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HomeProduct name listTHEBAINE

THEBAINE

  • CAS NO.:115-37-7
  • Empirical Formula: C19H21NO3
  • Molecular Weight: 311.37
  • MDL number: MFCD00027409
  • EINECS: 204-084-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 09:03:05
THEBAINE Structural

What is THEBAINE?

Description

The naturally occurring opiate alkaloid thebaine is present in high concentrations in poppy straw; lower concentrations of the co deine alkaloid are present.

Description

Thebaine (Item No. 14043) is an analytical reference material categorized as a precursor in the synthesis of morphine (Item Nos. ISO60147 | 15464) and codeine (Item Nos. ISO60140 | 15459). Thebaine is a potential impurity in the illicit synthesis of heroin (Item Nos. ISO60187 | 9001543 | 9003076). Thebaine is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Chemical properties

Tan Solid

The Uses of THEBAINE

Thebaine is present in opium at 0.3–1.5%.It is extracted from opium or from latex ofthe plant Papaver bracteatum, in which it ispresent at up to 26%. It is used to producecodeine.

The Uses of THEBAINE

Controllled substance (opiate).

The Uses of THEBAINE

Thebaine is used in the manufacture of other opiate pharmaceuticals, such as bupren and morphine, and caused contact dermatitis in a laboratory worker at an opiate-manufacturing pharmaceutical company, who was also sensitive to co deine.

Definition

ChEBI: Thebaine is a morphinane alkaloid and an organic heteropentacyclic compound. It is a conjugate base of a thebaine(1+).

Hazard

Toxic by ingestion, may induce addiction.

Health Hazard

Although thebaine has a morphine- orcodeine-like structure, its pharmacologyaction is somewhat different. It is a convulsantpoison like strychnine, rather thana narcotic. High doses can cause ataxia andconvulsion
LD50 value, intraperitoneal (mice): 42 mg/kg
Thebaine is a habit-forming compound. Itis a controlled substance (opiate) listed underU.S. Code of Federal Regulations (Title 21Part 1308.12, 1985).

Contact allergens

The naturally occurring opiate alkaloid thebaine is present in concentrated poppy straw, and in small concentrations in codeine alkaloid. It is used in the manufacture of other opiate pharmaceuticals, such as buprenorphine and morphine, and caused contact dermatitis in a laboratory worker at an opiates manufacturing pharmaceutical company, also sensitive to codeine.

Purification Methods

Crystallise Thebaine from Et2O or EtOH. Sublime it at 170-180o. The hydrochloride decomposes >182o (from MeOH/Et2O). [Beilstein 27 II 177, 27 III/IV 2271.] It is a NARCOTIC.

References

Pelletier, Thiboumery., Annalen, 16,38 (1835)
Kane., ibid, 19, 9 (1836)
Anderson., ibid, 86, 184 (1853)
Howerd., Ber., 17,527 (1884)
Pschorr, Zeidler., ibid, 27,2961 (1894)
Freund, Michaels, Gobel., ibid, 30, 1357 (1897)
Knorr., ibid, 36, 3074 (1903)
Freund, Holthof., ibid, 37, 2780 (1904)
Pschorr, Pfaff, Herrschmann., ibid, 38, 3163 (1905)
Reichard., Pharm. Zeit., 47,623 (1906)
Hildebrandt., Arch. expo Path. Pharm., 65,54 (1911)
Kruger, Eddy, Sumwalt., Suppl. No. 165, Public Health Reports, Washington (1943)
Flieschhacker, Pasal, Vieboeck., Monatsh., 99, 300 (1968)
Eppenberger, Warren, Repoport., Helv. Chim. Acta, 51,381 (1968)

Properties of THEBAINE

Melting point: 183-186°C (dec.)
Boiling point: 451.42°C (rough estimate)
alpha  D15 -219° (p = 2 in alc); D23 -230° (p = 5 in chloroform)
Density  1.3050
refractive index  1.5000 (estimate)
storage temp.  Controlled Substance, -20°C Freezer
solubility  H2O: 2.2 mg/mL, slightly soluble
form  powder
pka 6.05(at 15℃)
Water Solubility  <10mg/L(room temperature)
EPA Substance Registry System Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-,(5.alpha.)- (115-37-7)

Safety information for THEBAINE

Computed Descriptors for THEBAINE

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