Flunitrazepam

Flunitrazepam
Clinical data
Pronunciation	/ˌfluːnɪˈtræzɪpæm/
Trade names	Rohypnol
Other names	roofies, floonies
Pregnancy; category	AU: C;
Addiction; liability	High
Routes of; administration	Oral
Drug class	Benzodiazepine
ATC code	N05CD03 (WHO) ;
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class B1 (Psychoactive drugs); CA: Schedule I; DE: Anlage III (Special prescription form required); UK: Class C; US: Schedule IV (Schedule I trafficking penalties, however); UN: Psychotropic Schedule III; SE: Förteckning II;
Pharmacokinetic data
Bioavailability	64–77% (by mouth); 50% (suppository)
Metabolism	Liver
Metabolites	7-aminoflunitrazepam, desmethylflunitrazepam and 3-hydroxydesmethylflunitrazepam
Elimination half-life	18–26 hours
Excretion	Kidney
Identifiers
	IUPAC name 5-(2-fluorophenyl)-1-methyl-7-nitro-1H-benzo[e][1,4]diazepin-2(3H)-one;
CAS Number	1622-62-4 ;
PubChem CID	3380;
IUPHAR/BPS	4193;
DrugBank	DB01544 ;
ChemSpider	3263 ;
UNII	620X0222FQ;
KEGG	D01230 ;
ChEBI	CHEBI:31622;
ChEMBL	ChEMBL13280 ;
CompTox Dashboard (EPA)	DTXSID7023065 ;
ECHA InfoCard	100.015.089
Chemical and physical data
Formula	C16H12FN3O3
Molar mass	313.288 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	170–172 °C (338–342 °F)
	SMILES CN1C(=O)CN=C(c2ccccc2F)c2cc([N+](=O)[O-])ccc21;
	InChI InChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3 ; Key:PPTYJKAXVCCBDU-UHFFFAOYSA-N ;
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Flunitrazepam, sold under the brand name Rohypnol among others, is a benzodiazepine used to treat severe insomnia and assist with anesthesia. As with other hypnotics, flunitrazepam has been advised to be prescribed only for short-term use or by those with chronic insomnia on an occasional basis.

Flunitrazepam was patented in 1962 and came into medical use in 1974. Nicknamed "roofies" or "floonies", it is widely known for its use as a date rape drug.