Nortilidine

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Structural formula
Structural formulas of racemic nortilidine
(1 S , 2 R ) -isomer (left) and (1 R , 2 S ) -isomer (right)
1: 1 mixture of the stereoisomers
General
Surname Nortilidine
other names
  • (1 R * , 2 S * ) -2- (methylamino) -1-phenylcyclohex-3-en-1-carboxylic acid ethyl ester
  • (±) - (1 R * , 2 S * ) -2- (methylamino) -1-phenylcyclohex-3-en-1-carboxylic acid ethyl ester
  • rac -Ethyl [(1 R , 2 S ) - rel -2-methylamino-1-phenylcyclohex-3-en-1-carboxylate]
Molecular formula
External identifiers / databases
CAS number
  • 37815-44-4 (1 S , 2 R ) -Nortilidine
  • 38677-94-0 (1 R , 2 S ) -Nortilidine
  • 34596-11-7 (1 R , 2 S ) -Nortilidine hydrochloride
PubChem 216866
Wikidata Q12746349
properties
Molar mass 259.34 g · mol -1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nortilidine a pharmacologically active metabolite (as metabolite ) of the drug tilidine . The substance from the group of opioids is produced in the liver by demethylation from tilidine. Nortilidine has the main effect of the administered tilidine, as this has little effect as a prodrug . Nortilidine continues to be gradually metabolized in the liver to the analgesically inactive bisnortilidine .

effect

Nortilidine is a µ-receptor agonist and, like most opioids, has a strong analgesic and sedative effect . Its analgesic potency is about 100 times higher than that of the prodrug tilidine, and its maximum effectiveness is comparable to that of morphine . Common adverse effects are drowsiness, nausea, and increased sweating.

use

Nortilidine is not used directly as a drug, but is produced by administering tilidine.

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ E. Mutschler, G. Geisslinger, HK Kroemer, S. Menzel, P. Ruth: Mutschler drug effects. Pharmacology - Clinical Pharmacology - Toxicology. 10th edition. Wissenschaftliche Verlagsgesellschaft mbH, Stuttgart 2012, ISBN 3-80-472898-7 ; P. 225.
  3. ↑ a b c Technical information Valoron N, as of February 2013.
  4. ↑ C. Thierry, J.-M. Boeynaems, M. Paolo: Actions of tilidine and nortilidine on cloned opioid receptors (PDF; 2.0 MB). Eur. J. Pharmacol. 506 (2005), pp. 205-208.