THEBAINE
- CAS No.
- 115-37-7
- Chemical Name:
- THEBAINE
- Synonyms
- Tebain;C06173;Thebain;THEBAINE;Thenaine;p-Morphine;(-)-thebain;PARAMORPHINE;thebaine (90%);Thebaine (CRM)
- CBNumber:
- CB4404547
- Molecular Formula:
- C19H21NO3
- Molecular Weight:
- 311.37
- MOL File:
- 115-37-7.mol
- Modify Date:
- 2023/6/8 9:03:05
| Melting point | 183-186°C (dec.) |
|---|---|
| alpha | D15 -219° (p = 2 in alc); D23 -230° (p = 5 in chloroform) |
| Boiling point | 451.42°C (rough estimate) |
| Density | 1.3050 |
| refractive index | 1.5000 (estimate) |
| storage temp. | Controlled Substance, -20°C Freezer |
| solubility | H2O: 2.2 mg/mL, slightly soluble |
| pka | 6.05(at 15℃) |
| form | powder |
| 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
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301 | |||||||||
| Precautionary statements | P264-P270-P301+P310-P321-P330-P405-P501 | |||||||||
| Hazard Codes | T+ | |||||||||
| Risk Statements | 26/27/28 | |||||||||
| Safety Statements | 22-36/37/39-45 | |||||||||
| RIDADR | UN 1544 6.1/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | QD2975000 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| NFPA 704 |
|
THEBAINE Chemical Properties,Uses,Production
Description
The naturally occurring opiate alkaloid thebaine is present in high concentrations in poppy straw; lower concentrations of the co deine alkaloid are present.
Chemical Properties
Tan Solid
Uses
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.
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)
THEBAINE Preparation Products And Raw materials
Raw materials
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