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Normethadone

Clinical data
Trade names	Cophylac
ATC code	R05DA06 (WHO)
Legal status
Legal status	AU: S9 (Prohibited substance) BR: Class A1 (Narcotic drugs) CA: Schedule I DE: Anlage III (Special prescription form required) US: Schedule I
Pharmacokinetic data
Bioavailability	100%
Metabolism	liver
Elimination half-life	14 days
Excretion	Urine
Identifiers
IUPAC name 6-dimethylamino-4,4-diphenyl-hexan-3-one
CAS Number	467-85-6 847-84-7 (HCl)
PubChem CID	10090
ChemSpider	9687
UNII	KR2L2A68XL
KEGG	D07384
ChEMBL	ChEMBL346331
CompTox Dashboard (EPA)	DTXSID6057748
ECHA InfoCard	100.006.730
Chemical and physical data
Formula	C20H25NO
Molar mass	295.426 g·mol
3D model (JSmol)	Interactive image
SMILES O=C(C(c1ccccc1)(c2ccccc2)CCN(C)C)CC
InChI InChI=1S/C20H25NO/c1-4-19(22)20(15-16-21(2)3,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14H,4,15-16H2,1-3H3 Key:WCJFBSYALHQBSK-UHFFFAOYSA-N
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Normethadone (INN, BAN; brand names Ticarda, Cophylac, Dacartil, Eucopon, Mepidon, Noramidone, Normedon, and others), also known as desmethylmethadone or phenyldimazone, is a synthetic opioid analgesic and antitussive agent. Normethadone is listed under the Single Convention on Narcotic Drugs 1961 and is a Schedule I Narcotic controlled substance in the United States, with a DEA ACSCN of 9635 and an annual manufacturing quota of 2 grams. It has an effective span of action for about 14 days, and is 12 to 20 times stronger than morphine. The salts in use are the hydrobromide (free base conversion ratio 0.785), hydrochloride (0.890), methyliodide (0.675), oxalate (0.766), picrate (0.563), and the 2,6-ditertbutylnapthalindisulphonate (0.480).

See also

• Methade

References

1. Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
2. "Quotas - 2014". Diversion Control Division. U.S. Department of Justice, Drug Enforcement Administration. Archived from the original on 2016-03-04. Retrieved 2016-02-27.
3. Nordegren T (2002). "Normethadone". The A-Z encyclopedia of alcohol and drug abuse. Parkland, Fla.: Brown Walker Press. p. 470. ISBN 978-1-58112-404-0.

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