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Pyrithyldione

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Pyrithyldione
Clinical data
Trade namesBenedorm, Didropyridine, Dihydroprylone, Persedon, Presidon, Pyridion, Pyridione, Pyrithyldion, Pyrithyldione, Tetridin, Tetridine
ATC code
Identifiers
  • 3,3-diethylpyridine-2,4(1H,3H)-dione
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.000.910Edit this at Wikidata
Chemical and physical data
FormulaC9H13NO2
Molar mass167.208 g·mol−1
3D model (JSmol)
  • O=C1N/C=C\C(=O)C1(CC)CC
  • InChI=1S/C9H13NO2/c1-3-9(4-2)7(11)5-6-10-8(9)12/h5-6H,3-4H2,1-2H3,(H,10,12) checkY
  • Key:NZASCBIBXNPDMH-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Pyrithyldione[1] (Presidon, Persedon) is apsychoactive drug invented in 1949.[2]An improved method of manufacture was patented by Roche in 1959.[3] It was used as ahypnotic orsedative and presumed to be less toxic thanbarbiturates.[4] Today, this substance is no longer used.Agranulocytosis was sometimes reported asadverse 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

[edit]

References

[edit]
  1. ^US Patent 2090068 - 2,4-Dioxo-3,3-Dialkyl-Tetrahydropyridines and Process for the Manufacture of Same.
  2. ^Becker EL, Fabing HD, Hawkins JR (April 1949). "Presidon; a new sedative-hypnotic".Christ Hospital Medical Bulletin.2 (4):80–4.PMID 18144514.
  3. ^US patent 3019230, Hinderling R, Lutz AH, Schnider O, "Method for the preparation of 2,4-dioxo-tetrahydropyridines", 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.S2CID 38210598.
  5. ^Ibáñez L, Ballarín E, Pérez E, Vidal X, Capellà D, Laporte JR (January 2000). "Agranulocytosis induced by pyrithyldione, a sedative hypnotic drug".European Journal of Clinical Pharmacology.55 (10):761–4.doi:10.1007/s002280050011.PMID 10663456.S2CID 25595314.
  6. ^Covner AH, Halpern SL (January 1950). "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.doi:10.1056/NEJM195001122420203.PMID 15399031.
  7. ^[Is pyrithyldione (Benedorm) an enzyme inducer (author's transl)] Pharmazie. 1982 Jan;37(1):69.
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