Thebaine
Thebaine | |
---|---|
File:Thebaine skeletal.svg | |
6,7,8,14-tetradehydro-4,5a-epoxy- 3,6-dimethoxy-17-methylmorphinan | |
Other names Paramorphine | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 115-37-7 |
PubChem | 5321926 |
ChemSpider | 4479543 |
KEGG | C06173 |
MeSH | Thebaine |
ChEBI | 9519 |
SMILES | Script error: No such module "collapsible list". |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C19H21NO3 |
Molar mass | 311.37 g mol−1 |
style="background: #F8EABA; text-align: center;" colspan="2" | Pharmacology | |
Metabolism | O-demethylation [1] |
Legal status | |
(what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Thebaine (paramorphine) is an opiate alkaloid. A minor constituent of opium, thebaine is chemically similar to both morphine and codeine, but has stimulatory rather than depressant effects, causing convulsions similar to strychnine poisoning at higher doses.[3] Thebaine is not used therapeutically, but can be converted industrially into a variety of compounds including oxycodone, oxymorphone, nalbuphine, naloxone, naltrexone, buprenorphine and etorphine.
It is controlled under international law, is listed as a Class A drug under the Misuse of Drugs Act 1971 in the United Kingdom and is controlled as a Schedule II of the Controlled Substances Act in the United States of America.
References
- ↑ Mikus G, Somogyi AA, Bochner F, Eichelbaum M. "Thebaine O-demethylation to oripavine: genetic differences between two rat strains." Xenobiotica. 1991 Nov; 21(11):1501-9. PMID 1763524
- ↑ WHO Advisory Group. "The dependence potential of thebaine." Bulletin on Narcotics. 1980; 32(1):45–54. Accessed October 5, 2007. PMID 6778542
- ↑ Aceto MD, Harris LS, Abood ME, Rice KC. "Stereoselective mu- and delta-opioid receptor-related antinociception and binding with (+)-thebaine." European Journal of Pharmacology. 1999 Jan 22;365(2-3):143-7. PMID 9988096
de:Thebain es:Tebaína fa:تبائین fr:Thébaïne it:Tebaina hu:Tebain nl:Thebaïne ja:テバイン no:Tebain pl:Tebaina pt:Tebaína ro:Tebaină ru:Тебаин fi:Tebaiini sv:Tebain th:ทีบาอีน tr:Tebain ur:Thebaine zh:蒂巴因