Propallylonal

Not to be confused with Propranolol or Propanolamine.

Propallylonal

Clinical data
Trade names	?
Other names	5-isopropyl-5-(β-bromoallyl)barbituric acid
ATC code	none
Legal status
Legal status	AU: S9 (Prohibited substance) CA: Schedule IV UK: POM (Prescription only) US: Schedule III controlled substance controlled substance
Identifiers
IUPAC name 5-(2-bromoprop-2-en-1-yl)-5-isopropylpyrimidine-2,4,6(1H,3H,5H)-trione
CAS Number	545-93-7^N
PubChem CID	11020
ChemSpider	10554^Y
UNII	1ER3Z9GUQH
CompTox Dashboard (EPA)	DTXSID00202906
ECHA InfoCard	100.008.088
Chemical and physical data
Formula	C10H13BrN2O3
Molar mass	289.129 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C1NC(=O)NC(=O)C1(C(C)C)CC(\Br)=C
InChI InChI=1S/C10H13BrN2O3/c1-5(2)10(4-6(3)11)7(14)12-9(16)13-8(10)15/h5H,3-4H2,1-2H3,(H2,12,13,14,15,16)^Y Key:KTGWBBOJAGDSHN-UHFFFAOYSA-N^Y

Propallylonal is a barbiturate and central nervous system depressant synthesized in the 1920s, a derivative of barbituric acid.

Effects

GABAergic positive allosteric modulationts as a central nervous system depressant, resulting in skeletal muscle relaxation, anxiety relief / tranquility, sedative, and hypnotic properties. In the United States, it was protected by drug patent 1622129^[1] It has sedative, hypnotic and anticonvulsant properties,^[2] and is still rarely prescribed as a sleeping medication in some Eastern-European countries.

Related medications

Other oxygenated barbiturate ("oxybarbiturates") are all sodium or acidic molecules derived from barbituric acid. This includes methohexital and Narconumal.

References

1. US 1622129 
2. Holck HG, Riedesel CC, Robidoux FA (November 1950). "Studies on tolerance and cross-tolerance to Nostal (propallylonal; isopropyl-beta-bromallyl barbituric acid". Journal of the American Pharmaceutical Association. 39 (11): 630–7. doi:10.1002/jps.3030391109. PMID 14794532.