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Substance Name: Vigabatrin [USAN:INN:BAN]
RN: 68506-86-5
UNII: GR120KRT6K
InChIKey: PJDFLNIOAUIZSL-UHFFFAOYSA-N
Notes
- An analogue of GAMMA-AMINOBUTYRIC ACID. It is an irreversible inhibitor of 4-AMINOBUTYRATE TRANSAMINASE, the enzyme responsible for the catabolism of GAMMA-AMINOBUTYRIC ACID. (From Martindale The Extra Pharmacopoeia, 31st ed)
- An analogue of GAMMA-AMINOBUTYRIC ACID. It is an irreversible inhibitor of 4-AMINOBUTYRATE TRANSAMINASE, the enzyme responsible for the catabolism of GAMMA-AMINOBUTYRIC ACID and is used as an anticonvulsant. (From Martindale The Extra Pharmacopoeia, 31st ed).
Molecular Formula
- C6-H11-N-O2
Molecular Weight
- 129.1579
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anticonvulsants
- Central Nervous System Agents
- Enzyme Inhibitors
- GABA Agents
- Neurotransmitter Agents
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Names and Synonyms
Name of Substance
- Vigabatrin
- Vigabatrin [USAN:INN:BAN]
MeSH Heading
- Vigabatrin
Synonyms
- (+-)-gamma-Vinyl GABA
- 4-Amino-5-hexenoic acid
- CPP 109
- CPP109
- EINECS 270-929-6
- gamma-Vinyl GABA
- gamma-Vinyl-GABA
- GVG
- HSDB 8395
- MDL 71754
- RMI 71754
- Sabril
- UNII-GR120KRT6K
- Vigabatrin
- Vigabatrina [Spanish]
- Vigabatrine
- Vigabatrine [French]
- Vigabatrinum
- Vigabatrinum [Latin]
Systematic Names
- (1)-4-Aminohex-5-enoic acid
- 5-Hexenoic acid, 4-amino-
Registry Numbers
CAS Registry Number
- 68506-86-5
FDA UNII
- GR120KRT6K
Other Registry Number
- 60643-86-9
System Generated Number
- 0068506865
Structure Descriptors
InChI
InChI=1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)InChIKey
PJDFLNIOAUIZSL-UHFFFAOYSA-NSmiles
NC(CCC(=O)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| child | TDLo | oral | 55mg/kg/2Y-I (55mg/kg) | SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE | Lancet. Vol. 354, Pg. 486, 1999. |
| man | TDLo | unreported | 57mg/kg/2D-I (57mg/kg) | BEHAVIORAL: TOXIC PSYCHOSIS BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BRAIN AND COVERINGS: CHANGES IN SURFACE EEG | Lancet. Vol. 342, Pg. 619, 1993. |
| mouse | LD50 | intraperitoneal | > 2500mg/kg (2500mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Neuropharmacology. Vol. 21, Pg. 803, 1982. |
| mouse | LD50 | oral | 3gm/kg (3000mg/kg) | Toxicologic Pathology. Vol. 18, Pg. 225, 1990. | |
| rat | LD50 | oral | 3gm/kg (3000mg/kg) | Toxicologic Pathology. Vol. 18, Pg. 225, 1990. | |
| women | TDLo | unreported | 80mg/kg/4D-I (80mg/kg) | BRAIN AND COVERINGS: CHANGES IN SURFACE EEG BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Lancet. Vol. 342, Pg. 185, 1993. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| log P (octanol-water) | -2.16E+00 | (none) | EXP | |
| Water Solubility | 5.51E+04 | mg/L | 25 | EST |
| Vapor Pressure | 6.95E-09 | mm Hg | 25 | EST |
| Henry's Law Constant | 1.30E-10 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 7.23E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.