Piperidione

Piperidione (trade name Sedulon) is a sedative drug, structurally related to methyprylon and pyrithyldione. It used to be marketed by Roche as a cough medicine available in liquid form.[1][2][3] In the US, it was approved by the FDA on grounds of safety alone in 1947. After Roche failed to submit evidence of efficacy to the Drug Efficacy Study Implementation program in 1972, it was withdrawn from the US market.[4]

Piperidione
Clinical data
Trade namesAscron, Dihyprylon, Dihyprylone, Sedulon, Tusseval
ATC code
Identifiers
IUPAC name
  • 3,3-diethylpiperidine-2,4-dione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.000.909
Chemical and physical data
FormulaC9H15NO2
Molar mass169.224 g·mol−1
3D model (JSmol)
SMILES
  • O=C1C(C(=O)NCC1)(CC)CC
InChI
  • InChI=1S/C9H15NO2/c1-3-9(4-2)7(11)5-6-10-8(9)12/h3-6H2,1-2H3,(H,10,12) Y
  • Key:RGEVWUKXWFOAID-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

See also

References
  1. Wolff PO (1949). "On pethidine and methadone derivatives". Bulletin of the World Health Organization. 2 (2): 193–204. PMC 2553950. PMID 15409516.
  2. Jacobs S (October 1948). "The use of piperidione as a cough sedative". Medical Times. 76 (10): 445–7. PMID 18102053.
  3. Rimoldi R, Fioretti M, Bandella M (February 1985). "[Use of an antitussive drug in pulmonary pathology]". Bollettino Chimico Farmaceutico. 124 (2): 1S–6S. PMID 3839404.
  4. Certain Preparations Containing Dihyprylone or Pipazethate Hydrochloride; Notice of Withdrawal of Approval of New-Drug Applications (PDF). Federal Register (Report). Vol. 37. August 5, 1972. p. 15887. FDC–D–458.
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