Butabarbital sodiumProduct ingredient for Butabarbital

Name
Butabarbital sodium
Drug Entry
Butabarbital

Butabarbital, or Butisol, is a fast onset barbiturate with short duration of action compared to other barbiturates.1,12 This makes butabarbital a useful drug for treating severe insomnia and pre-operative anxiety.1,12 Butabarbital is less commonly used in recent years, as more patients are typically prescribed benzodiazepines.3 Its short duration of action gives butabarbital a high abuse potential, comparable to secobarbital.1,2

Butabarbital was granted FDA approval on 5 June 1939.12

Accession Number
DBSALT000312
Structure
Synonyms
Not Available
UNII
9WTD50I918
CAS Number
143-81-7
Weight
Average: 234.2275
Monoisotopic: 234.098037031
Chemical Formula
C10H15N2NaO3
InChI Key
QORQZMBCPRBCAB-UHFFFAOYSA-M
InChI
InChI=1S/C10H16N2O3.Na/c1-4-6(3)10(5-2)7(13)11-9(15)12-8(10)14;/h6H,4-5H2,1-3H3,(H2,11,12,13,14,15);/q;+1/p-1
IUPAC Name
sodium 5-(butan-2-yl)-5-ethyl-6-hydroxy-2-oxo-2,5-dihydropyrimidin-4-olate
SMILES
[Na+].CCC(C)C1(CC)C(O)=NC(=O)N=C1[O-]
PubChem Compound
23690439
ChemSpider
8593
ChEBI
3229
ChEMBL
CHEMBL1200982
Wikipedia
Butabarbital
Predicted Properties
PropertyValueSource
Water Solubility0.513 mg/mLALOGPS
logP1.78ALOGPS
logP2.18Chemaxon
logS-2.7ALOGPS
pKa (Strongest Acidic)1.33Chemaxon
pKa (Strongest Basic)-4.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area85.08 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity64.6 m3·mol-1Chemaxon
Polarizability20.81 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon