Butalbital sodiumProduct ingredient for Butalbital

Name
Butalbital sodium
Drug Entry
Butalbital

Butalbital, or 5-allyl-5-isobutylbarbituric acid, is a derivative of barbituric acid which the hydrogens at position 5 are substituted by an allyl group and an isobutyl group. It is a short-to-intermediate acting member of barbiturates that exhibit muscle-relaxing and anti-anxiety properties that produce central nervous system (CNS) depression that ranges from mild sedation to general anesthesia.1 Butalbital has a low degree of selectivity and a narrow therapeutic index.1 Typically indicated to manage tension (or muscle contraction) headaches, butalbital is often combined with one or more therapeutic agents, such as acetylsalicylic acid, acetaminophen, aspirin, and caffeine. There have not been clinical trials that evaluate the clinical efficacy of butalbital in migraines 1 thus it is not indicated for such condition. As with other barbiturates, butalbital carries a risk of abuse or misuse potential, intoxication, hangover, tolerance, dependence, and overdosage possibly leading to death.10 Butalbital‐containing analgesics can also produce a drug‐induced headache in addition to tolerance and dependence. Due to these risks, the use of butalbital-containing combination products is typically limited for use only in cases where other medications are deemed ineffective and such usage is advised to be carefully monitored.1

Accession Number
DBSALT002235
Structure
Synonyms
Not Available
UNII
BBH31P2ABJ
CAS Number
23554-70-3
Weight
Average: 246.242
Monoisotopic: 246.09803663
Chemical Formula
C11H15N2NaO3
InChI Key
LIZXGILRVOONMO-UHFFFAOYSA-M
InChI
InChI=1S/C11H16N2O3.Na/c1-4-5-11(6-7(2)3)8(14)12-10(16)13-9(11)15;/h4,7H,1,5-6H2,2-3H3,(H2,12,13,14,15,16);/q;+1/p-1
IUPAC Name
sodium 5-(2-methylpropyl)-2,4,6-trioxo-5-(prop-2-en-1-yl)-1,3-diazinan-1-ide
SMILES
[Na+].CC(C)CC1(CC=C)C(=O)NC(=O)[N-]C1=O
ChemSpider
29664
Predicted Properties
PropertyValueSource
Water Solubility6.2 mg/mLALOGPS
logP1.36ALOGPS
logP1.59Chemaxon
logS-1.6ALOGPS
pKa (Strongest Acidic)7.48Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area72.47 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity57.25 m3·mol-1Chemaxon
Polarizability22.06 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon