Normethadone

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−1
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.^{[citation needed]} 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. ^[2] 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).^[3]

^ 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.
^ "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.
^ 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.

[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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