Click to View Image
C12H18N2O3 238.28

2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5- (2-propenyl)-.
5-Allyl-5-(1-methylbutyl)barbituric acid [76-73-3].
» Secobarbital contains not less than 97.5 percent and not more than 100.5 percent of C12H18N2O3, calculated on the dried basis.
Packaging and storage— Preserve in tight containers.
Identification, Infrared Absorption 197M.
Loss on drying 731 Dry it over silica gel for 18 hours: it loses not more than 1.0% of its weight.
Residue on ignition 281: not more than 0.1%.
Isomer content— Dissolve about 300 ± 5 mg in 5 mL of sodium hydroxide solution (1 in 100), add a solution of 300 ± 5 mg of p-nitrobenzyl bromide in 10 mL of alcohol, reflux for 30 minutes, cool, collect the precipitate on a small filter, and wash with water: the precipitate, recrystallized from 25 mL of alcohol and dried at 105 for 30 minutes, melts between 156 and 161.
Assay— Add about 450 mg of Secobarbital, accurately weighed, to 60 mL of dimethylformamide in a 125-mL conical flask. Add 4 drops of thymol blue TS, and titrate with 0.1 N sodium methoxide VS, using a magnetic stirrer and taking precautions against the absorption of atmospheric carbon dioxide. Perform a blank determination, and make any necessary correction. Each mL of 0.1 N sodium methoxide is equivalent to 23.83 mg of C12H18N2O3.
Auxiliary Information— Please check for your question in the FAQs before contacting USP.
Topic/Question Contact Expert Committee
Monograph Ravi Ravichandran, Ph.D.
Senior Scientist
(MDPP05) Monograph Development-Psychiatrics and Psychoactives
Reference Standards Lili Wang, Technical Services Scientist
USP32–NF27 Page 3542
Chromatographic Column—
Chromatographic columns text is not derived from, and not part of, USP 32 or NF 27.