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
Thumb
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
ChemSpider
13428
ChEBI
9925
ChEMBL
CHEMBL433
Wikipedia
Valproate
Predicted Properties
PropertyValueSource
Water Solubility2.46 mg/mLALOGPS
logP3.08ALOGPS
logP2.8ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)5.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity51.09 m3·mol-1ChemAxon
Polarizability16.59 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon