Flurazepam

Flurazepam
Clinical data
Trade namesDalmane, Dalmadorm, Fluzepam
AHFS/Drugs.comMonograph
MedlinePlusa682051
Pregnancy
category
  • X (Contraindicated in pregnancy)
Addiction
liability
Moderate
Routes of
administration
By mouth
Drug classBenzodiazepine
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability83%
MetabolismLiver
MetabolitesN-desalkylflurazepam (active metabolite)
Elimination half-life2.3 hours
N-desalkylflurazepam: 47–100 hours
ExcretionKidney
Identifiers
  • 7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
PDB ligand
CompTox Dashboard (EPA)
ECHA InfoCard100.037.795 Edit this at Wikidata
Chemical and physical data
FormulaC21H23ClFN3O
Molar mass387.88 g·mol−1
3D model (JSmol)
Melting point79.5 °C (175.1 °F)
  • FC1=CC=CC=C1C2=NCC(N(CCN(CC)CC)C3=C2C=C(C=C3)Cl)=O
  • 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 checkY
  • Key:SAADBVWGJQAEFS-UHFFFAOYSA-N checkY
  (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]

  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 
  3. ^ "FLURAZEPAM HCl CAPSULES, USP". dailymed.nlm.nih.gov.
  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.