Chemistry:Pyrithyldione

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Short description: Chemical compound
Pyrithyldione
Pyrithyldione.svg
Pyrithyldione ball-and-stick.png
Clinical data
Trade namesBenedorm, Didropyridine, Dihydroprylone, Persedon, Presidon, Pyridion, Pyridione, Pyrithyldion, Pyrithyldione, Tetridin, Tetridine
ATC code
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC9H13NO2
Molar mass167.208 g·mol−1
3D model (JSmol)
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Pyrithyldione[1] (Presidon, Persedon) is a psychoactive drug invented in 1949.[2] An improved method of manufacture was patented by Roche in 1959.[3] It was used as a hypnotic or sedative and presumed to be less toxic than barbiturates.[4] Today, this substance is no longer used. Agranulocytosis was sometimes reported as adverse effect.[5][6] Pyrithyldione is also a CYP2D6 inducer but is not as potent as glutethimide[7] In studies, it increased the O-Demethylation of codeine by 20%.

See also

References

  1. US Patent 2090068 - 2,4-Dioxo-3,3-Dialkyl-Tetrahydropyridines and Process for the Manufacture of Same.
  2. "Presidon; a new sedative-hypnotic". Christ Hospital Medical Bulletin 2 (4): 80–4. April 1949. PMID 18144514. 
  3. Hinderling R, Lutz AH, Schnider O, "Method for the preparation of 2,4-dioxo-tetrahydropyridines", US patent 3019230, issued 1962-01-30, assigned to Hoffmann-La Roche
  4. Pribilla, O. (1956). "Zur Toxikologie des Persedons". Archiv für Toxikologie 16 (1): 34–49. doi:10.1007/BF00577351. 
  5. "Agranulocytosis induced by pyrithyldione, a sedative hypnotic drug". European Journal of Clinical Pharmacology 55 (10): 761–4. January 2000. doi:10.1007/s002280050011. PMID 10663456. 
  6. "Fatal agranulocytosis following therapy with presidon (3,3-diethyl-2,4-dioxotetrahydropyridine) a new sedative hypnotic agent". The New England Journal of Medicine 242 (2): 49–52. January 1950. doi:10.1056/NEJM195001122420203. PMID 15399031. 
  7. [Is pyrithyldione (Benedorm) an enzyme inducer (author's transl)] Pharmazie. 1982 Jan;37(1):69.