Flutoprazepam

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Flutoprazepam
Flutoprazepam.svg
Flutoprazepam ball-and-stick.png
Systematic (IUPAC) name
7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
Clinical data
Trade names Restas
AHFS/Drugs.com International Drug Names
Pregnancy
category
  • US: X (Contraindicated)
Legal status
Routes of
administration
Oral, Intravenous
Pharmacokinetic data
Bioavailability 80-90%
Metabolism Hepatic
Biological half-life 60-90 hours
Excretion Renal
Identifiers
CAS Number 25967-29-7 YesY
ATC code none
PubChem CID: 3400
ChemSpider 3283 YesY
UNII 2GHY1101MM YesY
KEGG D01279 YesY
ChEMBL CHEMBL2106743
Chemical data
Formula C19H16ClFN2O
Molecular mass 342.795
  • FC1=CC=CC=C1C2=NCC(N(CC3CC3)C4=C2C=C(C=C4)Cl)=O
  • InChI=1S/C19H16ClFN2O/c20-13-7-8-17-15(9-13)19(14-3-1-2-4-16(14)21)22-10-18(24)23(17)11-12-5-6-12/h1-4,7-9,12H,5-6,10-11H2 YesY
  • Key:OFVXPDXXVSGEPX-UHFFFAOYSA-N YesY
  (verify)

Flutoprazepam (Restas) is a drug which is a benzodiazepine. It was patented in Japan by Sumitomo in 1972[1] and its medical use remains mostly confined to that country. Its muscle relaxant properties are approximately equivalent to those of diazepam - however, it has more powerful sedative, hypnotic, anxiolytic and anticonvulsant effects and is around four times more potent by weight compared to diazepam.[2] It is longer acting than diazepam due to its long-acting active metabolites,[3] which contribute significantly to its effects.[4]

Flutoprazepam is typically used for the treatment of severe insomnia and may also be used for treating stomach ulcers.[5]

Recreational use of benzodiazepines in Japan is extremely common, with flutoprazepam, nimetazepam, temazepam and triazolam being the four most often sought after by drug users. Triazolam and temazepam make-up 65% of all prescription forgeries for benzodiazepines, while flutoprazepam and nimetazepam make up all the rest of the cases of benzodiazepine prescription forgeries. Diazepam and oxazepam misuse commonly happens because they are easily obtainable by prescription from doctors.

Flutoprazepam is currently a Schedule IV drug under the international Convention on Psychotropic Substances of 1971.[6][7]

  • In Hong Kong, flutoprazepam is regulated under Schedule 1 of Hong Kong's Chapter 134 Dangerous Drugs Ordinance. Flutoprazepam can only be used legally by health professionals and for university research purposes. The substance can be given by pharmacists under a prescription. Anyone who supplies the substance without prescription can be fined $10000 (HKD). The penalty for trafficking or manufacturing the substance is a $5,000,000 (HKD) fine and life imprisonment. Possession of the substance for consumption without license from the Department of Health is illegal with a $1,000,000 (HKD) fine and/or 7 years of jail time.[8]

See also

References

  1. US patent 3632574, Hisao Yamamoto et al, "PROCESS FOR PRODUCING BENZODIAZEPINE DERIVATIVES", published 1968-29-04, issued 1972-04-01 
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  6. http://www.cnb.gov.sg/ [Central Narcotics Bureau, Singapore]
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