Thebaine
SIGMA/T2019 - powder
Synonym: Paramorphine
CAS Number: 115-37-7
Empirical Formula (Hill Notation): C19H21NO3
Molecular Weight: 311.37
EC Number: 204-084-1
MDL Number: MFCD00027409
Linear Formula: C19H21NO3
Product Type: Chemical
drug control | USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal) |
form | powder |
InChI | 1S/C19H21NO3/c1-20-9-8-19 |
InChI key | FQXXSQDCDRQNQE-VMDGZTHMSA |
Quality Level | 200 ![]() |
SMILES string | [H][C@@]12Oc3c(OC)ccc4C[C |
solubility | alcohol: soluble 1 in 10 of alcohol |
benzene: soluble 1 in 18 in benzene | |
chloroform: soluble 50 mg/ml, clear, yellow | |
diethyl ether: soluble 1 in 135 of ether | |
H2O: insoluble |
Application: | Thebaine has been used for the synthesis of neopinone/codeinone ring systems. Thebaine has also been used as a 1 mg/ml standard in methanol for urine thebaine analysis in individuals who had consumed poppy seeds. |
Biochem/physiol Actions: | The (-)-isomer of thebaine is the naturally-occurring constituent of opium that is a precursor of morphine. It has poor antinociceptive activity and induces convulsions. It binds to μ and δ opioid receptors in vitro. |
Physical form: | Alkaloid powder |
Preparation Note: | Thebaine dissolves in chloroform at 50 mg/ml to yield a clear, yellow solution. It soluble in alcohol, ether, and benzene at 1:10, 1: 135, and 1:18 parts respectively. However, thebaine does not dissolve in water. |
Symbol | ![]() |
Signal word | Danger |
Hazard statements | H301 - H336 |
Precautionary statements | P301 + P310 + P330 |
Hazard Codes | T+ |
Risk Statements | 26/27/28 |
Safety Statements | 22-36/37/39-45 |
RIDADR | UN 1544PSN1 6.1 / PGIII |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
UNSPSC | 12352200 |