Flurazepam

Flurazepam
Clinical data
Trade names	Dalmane, Dalmadorm, Fluzepam
AHFS/Drugs.com	Monograph
MedlinePlus	a682051
Pregnancy; category	X (Contraindicated in pregnancy);
Addiction; liability	Moderate
Routes of; administration	By mouth
Drug class	Benzodiazepine
ATC code	N05CD01 (WHO) ;
Legal status
Legal status	BR: Class B1 (Psychoactive drugs); CA: Schedule IV; DE: Prescription only (Anlage III for higher doses); US: Schedule IV;
Pharmacokinetic data
Bioavailability	83%
Metabolism	Liver
Metabolites	N-desalkylflurazepam (active metabolite)
Elimination half-life	2.3 hours; N-desalkylflurazepam: 47–100 hours
Excretion	Kidney
Identifiers
	IUPAC name 7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one;
CAS Number	17617-23-1 ;
PubChem CID	3393;
IUPHAR/BPS	7188;
DrugBank	DB00690 ;
ChemSpider	3276 ;
UNII	IHP475989U;
KEGG	D00329 ;
ChEBI	CHEBI:5128;
ChEMBL	ChEMBL968 ;
PDB ligand	FL7 (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID1023071 ;
ECHA InfoCard	100.037.795
Chemical and physical data
Formula	C21H23ClFN3O
Molar mass	387.88 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	79.5 °C (175.1 °F)
	SMILES FC1=CC=CC=C1C2=NCC(N(CCN(CC)CC)C3=C2C=C(C=C3)Cl)=O;
	InChI InChI=1S/C21H23ClFN3O/c1-3-25(4-2)11-12-26-19-10-9-15(22)13-17(19)21(24-14-20(26)27)16-7-5-6-8-18(16)23/h5-10,13H,3-4,11-12,14H2,1-2H3 ; Key:SAADBVWGJQAEFS-UHFFFAOYSA-N ;
	(verify)

Flurazepam^[2] (marketed under the brand names Dalmane and Dalmadorm) is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties. It produces a metabolite with a long half-life, which may stay in the bloodstream for days.^[3] Flurazepam was patented in 1968 and came into medical use the same year.^[4] Flurazepam, developed by Roche Pharmaceuticals, was one of the first benzodiazepine hypnotic medications to be marketed.^[5]

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ BE 629005
^ "FLURAZEPAM HCl CAPSULES, USP". dailymed.nlm.nih.gov.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 538. ISBN 9783527607495.
^ Shorter E (2005). "B". A Historical Dictionary of Psychiatry. Oxford University Press. ISBN 978-0-19-029201-0.

[1] Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.

[2] BE 629005

[dailymed.nlm.nih.gov-3] "FLURAZEPAM HCl CAPSULES, USP". dailymed.nlm.nih.gov.

[Fis2006-4] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 538. ISBN 9783527607495.

[5] Shorter E (2005). "B". A Historical Dictionary of Psychiatry. Oxford University Press. ISBN 978-0-19-029201-0.

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