Doxefazepam

Chemical compound
  • N05CD12 (WHO)
Legal statusLegal status Pharmacokinetic dataMetabolismHepaticElimination half-life3-4 hours[1]ExcretionRenalIdentifiers
  • 9-chloro-6-(2-fluorophenyl)-4-hydroxy-2-(2-hydroxyethyl)-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
CAS Number
  • 40762-15-0 ☒N
PubChem CID
  • 38668
ChemSpider
  • 35431 checkY
UNII
  • 231RV72C8L
KEGG
  • D07327 checkY
ChEMBL
  • ChEMBL64677 checkY
CompTox Dashboard (EPA)
  • DTXSID2020551 Edit this at Wikidata
Chemical and physical dataFormulaC17H14ClFN2O3Molar mass348.76 g·mol−13D model (JSmol)
  • Interactive image
  • FC1=CC=CC=C1C2=NC(C(N(CCO)C3=C2C=C(C=C3)Cl)=O)O
  • InChI=1S/C17H14ClFN2O3/c18-10-5-6-14-12(9-10)15(11-3-1-2-4-13(11)19)20-16(23)17(24)21(14)7-8-22/h1-6,9,16,22-23H,7-8H2 checkY
  • Key:VOJLELRQLPENHL-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)

Doxefazepam (marketed under brand name Doxans) is a benzodiazepine medication It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It is used therapeutically as a hypnotic.[2] According to Babbini and colleagues in 1975, this derivative of flurazepam was between 2 and 4 times more potent than the latter while at the same time being half as toxic in laboratory animals.[3]

It was patented in 1972 and came into medical use in 1984.[4]

Side effects

Section 5.5 of the article Doxefazepam in volume 66 of the World Health Organization's (WHO) and International Agency for Research on Cancer's (IARC) IARC Monographs On The Evaluation Of Carcinogenic Risks To Humans, an article describing the carcinogenic/toxic effects of doxefazepam on humans and experimental animals, states that there is "inadequate evidence in humans for the carcinogenicity of doxefazepam" and limited evidence in experimental for the carcinogenicity of doxefazepam," and concluded that the overall evaluation of the substance's carcinogenicity to humans is "not classifiable."[5]

See also

References

  1. ^ "Doxefazepam". IPCS INTOX. Archived from the original on 24 July 2008.
  2. ^ Rodriguez G, Rosadini G, Sannita WG, Strumia E (1984). "Effects of doxefazepam on normal sleep. An EEG and neuropsychological study". Neuropsychobiology. 11 (2): 133–139. doi:10.1159/000118066. PMID 6483162.
  3. ^ Babbini M, Torrielli MV, Strumia E, Gaiardi M, Bartoletti M, De Marchi F (August 1975). "Sedative-hypnotic properties of a new benzodiazepine in comparison with flurazepam. Pharmacological and clinical findings". Arzneimittel-Forschung. 25 (8): 1294–1300. PMID 241364.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 539. ISBN 9783527607495.
  5. ^ "Doxefazepam" (PDF). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. 66. International Agency For Research On Cancer (IARC): 97–104. 13–20 Feb 1996. PMC 7681544. PMID 9097119. Retrieved 10 July 2014.

External links

  • Inchem.org - Doxefazepam
  • IARC Monographs - Doxefazepam
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