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重要文件

T2019

Sigma-Aldrich

蒂巴因

powder

同義詞:

Paramorphine

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About This Item

經驗公式(希爾表示法):
C19H21NO3
CAS號碼:
分子量::
311.37
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77
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形狀

powder

品質等級

藥物控制

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)

溶解度

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 字串

[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 密鑰

FQXXSQDCDRQNQE-VMDGZTHMSA-N

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應用

Thebaine has been used for the synthesis of neopinone/codeinone ring systems[1]. Thebaine has also been used as a 1 mg/ml standard in methanol for urine thebaine analysis in individuals who had consumed poppy seeds[2].

生化/生理作用

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.

外觀

Alkaloid powder

準備報告

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.

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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G Cassella et al.
Journal of analytical toxicology, 21(5), 376-383 (1997-09-01)
The consumption of poppy seeds in various foods may lead to a positive opiate result in urine subjected to testing for drugs of abuse. As a natural constituent of poppy seeds, thebaine was investigated as a possible marker for poppy
Gaik B Kok et al.
Organic & biomolecular chemistry, 9(4), 1008-1011 (2010-12-28)
Further investigations into the direct synthesis of N-nororipavine from oripavine using iron powder under non-classical Polonovski conditions have been conducted. The stoichiometry, solvents and iron oxidation rates were found to have a dramatic effect on the rate of N-demethylation as
Xucong Lin et al.
Journal of separation science, 30(17), 3011-3017 (2007-10-27)
A method for the separation and determination of five major opium alkaloids (narcotine, papaverine, thebaine, codeine, and morphine) in pericarpium papaveris by pressurized CEC (pCEC) with monolithic column has been developed. Under the optimum condition, linear calibration ranges of narcotine
Gilbert Stork et al.
Journal of the American Chemical Society, 131(32), 11402-11406 (2009-07-25)
Total syntheses of the morphine alkaloids are described that use a direct stereoselective formation of the phenanthrofuran system via an intramolecular 4 + 2 cycloaddition of a diene tethered to the 4-position of a 7-methoxybenzofuran-3-carboxylic acid ester.
Morphine support studies. 2. Formation of the neopinone/codeinone ring system via intramolecular 1, 6-addition of an amino moiety to a dienyl ketone.
Toth, J. E., and Fuchs, P. L.
The Journal of Organic Chemistry, 51(13), 2594-2596 (1986)

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