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Nortilidine structure.png
Systematic (IUPAC) name
ethyl (1R,2S)-2-(methylamino)-1-phenylcyclohex-3-ene-1-carboxylate
CAS Registry Number 38677-94-0
ChEBI CHEBI:77839 YesY
Chemical data
Formula C16H21NO2
Molecular mass 259.3434 g/mol

Nortilidine[1] is the major active metabolite of tilidine. It is formed from tilidine by demethylation in the liver. The racemate has opioid analgesic effects roughly equivalent in potency to that of morphine[2] but virtually all of the opioid activity resides in the (1S,2R) isomer.[3] The (1R,2S) isomer has NMDA antagonist activity. The drug also acts as a dopamine reuptake inhibitor.[4]

See also[edit]


  1. ^ US Patent 3792080 - Process for Substituted Cyclohexenes its Products
  2. ^ J Clin Pharmacol. 2002 Nov ;42 (11):1257-61 - Sequential first-pass metabolism of nortilidine: the active metabolite of the synthetic opioid drug tilidine
  3. ^ Opiates: George R. Lenz page 439, Table 9-30 (78)
  4. ^ Schifano, Fabrizio; Orsolini, Laura; Duccio Papanti, G.; Corkery, John M. (2015). "Novel psychoactive substances of interest for psychiatry". World Psychiatry 14 (1): 15–26. doi:10.1002/wps.20174. ISSN 1723-8617.