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Chemical Compound Review:

CHEMBL281976 4-methyl-2-tert-butyl-phenol

Synonyms: CCRIS 4045, B97208_ALDRICH, AG-C-92098, AG-E-71130, ACMC-209g8w, ...

Hirose, M. et al., Inagaki, M. et al., Beckmann, P.A. et al., Puntarulo, S. et al., Malkinson, A.M. et al.

Inagaki, Matsumoto, Tsuri,

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Disease relevance of NSC60301

2-tert-Butyl-4-methylphenol inhibited, not enhanced, adenoma formation [1].

High impact information on NSC60301

Starting 1 week later they were fed a diet containing low doses of known forestomach promoters/carcinogens (0.5% caffeic acid, 0.2% catechol, 0.5% butylated hydroxyanisole, or 0.25% 2-tert-butyl-4-methylphenol), alone or in combination, or basal diet without antioxidant supplement for 35 weeks [2].
We have developed a very short synthesis of tert-butyl-hydroxylated di-tert-butyl-4-hydroxybenzaldehyde in which the HBr-DMSO system is used as an effective oxidant (overall yield of 45% for the entire four-step process from 2-tert-butyl-p-cresol) [3].
The antioxidants 2-tert-butyl-4-methylphenol, propylgallate, and alpha-tocopherol-protected catalase against inactivation by 84, 88, and 39%, respectively [4].
We report x-ray diffractometry in a single crystal of 2-t-butyl-4-methylphenol (TMP) and low-frequency solid state nuclear magnetic resonance (NMR) proton relaxometry in a polycrystalline sample of TMP [5].

References

Pharmacologic and genetic studies on the modulatory effects of butylated hydroxytoluene on mouse lung adenoma formation. Malkinson, A.M., Beer, D.S. J. Natl. Cancer Inst. (1984) [Pubmed]
Effects of phenolic antioxidants in low dose combination on forestomach carcinogenesis in rats pretreated with N-methyl-N'-nitro-N-nitrosoguanidine. Hirose, M., Mutai, M., Takahashi, S., Yamada, M., Fukushima, S., Ito, N. Cancer Res. (1991) [Pubmed]
Short synthesis of tert-butyl-hydroxylated 3,5-di-tert-butyl-4-hydroxybenzaldehyde: Synthesis of tert-butyl-hydroxylated S-2474. Inagaki, M., Matsumoto, S., Tsuri, T. J. Org. Chem. (2003) [Pubmed]
Interaction of 1-hydroxyethyl radical with antioxidant enzymes. Puntarulo, S., Stoyanovsky, D.A., Cederbaum, A.I. Arch. Biochem. Biophys. (1999) [Pubmed]
The relationship between crystal structure and methyl and t-butyl group dynamics in van der Waals organic solids. Beckmann, P.A., Paty, C., Allocco, E., Herd, M., Kuranz, C., Rheingold, A.L. The Journal of chemical physics. (2004) [Pubmed]

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