cas 76231-76-0, ALPHA+BETA-THUJONE | Articles data ｜lookchem

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76231-76-0

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A six-step total synthesis of α-thujone and: D 6-α-thujone, enabling facile access to isotopically labelled metabolites
The short synthesis of α-thujone relies on the functionalization of the readily available dimethylfulvene. Furthermore, the three main metabolites of the natural product were also synthesized. Since d6-acetone can be used as a starting material, the route developed allows for the facile incorporation of isotopic labels which are required for detecting and quantifying trace amounts via GC/MS analysis.
Thamm, Irene,Richers, Johannes,Rychlik, Michael,Tiefenbacher, Konrad
p. 11701 - 11703
(2016/10/04)

(-) 3 Isothujone, a small nonnitrogenous molecule with antinociceptive activity in mice
(-) 3 isothujone and (+) 3 thujone were examined for antinociceptive activity using the hot plate and Nilsen tests. In the hot plate test (-) 3 isothujone (ED50 = 6.5 mg/kg) was found to be codeine like and equipotent with (-) Δ9 tetrahydrocannabinol while the racemic material was essentially half as potent as the levorotatory isomer. (+) 3 Thyjone was inactive in both antinociceptive tests as were several structural analogues of the 3 thujones. As with the THC's less antinociceptive activity was observed in the Nilsen test than in the hot plate assay. Acute toxicities for the 3 thujones were determined and vastly improved synthetic procedures have been developed for two long known but difficultly accessible 3 thujanols.
Rice,Wilson
p. 1054 - 1057
(2007/10/13)

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Chemical Properties

Boiling Point: 84-86 °C/17 mmHg(lit.)
Flash Point:64 °C
Density: 0.925 g/mL at 25 °C(lit.)
Solubility:Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly), Methanol (Sl
Storage Temp.:2-8°C
Vapor Pressure: 0.323mmHg at 25°C
Refractive Index: n20/D 1.455(lit.)
PSA: 17.07000
LogP: 2.25760

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