizures, but it has yet to gain FDA approvalin the United States even after extensive clinical trials.The main concern with this drug is its ability to causea reversible visual field defect associated with retinal functionin the eyes.

VIGABATRIN Basic Attributes

Molecular Weight：

129.16

Exact Mass：

129.16

EC Number：

637-414-1

HScode：

2922499990

Characteristics

PSA：

63.3

XLogP3：

0.1

Appearance：

Solid

Density：

1.1±0.1 g/cm3

Melting Point：

209°

Boiling Point：

277.7±28.0 °C at 760 mmHg

Flash Point：

9℃

Refractive Index：

1.483

Water Solubility：

9.66e+01 g/L

Storage Conditions：

Desiccate at +4°C

Vapor Pressure：

4.18X10-8 mm Hg at 25 °C (est)

Toxicity：

LD50 i.p. in mice: >2500 mg/kg (Lscher)

PH：

pH = 6.9 (1% aqueous solution)

PKA：

4and 9.7

Critical Temperature & Pressure：

Desiccate at +4°C

Safety Information

Transport codes：

UN1230 - class 3 - PG 2 - Methanol, solution

wgk germany：

hazard class code：

Xi,T,F

safety instructions：

26-36-45-36/37-16-7

RTECS Number：

MP7745000

Marks：

Xi,T,F

Stability/Shelf Life：

Stable under recommended storage conditions.

Precautionary statement(s)：

P210-P260-P280-P301 + P310-P311

Hazard Statements：

36/37/38-39/23/24/25-23/24/25-11

RIDADR：

UN1230 - class 3 - PG 2 - Methanol, solution

VIGABATRIN Use and Manufacturing

antibiotic

antineoplastic

Vigabatrin is a selective GABA transaminase inhibitor.

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