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
Thumb
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
PropertyValueSource
logP2.8ChemAxon
pKa (Strongest Acidic)5.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity40.25 m3·mol-1ChemAxon
Polarizability17.02 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon