Secobarbital

Secobarbital
Clinical data
Trade names	Seconal, others
Other names	Quinalbarbitone
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a682386
Pregnancy; category	D (United States);
Routes of; administration	By mouth, intravenous
Drug class	Barbiturate
ATC code	N05CA06 (WHO) QN51AA02 (WHO);
Legal status
Legal status	BR: Class B1 (Psychoactive drugs); CA: Schedule IV; DE: Anlage III (Special prescription form required); UK: Class B; US: Schedule II except when combined in a dosage unit with another active drug (in which case Schedule III); UN: Psychotropic Schedule II;
Pharmacokinetic data
Bioavailability	?
Protein binding	45-60%
Metabolism	Hepatic
Elimination half-life	15-40 hours
Excretion	Renal
Identifiers
	IUPAC name (RS)-5-(pentan-2-yl)-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione;
CAS Number	76-73-3 ;
PubChem CID	5193;
IUPHAR/BPS	7615;
DrugBank	DB00418 ;
ChemSpider	5005 ;
UNII	1P7H87IN75;
KEGG	D00430 ;
ChEBI	CHEBI:9073 ;
ChEMBL	ChEMBL447 ;
CompTox Dashboard (EPA)	DTXSID6044145 ;
ECHA InfoCard	100.000.894
Chemical and physical data
Formula	C12H18N2O3
Molar mass	238.287 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(NC(C1(CC=C)C(CCC)C)=O)=O;
	InChI InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17) ; Key:KQPKPCNLIDLUMF-UHFFFAOYSA-N ;
	(verify)

Secobarbital, sold under the brand name Seconal among others, is a short-acting barbiturate drug originally used for the treatment of insomnia. It was patented by Eli Lilly and Company in 1934 in the United States. It possesses anesthetic, anticonvulsant, anxiolytic, sedative, and hypnotic properties. In the United Kingdom, it was known as quinalbarbitone. Secobarbital is considered to be an obsolete sedative-hypnotic (sleeping pill) and has largely been replaced by the benzodiazepine family. It was widely abused, known on the street as "red devils" or "reds." Among barbiturates, secobarbital carries a particularly high risk of abuse and addiction, which is largely responsible for it falling out of use.