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Substance Name: Barbital [INN:BAN:JAN:NF]
RN: 57-44-3
UNII: 5WZ53ENE2P
InChIKey: FTOAOBMCPZCFFF-UHFFFAOYSA-N

Note

  • A long-acting barbiturate that depresses most metabolic processes at high doses. It is used as a hypnotic and sedative and may induce dependence. Barbital is also used in veterinary practice for central nervous system depression.

Molecular Formula

  • C8-H12-N2-O3

Molecular Weight

  • 184.1938
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Modulators
  • Hypnotics and Sedatives
  • Mutation Data
  • Neurotransmitter Agents

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Barbital
  • Barbital [INN:BAN:JAN:NF]

MeSH Heading

  • Barbital

Synonyms

  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-diethyl-
  • 5,5-Diethylbarbituric acid
  • 5-24-09-00137 (Beilstein Handbook Reference)
  • AI3-02727
  • Barbital
  • Barbital (VAN)
  • Barbitale
  • Barbitale [DCIT]
  • Barbitalum
  • Barbitalum [INN-Latin]
  • Barbitone
  • Barbitonum
  • BRN 0163999
  • CCRIS 7420
  • DEBA
  • Diemal
  • Diemalum
  • Diethyl-barbituric acid
  • Diethylbarbitone
  • Diethylmalonylurea
  • Dormonal
  • EINECS 200-331-2
  • Ethylbarbital
  • Hypnogene
  • Kyselina 5,5-diethylbarbiturova
  • Kyselina 5,5-diethylbarbiturova [Czech]
  • Malonal
  • NSC 31352
  • Sedeval
  • UNII-5WZ53ENE2P
  • Uronal
  • Veroletten
  • Verolettin
  • Veronal
  • Vesperal

Systematic Names

  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-diethyl-
  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-diethyl- (9CI)
  • 5,5-Diethylbarbituric acid
  • Barbital
  • Barbituric acid, 5,5-diethyl-

Superlist Names

  • Barbital
  • DEA No. 2145

Registry Numbers

CAS Registry Number

  • 57-44-3

FDA UNII

  • 5WZ53ENE2P

System Generated Number

  • 0000057443

Structure Descriptors

InChI

1S/C8H12N2O3/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13)

InChIKey

FTOAOBMCPZCFFF-UHFFFAOYSA-N

Smiles

C1(C(=O)NC(=O)NC1=O)(CC)CC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 250mg/kg (250mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: ANALGESIA

BEHAVIORAL: REGIDITY
Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 43, 1928.
chicken LDLo intravenous 225mg/kg (225mg/kg)   Physiological Reviews. Vol. 19, Pg. 472, 1939.
mouse LD50 intraperitoneal 178mg/kg (178mg/kg)   Farmaco, Edizione Scientifica. Vol. 14, Pg. 269, 1959.
mouse LD50 oral 600mg/kg (600mg/kg)   Drugs in Japan Vol. 6, Pg. 590, 1982.
mouse LD50 subcutaneous 630mg/kg (630mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Yakugaku Zasshi. Journal of Pharmacy. Vol. 74, Pg. 122, 1954.
rabbit LDLo intraperitoneal 225mg/kg (225mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 44, Pg. 325, 1932.
rabbit LDLo intravenous 350mg/kg (350mg/kg)   Journal de Physiologie et de Pathologie Generale. Vol. 30, Pg. 364, 1932.
rabbit LDLo oral 275mg/kg (275mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 44, Pg. 325, 1932.
rabbit LDLo subcutaneous 250mg/kg (250mg/kg)   Journal of the American Chemical Society. Vol. 45, Pg. 243, 1923.
rat LD50 intraperitoneal 246mg/kg (246mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Pharmazie. Vol. 8, Pg. 913, 1953.
rat LD50 subcutaneous 450mg/kg (450mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 152, Pg. 341, 1930.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 190 deg C   EXP
pKa Dissociation Constant 8.14 (none) 15 EXP
log P (octanol-water) 0.65 (none)   EXP
Water Solubility 7460 mg/L 25 EXP
Vapor Pressure 1.59E-10 mm Hg 25 EST
Henry's Law Constant 3.61E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.62E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.