5-Allylbarbituric acid

Gas Chromatography. System GA—brallobarbitone RI 1858, 5-acetonyl 5-allylbarbituric acid RI 1795 system GF—RI 2765. 

Disposition in the Body. Absorbed after oral administration. About 5% of a dose is excreted in the urine as unchanged drug, 9% as 5-acetonyl-5-allylbarbituric acid and less than 1% each as 5-acetonyl-5-(2-bromoallyl)barbituric acid and 5-allyl-5-(2-hydroxypropyl)barbituric acid. 

Synonyms. Alisobumalum Allylbarbituric Acid Itobarbital Tetrallobarbital. 

Barbiturates, hydantoins, and imides contain functional groups related to amides but tend to be more reactive. Barbituric acids such as barbital, phenobarbital, amobarbital, and metharbital undergo ring-opening hydrolysis, as shown in Scheme 15.80-81 Decomposition products formed from these drug substances are susceptible to further decomposition reactions such as decarboxylation. The hydrolysis rates of these substances depend on the substituents Ri, R2, and R3. For some allylbarbituric acids, the effects of these substituents on hydrolysis rates can be explained in terms of Hammett s o value.82... 

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