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Chemical Compound Review:

Rodol 42 2-amino-4-nitro-phenol

Synonyms: PubChem14489, CCRIS 890, ursol 4gl, SureCN22943, CHEMBL316992, ...

Politi, L. et al., Luque-Almagro, V.M. et al., Robert, T.A. et al., Hanstein, W.G. et al., Chen, F. et al., et al.

Politi, Vignali, Polettini,

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Disease relevance of p-Nitro-o-aminophenol

The phototrophic, nitrate-photoassimilating bacterium Rhodobacter capsulatus E1F1 cometabolizes 2,4-dinitrophenol (DNP) by photoreducing it to 2-amino-4-nitrophenol under anaerobic conditions [1].

High impact information on p-Nitro-o-aminophenol

Radioactive 2-azido-4-nitrophenol with a specific radioactivity up to 21 mCi/mmol was synthesized from 2-amino-4-nitrophenol by diazotization and azide coupling [2].
Of the two monoamine metabolites, 2-amino-4-nitrophenol was present in the greater amount and had an elimination half-life of 46 h from plasma while that of 4-amino-2-nitrophenol was 26 h [3].
A liquid chromatography-tandem mass spectrometry (LC-MS-MS) analysis of biological fluids (blood, urine, gastric content, and bile) collected at autopsy in a case of suspected 2,4-dinitrophenol (DNP) fatal poisoning allowed the determination of DNP and its known metabolites (2-amino-4-nitrophenol and nitro-4-aminophenol) [4].
When the p53 tumor suppressor gene was used, 4-nitro-2-aminophenol caused Cu(II)-dependent piperidine-labile sites at poly G sequences [5].
Percutaneous absorption of 2-amino-4-nitrophenol in the rat [6].

References

Interactions between nitrate assimilation and 2,4-dinitrophenol cometabolism in Rhodobacter capsulatus E1F1. Luque-Almagro, V.M., Blasco, R., Sáez, L.P., Roldán, M.D., Moreno-Vivián, C., Castillo, F., Martínez-Luque, M. Curr. Microbiol. (2006) [Pubmed]
Radiochemical synthesis and photochemical properties of the uncoupler 2-azido-4-nitrophenol, a versatile photoaffinity labeling reagent. Hanstein, W.G., Hatefi, Y., Kiefer, H. Biochemistry (1979) [Pubmed]
Plasma levels and kinetic disposition of 2,4-dinitrophenol and its metabolites 2-amino-4-nitrophenol and 4-amino-2-nitrophenol in the mouse. Robert, T.A., Hagardorn, A.N. J. Chromatogr. (1985) [Pubmed]
LC-MS-MS analysis of 2,4-dinitrophenol and its phase I and II metabolites in a case of fatal poisoning. Politi, L., Vignali, C., Polettini, A. Journal of analytical toxicology (2007) [Pubmed]
Metal-mediated oxidative DNA damage induced by nitro-2-aminophenols. Chen, F., Oikawa, S., Hiraku, Y., Murata, M., Yamashita, N., Kawanishi, S. Cancer Lett. (1998) [Pubmed]
Percutaneous absorption of 2-amino-4-nitrophenol in the rat. Hofer, H., Schwach, G.W., Fenzl, C. Food Chem. Toxicol. (1982) [Pubmed]

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