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Flutazolam

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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
  • Unscheduled (℞-only (JP))
Pharmacokinetic data
MetabolismHepatic
Elimination half-life3.5 hours
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 mass376.809 g/mol 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 checkY
  • Key:WMFSSTNVXWNLKI-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Flutazolam[1] (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's around the same potency as diazepam, it produces a more marked sedation and impaired coordination. It is indicated for the treatment of insomnia.[2]

Flutazolam is closely related in structure to another benzodiazepine, haloxazolam.[3][4]

See also

References

  1. ^ DE Patent 1952486
  2. ^ Mitsushima T, Ueki S. Psychopharmacological effects of flutazolam (MS-4101). Nippon Yakurigaku Zasshi. 1978 Nov;74(8):959-79. (Japanese).
  3. ^ Kuwayama T, Kurono Y, Muramatsu T, Yashiro T, Ikeda K. The behavior of 1,4-benzodiazepine drugs in acidic media. V. Kinetics of hydrolysis of flutazolam and haloxazolam in aqueous solution. Chemical and Pharmaceutical Bulletin (Tokyo). 1986 Jan;34(1):320-6.
  4. ^ Yashiro T, Kuwayama T, Kawazura H, Suzuki T. The behavior of 1,4-benzodiazepine drugs in acidic media. IX. Effect of hydrolyzate of flutazolam on the central nervous system. Journal of the Pharmaceutical Society of Japan. 1987 Oct;107(10):830-4. (Japanese).