Dextromoramide

Dextromoramide
Clinical data
Trade names	Palfium
AHFS/Drugs.com	International Drug Names
Pregnancy; category	AU: C; ;
Routes of; administration	Oral, Rectal, Intravenous, Insufflation
ATC code	N02AC01 (WHO) ;
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage II (Authorized trade only, not prescriptible); US: Schedule I;
Pharmacokinetic data
Bioavailability	>75%
Protein binding	High
Metabolism	Liver, partly mediated by CYP3A4
Elimination half-life	3.5 hours
Excretion	Urine, faeces
Identifiers
	IUPAC name (3S)-3-methyl-4-morpholin-4-yl-2,2-diphenyl-1-pyrrolidin-1-yl-butan-1-one;
CAS Number	357-56-2 ;
PubChem CID	92943;
DrugBank	DB01529 ;
ChemSpider	83901 ;
UNII	9S4S6CIY83;
KEGG	D07287 ;
ChEBI	CHEBI:74274 ;
ChEMBL	ChEMBL431928 ;
CompTox Dashboard (EPA)	DTXSID8022909 ;
ECHA InfoCard	100.006.013
Chemical and physical data
Formula	C25H32N2O2
Molar mass	392.543 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@H](CN1CCOCC1)C(C(=O)N1CCCC1)(c1ccccc1)c1ccccc1;
	InChI InChI=1S/C25H32N2O2/c1-21(20-26-16-18-29-19-17-26)25(22-10-4-2-5-11-22,23-12-6-3-7-13-23)24(28)27-14-8-9-15-27/h2-7,10-13,21H,8-9,14-20H2,1H3/t21-/m1/s1 ; Key:INUNXTSAACVKJS-OAQYLSRUSA-N ;
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Dextromoramide^[4] (Palfium, Palphium, Jetrium, Dimorlin)^[5] is a powerful opioid analgesic approximately three times more potent than morphine but shorter acting.^[6] It is subject to drug prohibition regimes, both internationally through UN treaties and by the criminal law of individual nations, and is usually prescribed only in the Netherlands.

^ Brayfield A, ed. (13 December 2013). "Dextromoramide". Martindale: The Complete Drug Reference. Pharmaceutical Press. Retrieved 23 April 2014.
^ 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.
^ ^a ^b ^c ^d ^e "SAMENVATTING VAN DE PRODUCTKENMERKEN" (PDF). ACE Pharmaceuticals website (in Dutch). ACE Pharmaceuticals. January 2002. Retrieved 23 April 2014.^{[permanent dead link]}
^ GB Patent 822055 Improvements in or relating to new analgesically active substituted alpha, alpha-diphenyl--y-amino-butyramides and the manufacture thereof
^ GB Patent 822055
^ Twycross RG, Lack SA (1989). Oral morphine in advanced cancer (2nd ed.). Beaconsfield. ISBN 978-0-906584-27-9.

[MD-1] Brayfield A, ed. (13 December 2013). "Dextromoramide". Martindale: The Complete Drug Reference. Pharmaceutical Press. Retrieved 23 April 2014.

[2] 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.

[SPC-3] "SAMENVATTING VAN DE PRODUCTKENMERKEN" (PDF). ACE Pharmaceuticals website (in Dutch). ACE Pharmaceuticals. January 2002. Retrieved 23 April 2014.^{[permanent dead link]}

[4] GB Patent 822055 Improvements in or relating to new analgesically active substituted alpha, alpha-diphenyl--y-amino-butyramides and the manufacture thereof

[5] GB Patent 822055

[6] Twycross RG, Lack SA (1989). Oral morphine in advanced cancer (2nd ed.). Beaconsfield. ISBN 978-0-906584-27-9.

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