T2019

Thebaine

powder

• Synonym(s): Paramorphine
• Empirical Formula (Hill Notation): C₁₉H₂₁NO₃
• CAS Number: 115-37-7
• Molecular Weight: 311.37
• EC Number: 204-084-1
• MDL number: MFCD00027409
• UNSPSC Code: 12352200
• PubChem Substance ID: 24900006
• NACRES: NA.77

Properties

• form: powder
• 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)
• 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
• SMILES string: [H][C@@]12Oc3c(OC)ccc4C[C@H]5N(C)CC[C@]1(C5=CC=C2OC)c34
• InChI: 1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+/m1/s1
• InChI key: FQXXSQDCDRQNQE-VMDGZTHMSA-N

Description

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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves