Brallobarbital

Brallobarbital was a barbiturate developed in the 1920s.[1] It has sedative and hypnotic properties, and was used for the treatment of insomnia. Brallobarbital was primarily sold as part of a combination product called Vesparax, composed of 150 mg secobarbital, 50 mg brallobarbital and 50 mg hydroxyzine.[2] The long half-life of this combination of drugs tended to cause a hangover effect the next day,[3] and Vesparax fell into disuse once newer drugs with lesser side effects had been developed. Vesparax reportedly was the drug that musician Jimi Hendrix supposedly overdosed on and led to his untimely death. It is no longer made.[4]

Brallobarbital

Clinical data
Other names	Brallobarbital
ATC code	none
Identifiers
IUPAC name 3,5 Bromo,4 Acitamido,2 Hydroxy Benzoic Acid Methyl Ester
CAS Number	561-86-4^Y
PubChem CID	68416
ChemSpider	61699^Y
UNII	D0N7A2M3MU
ChEMBL	ChEMBL2106093^N
CompTox Dashboard (EPA)	DTXSID60204648
ECHA InfoCard	100.008.387
Chemical and physical data
Formula	C10H11BrN2O3
Molar mass	287.113 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C1NC(=O)NC(=O)C1(CC(\Br)=C)C\C=C
InChI InChI=1S/C10H11BrN2O3/c1-3-4-10(5-6(2)11)7(14)12-9(16)13-8(10)15/h3H,1-2,4-5H2,(H2,12,13,14,15,16)^Y Key:DYODAJAEQDVYFX-UHFFFAOYSA-N^Y
^NY (what is this?)  (verify)

References

1. US 1869666
2. Lhermann J (March 1964). "Clinical application of a new very active hypnotic associating sodium secobarbital, calcium brallobarbital and hydroxyzine (UC-8130)". Gazette Medicale de France (in French). 71: 961–2. PMID 14142825.
3. Yih TD, Rossum JM (June 1976). "Peculiar pharmacokinetics of brallobarbital as a source of complications in Vesparax intoxication". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 6 (6): 355–62. doi:10.3109/00498257609151647. PMID 969563.
4. Fischbach R (February 1983). "Efficacy and safety of midazolam and vesparax in treatment of sleep disorders". British Journal of Clinical Pharmacology. 16 (S1): 167S–171S. doi:10.1111/j.1365-2125.1983.tb02290.x. PMC 1428085. PMID 6138072.