Flutazolam

Flutazolam

Clinical data
Trade names	Coreminal (JP)
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
Legal status
Legal status	US: Unscheduled Unscheduled (℞-only (JP))
Pharmacokinetic data
Metabolism	Hepatic
Biological half-life	3.5 hours
Identifiers
IUPAC name 10-chloro-11b-(2-fluorophenyl)-7-(2-hydroxyethyl)-3,5-dihydro-2H-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
Synonyms	13-chloro- 2-(2-fluorophenyl)- 9-(2-hydroxyethyl)- 3-oxa- 6,9-diazatricyclo[8.4.0.0^2,6] tetradeca-1(10),11,13- trien- 8-one
CAS Number	27060-91-9
PubChem (CID)	3398
ChemSpider	3281
UNII	5G2K7O5D8S
KEGG	D01286
ChEMBL	CHEMBL1697836
Chemical and physical data
Formula	C19H18ClFN2O3
Molar mass	376.809 g/mol
3D model (Jmol)	Interactive image
SMILES Fc1ccccc1C42OCCN2CC(=O)N(c3c4cc(Cl)cc3)CCO
InChI 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 Key:WMFSSTNVXWNLKI-UHFFFAOYSA-N
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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

• Benzodiazepine

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).