Divalproex sodiumProduct ingredient for Valproic acid
- Name
- Divalproex 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
- DBSALT000185
- Structure
Structure for Divalproex sodium (DBSALT000185)
- Synonyms
- Sodium hydrogen bis(2-propylpentanoate) / Sodium hydrogen bis(2-propylpentanoate), oligomer / Valproate semisodium / Valproic acid sodium salt (2:1)
- UNII
- 644VL95AO6
- CAS Number
- 76584-70-8
- Weight
- Average: 310.4047
Monoisotopic: 310.212004155 - Chemical Formula
- C16H31NaO4
- InChI Key
- MSRILKIQRXUYCT-UHFFFAOYSA-M
- InChI
- InChI=1S/2C8H16O2.Na/c2*1-3-5-7(6-4-2)8(9)10;/h2*7H,3-6H2,1-2H3,(H,9,10);/q;;+1/p-1
- IUPAC Name
- sodium 2-propylpentanoic acid 2-propylpentanoate
- SMILES
- [Na+].CCCC(CCC)C(O)=O.CCCC(CCC)C([O-])=O
- External Links
- PubChem Compound
- 22227467
- ChemSpider
- 48337
- ChEBI
- 4667
- ChEMBL
- CHEMBL2105613
- PharmGKB
- PA164783479
- Wikipedia
- Valproate
- 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 1 ChemAxon Polar Surface Area 37.3 Å2 ChemAxon Rotatable Bond Count 10 ChemAxon Refractivity 40.25 m3·mol-1 ChemAxon Polarizability 17.02 Å3 ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon