- Thebaine
chembox
ImageFile = Thebaine skeletal.svg
IUPACName = 6,7,8,14-tetradehydro-4,5a-epoxy- 3,6-dimethoxy-17-methylmorphinan
OtherNames = Paramorphine
Section1 = Chembox Identifiers
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CASNo = 115-37-7
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PubChem = 5321926
SMILES = CN1CCC23C4C(=CC=C2C1CC5 =C3C(=C(C=C5)OC)O4)OC
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MeSHName = Thebaine
ChEBI = 9519
KEGG = C06173
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Section2 = Chembox Properties
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C =19 | H =21 | N =1 | O =3
MolarMass = 311.37 g/mol
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Section3 = Chembox Pharmacology
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Metabolism = "O"-demethylation 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]
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Legal_US = Schedule II
Legal_UK = Class A
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Dependency_liability = Low WHO Advisory Group. [http://www.unodc.org/unodc/en/bulletin/bulletin_1980-01-01_1_page006.html "The dependence potential of thebaine."] "Bulletin on Narcotics". 1980; 32(1):45–54. AccessedOctober 5 ,2007 . PMID 6778542] Thebaine (paramorphine) is anopiate alkaloid . A minor constituent ofopium , thebaine is chemically similar to bothmorphine andcodeine , but has stimulatory rather than depressant effects, causingstrychnine -like convulsions at higher doses.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] Thebaine is not used therapeutically, but can be converted industrially into a variety of compounds includingoxycodone ,oxymorphone ,nalbuphine ,naloxone ,naltrexone ,buprenorphine andetorphine .It is controlled under international law, is listed as a Class A drug under the
Misuse of Drugs Act 1971 in theUnited Kingdom and is controlled as a Schedule II of theControlled Substances Act in America.References
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