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Title: Nalorphine  
Author: World Heritage Encyclopedia
Language: English
Subject: Diacetylnalorphine, Nalorphine dinicotinate, List of opioids, Diprenorphine, Naloxone
Collection: Alcohols, Alkenes, Kappa Agonists, Morphinans, Opioid Antagonists, Phenols, Semisynthetic Opioids
Publisher: World Heritage Encyclopedia


Systematic (IUPAC) name
(5α,6α)-17-allyl- 7,8-didehydro- 4,5-epoxymorphinan- 3,6-diol
Clinical data
Legal status
CAS number  YesY
ATC code V03
IUPHAR ligand
ChemSpider  YesY
Synonyms (−)−(5R,6S)-9α-allyl- 4,5-epoxymorphin- 7-en- 3,6-diol
Chemical data
Formula C19H21NO3 
Mol. mass 311.375 g/mol

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.[1]


Nalorphine synthesis:[2]

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.

See also


  1. ^ "Medicine: Drug Detector", Time, Dec. 24, 1956
  2. ^ Weijlard, J.; Erickson, A. E. (1942). "N-Allylnormorphine". Journal of the American Chemical Society 64 (4): 869.  

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