Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

Editor

Personal info

View

About

Terms

Javascript disabled

Please enable Javascript support in your browser to use this application.

Instructions on how to enable JavaScript on different browsers can be found here: http://www.google.com/support/bin/answer.py?answer=23852.

[edit this page]

Chemical Compound Review:

Ethanox 701 2,6-ditert-butylphenol

Synonyms: Isonox 103, Ethyl 701, CHEMBL281071, ACMC-1BU9F, CCRIS 5828, ...

Rahimtula, A.D. et al., Tait, A. et al., Unangst, P.C. et al., Unangst, P.C. et al., Weisman, S.M. et al., et al.

Yagami, Ueda, Hata, Kuroda, Itoh, Sakaguchi, Okamura, Sakaeda, Fujimoto, Ruiz, Pérez, Pouplana, Yagami, Ueda, Asakura, Sakaeda, Kuroda, Hata, Kambayashi, Fujimoto,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of AN 701

The influence of 11 newly synthesized 2,6-bis(1,1-dimethylethyl)phenol derivatives substituted in the 4 position as measured on the carrageenan paw edema assay in Sprague-Dawley rats, was studied using indomethacin as a reference drug [1].

High impact information on AN 701

Various 1,2-isothiazolidine-1,1-dioxide (gamma-sultam) derivatives containing an antioxidant moiety, 2,6-di-tert-butylphenol substituent, were prepared [2].
A variety of benzylideneoxazoles, -thiazoles, and -imidazoles derived from 2,6-di-tert-butylphenol were prepared and evaluated as dual inhibitors of 5-lipoxygenase and cyclooxygenase in rat basophilic leukemia (RBL-1) cells [3].
A series of 1,2,4-oxadiazoles and 1,2,4-thiadiazoles containing a 2,6-di-tert-butylphenol substituent were prepared and evaluated as dual inhibitors of 5-lipoxygenase and cyclooxygenase in rat basophilic leukemia (RBL-1) cells [4].
S-2474 is a novel nonsteroidal anti-inflammatory drug (NSAID), which inhibits COX-2 and contains the di-tert-butylphenol antioxidant moiety [5].
3. S-2474 is a novel NSAID, which inhibits cyclo-oxygenase-2 (COX-2) and contains the di-tert-butylphenol antioxidant moiety [6].

Biological context of AN 701

QSAR study of dual cyclooxygenase and 5-lipoxygenase inhibitors 2,6-di-tert-butylphenol derivatives [7].

Anatomical context of AN 701

(1) Generally it was found that cytochrome P450 levels were depressed, only 2,6-di-t-butylphenol caused a 2-fold induction (2) Mono-oxygenase activities were significantly altered; BHA and 2,6-di-t-butylphenol caused microsomes to show substantial increases in aniline hydroxylase and peroxidase activities [8].

Associations of AN 701 with other chemical compounds

(3) Detoxication enzymes glutathione S-transferases and epoxide hydratase were readily induced, the order of effectiveness being: BHA approximately 2,6-di-t-butylphenol greater than 4-methoxyphenol greater than 2-t-butylphenol approximately t-butylhydroquinone (4-methylmercaptophenol failed to induce) [8].
Tebufelone is a novel nonsteroidal anti-inflammatory drug (NSAID), of the di-tert-butylphenol (DTBP) class, which displays potent anti-inflammatory, analgesic and anti-pyretic properties in a variety of animal models [9].
Probucol [(4,4'-(-(isopropylidenedithio) bis (2,6-di-t-butylphenol)], a hypolipidemic drug, was evaluated for its effects on the clastogenic activity of ADM in Swiss albino mice [10].

Gene context of AN 701

Synthesis and biological evaluation of 2,6-di-tert-butylphenol hydrazones as 5-lipoxygenase inhibitors [11].

Analytical, diagnostic and therapeutic context of AN 701

R-830, a di-tert-butylphenol, has been shown to be anti-inflammatory in a number of animal models [12].

