Phenobarbital sodium (CHEM012860)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 04:03:15 UTC
Update Date2016-11-09 01:14:40 UTC
Accession NumberCHEM012860
Identification
Common NamePhenobarbital sodium
ClassSmall Molecule
DescriptionA barbiturate that is the sodium salt of phenobarbital (barbituric acid substituted at C-5 by ethyl and phenyl groups).
Contaminant Sources
  • HPV EPA Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
5-Ethyl-5-phenylbarbituric acid sodium saltChEBI
Luminal sodiumChEBI
Phenobarbital sodiqueChEBI
Phenobarbital sodium saltChEBI
Phenobarbitalum natricumChEBI
Phenyl-aethyl-barbitursaeure natriumChEBI
Sodium 5-ethyl-5-phenylbarbiturateChEBI
Sodium luminalChEBI
Sodium phenobarbitalChEBI
Sodium phenobarbitoneChEBI
Sodium phenobarbiturateChEBI
Sodium phenylethylbarbiturateChEBI
Sodium phenylethylmalonylureaChEBI
5-Ethyl-5-phenylbarbitate sodium saltGenerator
5-Ethyl-5-phenylbarbitic acid sodium saltGenerator
Sodium 5-ethyl-5-phenylbarbituric acidGenerator
Sodium phenobarbituric acidGenerator
Sodium phenylethylbarbituric acidGenerator
Sodium 5-ethyl-5-phenylbarbitateGenerator
Sodium 5-ethyl-5-phenylbarbitic acidGenerator
Sodium phenobarbitateGenerator
Sodium phenobarbitic acidGenerator
Sodium phenylethylbarbitateGenerator
Sodium phenylethylbarbitic acidGenerator
Chemical FormulaC12H11N2NaO3
Average Molecular Mass254.221 g/mol
Monoisotopic Mass254.067 g/mol
CAS Registry Number57-30-7
IUPAC Namesodium 5-ethyl-6-hydroxy-2-oxo-5-phenyl-2,5-dihydropyrimidin-4-olate
Traditional Namesodium 5-ethyl-6-hydroxy-2-oxo-5-phenylpyrimidin-4-olate
SMILES[Na+].CCC1(C(O)=NC(=O)N=C1[O-])C1=CC=CC=C1
InChI IdentifierInChI=1S/C12H12N2O3.Na/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16;/h3-7H,2H2,1H3,(H2,13,14,15,16,17);/q;+1/p-1
InChI KeyWRLGYAWRGXKSKG-UHFFFAOYSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentBarbituric acid derivatives
Alternative Parents
Substituents
  • Barbiturate
  • N-acyl urea
  • Ureide
  • Monocyclic benzene moiety
  • 1,3-diazinane
  • Benzenoid
  • Dicarboximide
  • Carbonic acid derivative
  • Organic alkali metal salt
  • Carboxylic acid derivative
  • Azacycle
  • Carbene-type 1,3-dipolar compound
  • Organic 1,3-dipolar compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic sodium salt
  • Organic oxide
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organic salt
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.089 g/LALOGPS
logP1.59ALOGPS
logP2.14ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)0.97ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area85.08 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.94 m³·mol⁻¹ChemAxon
Polarizability22.15 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0190000000-ad15b7531daa118ead06Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0cg0-0980000000-bf28bcdaecba2bc457b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-7900000000-0316a356181beae5ded7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f76-9580000000-4cfb8a66972e3afa1b90Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9210000000-710c37460edf4d912561Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-48cf60ff55414f01367fSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT001491
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPhenobarbital
Chemspider IDNot Available
ChEBI ID8070
PubChem Compound ID5981
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11994495
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12569987
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17342914
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3416937
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=3705183
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=3780232
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=6142138
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=7145596