Valproate sodiumProduct ingredient for Valproic acid
- Name
- Valproate sodium
- Drug Entry
- Valproic acid
Valproic acid, or valproate, is an fatty acid derivative and anticonvulsant originally synthesized in 1881 by Beverly S. Burton.26 It enjoyed use as a popular organic solvent in industry and pharmaceutical manufacturing for nearly a century. In 1963, a serendipitous discovery was made by George Carraz during his investigations into the anticonvulsant effects of khelline when he found that all of his samples, dissolved in valproic acid, exerted a similar degree of anticonvulsive activity. It first received approval on February 28, 1978 from the FDA under the trade name Depakene.29
Since then, it has been investigated for neuroprotective, anti-manic, and anti-migraine effects. It is currently a compound of interest in the field of oncology for its anti-proliferative effects and is the subject of many clinical trials in a variety of cancer types.
- Accession Number
- DBSALT001257
- Structure
Structure for Valproate sodium (DBSALT001257)
- Synonyms
- Sodium 2-propylvalerate / Sodium valproate / Valproic acid sodium salt (1:1) / Valproic acid, sodium / Valproic acid, sodium salt
- UNII
- 5VOM6GYJ0D
- CAS Number
- 1069-66-5
- Weight
- Average: 166.196
Monoisotopic: 166.096974 - Chemical Formula
- C8H15NaO2
- InChI Key
- AEQFSUDEHCCHBT-UHFFFAOYSA-M
- InChI
- InChI=1S/C8H16O2.Na/c1-3-5-7(6-4-2)8(9)10;/h7H,3-6H2,1-2H3,(H,9,10);/q;+1/p-1
- IUPAC Name
- sodium 2-propylpentanoate
- SMILES
- [Na+].CCCC(CCC)C([O-])=O
- External Links
- Predicted Properties
Property Value Source Water Solubility 2.46 mg/mL ALOGPS logP 3.08 ALOGPS logP 2.8 Chemaxon logS -1.8 ALOGPS pKa (Strongest Acidic) 5.14 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 40.13 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 51.09 m3·mol-1 Chemaxon Polarizability 16.59 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon