Nalorphine

Nalorphine

Clinical data
Synonyms	(−)−(5R,6S)-9α-allyl- 4,5-epoxymorphin- 7-en- 3,6-diol
AHFS/Drugs.com	International Drug Names
ATC code	V03AB02 (WHO)
Legal status
Legal status	AU: S4 (Prescription only)
Identifiers
IUPAC name (5α,6α)-17-allyl- 7,8-didehydro- 4,5-epoxymorphinan- 3,6-diol
CAS Number	62-67-9 Y
PubChem CID	5284595
IUPHAR/BPS	1629
ChemSpider	4447643 Y
UNII	U59WB2WRY2
ChEMBL	ChEMBL415284 N
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C19H21NO3
Molar mass	311.375 g/mol
3D model (JSmol)	Interactive image
SMILES O[C@H]2\C=C/[C@H]5[C@@H]4N(CC[C@@]51c3c(O[C@H]12)c(O)ccc3C4)C\C=C
InChI InChI=1S/C19H21NO3/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20/h2-6,12-13,15,18,21-22H,1,7-10H2/t12-,13+,15-,18-,19-/m0/s1 Y Key:UIQMVEYFGZJHCZ-SSTWWWIQSA-N Y
NY (what is this?)  (verify)

WikiDoc Resources for Nalorphine
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Evidence Based Medicine
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Clinical Trials
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Commentary
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Definitions
Definitions of Nalorphine
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Healthcare Provider Resources
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Continuing Medical Education (CME)
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International
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Business
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Experimental / Informatics
List of terms related to Nalorphine

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Nalorphine (INN; Lethidrone, Nalline), also known as N-allyl-normorphine, is a mixed opioid agonist–antagonist. It acts at two opioid receptors, at the mu receptor it has antagonistic effects and at the kappa receptors it exerts high-efficacy agonistic characteristics. It is used to reverse opioid overdose and (starting in the 1950s) in a challenge test to determine opioid dependence.

Synthesis

Nalorphine synthesis:

More recently, it has become much more commonplace to use ethyl chloroformate instead of cyanogen bromide for the Von Braun degradation demethylation step. See for example the list of phenyltropanes or the synthesis of paroxetine for further examples of this.