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Pyrithyldione

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%.

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
  • 77-04-3 N
PubChem CID
  • 4994
ChemSpider
  • 4820 Y
UNII
  • 8AB20823CK
KEGG
  • D07329 Y
ChEMBL
  • ChEMBL1722501 N
CompTox Dashboard (EPA)
  • DTXSID4045262
ECHA InfoCard100.000.910
Chemical and physical data
FormulaC9H13NO2
Molar mass167.208 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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) Y
  • Key:NZASCBIBXNPDMH-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

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.

pyrithyldione, presidon, persedon, psychoactive, drug, invented, 1949, improved, method, manufacture, patented, roche, 1959, used, hypnotic, sedative, presumed, less, toxic, than, barbiturates, today, this, substance, longer, used, agranulocytosis, sometimes, . 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 PyrithyldioneClinical dataTrade namesBenedorm Didropyridine Dihydroprylone Persedon Presidon Pyridion Pyridione Pyrithyldion Pyrithyldione Tetridin TetridineATC codeN05CE03 WHO IdentifiersIUPAC name 3 3 diethylpyridine 2 4 1H 3H dioneCAS Number77 04 3 NPubChem CID4994ChemSpider4820 YUNII8AB20823CKKEGGD07329 YChEMBLChEMBL1722501 NCompTox Dashboard EPA DTXSID4045262ECHA InfoCard100 000 910Chemical and physical dataFormulaC 9H 13N O 2Molar mass167 208 g mol 13D model JSmol Interactive imageSMILES O C1N C C C O C1 CC CCInChI 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 YKey NZASCBIBXNPDMH UHFFFAOYSA N Y N Y what is this verify See also editMethyprylon Piperidione GlutethimideReferences edit US Patent 2090068 2 4 Dioxo 3 3 Dialkyl Tetrahydropyridines and Process for the Manufacture of Same Becker EL Fabing HD Hawkins JR April 1949 Presidon a new sedative hypnotic Christ Hospital Medical Bulletin 2 4 80 4 PMID 18144514 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 Pribilla O 1956 Zur Toxikologie des Persedons Archiv fur Toxikologie 16 1 34 49 doi 10 1007 BF00577351 S2CID 38210598 Ibanez L Ballarin E Perez E Vidal X Capella 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 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 Is pyrithyldione Benedorm an enzyme inducer author s transl Pharmazie 1982 Jan 37 1 69 nbsp This sedative related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Pyrithyldione amp oldid 1148144422, wikipedia, wiki, book, books, library,

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