Nortilidine
 | |
| Systematic (IUPAC) name | |
|---|---|
|
ethyl (1R,2S)-2-(methylamino)-1-phenylcyclohex-3-ene-1-carboxylate | |
| Identifiers | |
| CAS Number | 38677-94-0 |
| ChEBI |
CHEBI:77839  |
| ChEMBL | CHEMBL1614654 |
| Chemical data | |
| Formula | C16H21NO2 |
| Molar 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] The reversed-ester of tilidine is also known[5] which has almost identical properties to nortilidine.[6]
See also
References
- ↑ US Patent 3792080 - Process for Substituted Cyclohexenes its Products
- ↑ J Clin Pharmacol. 2002 Nov ;42 (11):1257-61 - Sequential first-pass metabolism of nortilidine: the active metabolite of the synthetic opioid drug tilidine
- ↑ Opiates: George R. Lenz page 439, Table 9-30 (78)
- ↑ 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.
- ↑ US Patent 4291059 - Cycloaromatic compounds, analgesic Properties thereof and Method of use thereof as analgesic
- ↑ Personal Communication with Derek P. Reynolds
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| ||||||||||||||||||||||||||||||||||||||
This article is issued from Wikipedia - version of the Sunday, March 06, 2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.