Piperidione

Piperidione
Clinical data
Trade names	Ascron, Dihyprylon, Dihyprylone, Sedulon, Tusseval
ATC code	R05DB23 (WHO) ;
Identifiers
	IUPAC name 3,3-diethylpiperidine-2,4-dione;
CAS Number	77-03-2 ;
PubChem CID	6465;
ChemSpider	6222 ;
UNII	BZ6KL0Q8UD;
CompTox Dashboard (EPA)	DTXSID30227804 ;
ECHA InfoCard	100.000.909
Chemical and physical data
Formula	C9H15NO2
Molar mass	169.224 g·mol−1
3D model (JSmol)	Interactive image;
	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) ; Key:RGEVWUKXWFOAID-UHFFFAOYSA-N ;
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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 After Roche failed to submit evidence of efficacy to the Drug Efficacy Study Implementation program in 1972, it was withdrawn from the US market.^[4]

^ Wolff PO (1949). "On pethidine and methadone derivatives". Bulletin of the World Health Organization. 2 (2): 193–204. PMC 2553950. PMID 15409516.
^ Jacobs S (October 1948). "The use of piperidione as a cough sedative". Medical Times. 76 (10): 445–7. PMID 18102053.
^ 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.
^ 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.

[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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