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Substance Name: Metharbital [USP:INN:BAN:JAN]
RN: 50-11-3
UNII: 02OS7K758T
InChIKey: FWJKNZONDWOGMI-UHFFFAOYSA-N

Note

  • Long-acting barbiturate that is demethylated to barbital in the liver; has broad-spectrum anticonvulsant action, but used mainly to treat myoclonic spasms in infants.

Molecular Formula

  • C9-H14-N2-O3

Molecular Weight

  • 198.2206
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Metharbital
  • Metharbital [USP:INN:BAN:JAN]

Synonyms

  • 1-Methylbarbital
  • 5,5-Diethyl-1-methyl-2,4,6(1H,3H,5H)-pyrimidinetrione
  • 5,5-Diethyl-1-methylbarbituric acid
  • 5-24-09-00144 (Beilstein Handbook Reference)
  • AN 23
  • BRN 0184688
  • EINECS 200-011-2
  • Endiemalum
  • Gemonil
  • Metabarbital
  • Metarbital
  • Metarbital [INN-Spanish]
  • Metarbitale
  • Metarbitale [DCIT]
  • Methabarbital
  • Metharbital
  • Metharbitalum
  • Metharbitalum [INN-Latin]
  • Metharbitone
  • Metharbutal
  • Methylbarbital
  • N-Methylbarbital
  • NSC 27156
  • Sch 412
  • UNII-02OS7K758T

Systematic Names

  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-diethyl-1-methyl-
  • Barbituric acid, 5,5-diethyl-1-methyl-
  • Metharbital

Registry Numbers

CAS Registry Number

  • 50-11-3

FDA UNII

  • 02OS7K758T

System Generated Number

  • 0000050113

Structure Descriptors

InChI

1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14)

InChIKey

FWJKNZONDWOGMI-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 159, 1973.
mouse LD50 oral 500mg/kg (500mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. -, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 150.5 deg C   EXP
pKa Dissociation Constant 8.01 (none) 25 EXP
log P (octanol-water) 1.15 (none)   EXP
Water Solubility 1980 mg/L 25 EXP
Vapor Pressure 7.07E-10 mm Hg 25 EST
Henry's Law Constant 7.92E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.02E-11 cm3/molecule-sec 25 EST

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