References

Synthesis and antiinflammatory activity of 2,6-bis(1,1-dimethylethyl)phenol derivatives. Tait, A., Parenti, C., Zanoli, P., Veneri, C., Truzzi, C., Brandoli, C., Baraldi, M., di Bella, M. Farmaco (1993) [Pubmed]
Novel antiarthritic agents with 1,2-isothiazolidine-1,1-dioxide (gamma-sultam) skeleton: cytokine suppressive dual inhibitors of cyclooxygenase-2 and 5-lipoxygenase. Inagaki, M., Tsuri, T., Jyoyama, H., Ono, T., Yamada, K., Kobayashi, M., Hori, Y., Arimura, A., Yasui, K., Ohno, K., Kakudo, S., Koizumi, K., Suzuki, R., Kawai, S., Kato, M., Matsumoto, S. J. Med. Chem. (2000) [Pubmed]
Synthesis and biological evaluation of 5-[[3,5-bis(1,1-dimethylethyl)- 4-hydroxyphenyl]methylene]oxazoles, -thiazoles, and -imidazoles: novel dual 5-lipoxygenase and cyclooxygenase inhibitors with antiinflammatory activity. Unangst, P.C., Connor, D.T., Cetenko, W.A., Sorenson, R.J., Kostlan, C.R., Sircar, J.C., Wright, C.D., Schrier, D.J., Dyer, R.D. J. Med. Chem. (1994) [Pubmed]
Novel 1,2,4-oxadiazoles and 1,2,4-thiadiazoles as dual 5-lipoxygenase and cyclooxygenase inhibitors. Unangst, P.C., Shrum, G.P., Connor, D.T., Dyer, R.D., Schrier, D.J. J. Med. Chem. (1992) [Pubmed]
S-2474, a novel nonsteroidal anti-inflammatory drug, rescues cortical neurons from human group IIA secretory phospholipase A(2)-induced apoptosis. Yagami, T., Ueda, K., Hata, S., Kuroda, T., Itoh, N., Sakaguchi, G., Okamura, N., Sakaeda, T., Fujimoto, M. Neuropharmacology (2005) [Pubmed]
Effects of S-2474, a novel nonsteroidal anti-inflammatory drug, on amyloid beta protein-induced neuronal cell death. Yagami, T., Ueda, K., Asakura, K., Sakaeda, T., Kuroda, T., Hata, S., Kambayashi, Y., Fujimoto, M. Br. J. Pharmacol. (2001) [Pubmed]
QSAR study of dual cyclooxygenase and 5-lipoxygenase inhibitors 2,6-di-tert-butylphenol derivatives. Ruiz, J., Pérez, C., Pouplana, R. Bioorg. Med. Chem. (2003) [Pubmed]
Effects of dietary and in vitro 2(3)-t-butyl-4-hydroxy-anisole and other phenols on hepatic enzyme activities in mice. Rahimtula, A.D., Jernström, B., Dock, L., Moldeus, P. Br. J. Cancer (1982) [Pubmed]
Effects of tebufelone (NE-11740), a new anti-inflammatory drug, on arachidonic acid metabolism. Weisman, S.M., Doyle, M.J., Wehmeyer, K.R., Hynd, B.A., Eichhold, T.H., Clear, R.M., Coggeshall, C.W., Kuhlenbeck, D.L. Agents Actions (1994) [Pubmed]
Effect of probucol on the cytological and biochemical changes induced by adriamycin in Swiss albino mice. al-Gharably, N.M. Res. Commun. Mol. Pathol. Pharmacol. (1996) [Pubmed]
Synthesis and biological evaluation of 2,6-di-tert-butylphenol hydrazones as 5-lipoxygenase inhibitors. Cuadro, A.M., Valenciano, J., Vaquero, J.J., Alvarez-Builla, J., Sunkel, C., de Casa-Juana, M.F., Ortega, M.P. Bioorg. Med. Chem. (1998) [Pubmed]
2,6-Di-tert-butyl-4-(2'-thenoyl)phenol(R-830): a novel nonsteroidal anti-inflammatory agent with antioxidant properties. Moore, G.G., Swingle, K.F. Agents Actions (1982) [Pubmed]

Contributions to this collaborative article are from individual authors of WikiGenes or mined by the WikiGenes Data Mining Engine from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.About WikiGenes Open Access Licence Privacy Policy Terms of Use apsburg

The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.