???;????,6,7,8,14-????????-4,5-??-???-3,6-?????-17-??-
|
|
???;????,6,7,8,14-????????-4,5-??-???-3,6-?????-17-??- ??
- ???
- 183-186°C (dec.)
- ??
- D15 -219° (p = 2 in alc); D23 -230° (p = 5 in chloroform)
- ?? ?
- 451.42°C (rough estimate)
- ??
- 1.3050
- ???
- 1.5000 (estimate)
- ?? ??
- Controlled Substance, -20°C Freezer
- ???
- H2O: 2.2 mg/mL, ?? ???
- ?? ?? (pKa)
- 6.05(at 15℃)
- ??? ??
- ??
- ???
- <10mg/L(??)
??
- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
??? ?? | T+ | ||
---|---|---|---|
?? ???? ?? | 26/27/28 | ||
????? | 22-36/37/39-45 | ||
????(UN No.) | UN 1544 6.1/PG 2 | ||
WGK ?? | 3 | ||
RTECS ?? | QD2975000 | ||
?? ?? | 6.1(b) | ||
???? | III |
???;????,6,7,8,14-????????-4,5-??-???-3,6-?????-17-??- C??? ??, ??, ??
??
The naturally occurring opiate alkaloid thebaine is present in high concentrations in poppy straw; lower concentrations of the co deine alkaloid are present.??? ??
Tan Solid??
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.???
Toxic by ingestion, may induce addiction.????
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 andconvulsionLD50 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).
?? ?? ??
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.?? ??
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)
???;????,6,7,8,14-????????-4,5-??-???-3,6-?????-17-??- ?? ?? ? ???
???
???
Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-5-(trimethylsilyl)-, (5β)-
Morphinan, 7,8-didehydro-4,5-epoxy-3,6,6-trimethoxy-17-methyl-, (5α)-
(5alpha)-6,7-didehydro-4,5-epoxy-3,6-dimethoxy-17-methylmorphinan
??????
6-O-METHYLCODEINE
?? ??? ??
???
?? ??
???;????,6,7,8,14-????????-4,5-??-???-3,6-?????-17-??- ?? ??:
???-?????? 2-(2-???????)??
3-ISOPROPYLCATECHOL
1,5-HEXADIEN-3-OL
2-(1,1-DIMETHYLPROPYL)PHENOL
4-Piperidineethanol
3-METHOXYPHENETHYL ALCOHOL
(R)-4-AMINO-2-METHYL-1-BUTANOL
1-METHOXY-1,3-BUTADIENE
(R)-(-)-1-Methyl-3-phenylpropylamine
3-ISOPROPYLPHENOL
THEBAINE
4,4-dimethylpiperidine
Drotebanol
THEBAINONE
ISOTHEBAINE
OPIUM
3-(3-METHOXY-PHENYL)-PROPYLAMINE