Flutazolam

Flutazolam
Clinical data
Trade namesCoreminal (JP)
Other names13-chloro- 2-(2-fluorophenyl)- 9-(2-hydroxyethyl)- 3-oxa- 6,9-diazatricyclo[8.4.0.02,6] tetradeca-1(10),11,13- trien- 8-one
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
Legal status
Legal status
  • US: Unscheduled
  • In general: unscheduled, Rx-only in Japan
Pharmacokinetic data
MetabolismHepatic
Elimination half-life3.5 hours (parent compound); 47-100 hours (major metabolite)
Identifiers
  • 10-chloro-11b-(2-fluorophenyl)-7-(2-hydroxyethyl)-3,5-dihydro-2H-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H18ClFN2O3
Molar mass376.81 g·mol−1
3D model (JSmol)
  • Fc1ccccc1C42OCCN2CC(=O)N(c3c4cc(Cl)cc3)CCO
  • InChI=1S/C19H18ClFN2O3/c20-13-5-6-17-15(11-13)19(14-3-1-2-4-16(14)21)22(8-10-26-19)12-18(25)23(17)7-9-24/h1-6,11,24H,7-10,12H2 Y
  • Key:WMFSSTNVXWNLKI-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Flutazolam (Coreminal, MS-4101) is a drug which is a benzodiazepine derivative. It was invented in Japan, and this is the main country in which it has been used medically. It has sedative, muscle relaxant, anticonvulsant, and anxiolytic effects similar to those produced by other benzodiazepine derivatives, and though it is around the same potency as diazepam, it produces a more marked sedation and impaired coordination. It is indicated for the treatment of insomnia. Its major active metabolite is n-desalkylflurazepam, also known as norflurazepam, which is also a principal metabolite of flurazepam (trade name Dalmane). While flutazolam has a very short half-life of only 3.5 hours, n-desalkylflurazepam has a long half-life of between 47–100 hours.

Flutazolam is closely related in structure to another benzodiazepine, haloxazolam.