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Chemical Compound Review:

CCRIS 5190 4-methyl-3,5-dinitro-aniline

Synonyms: AG-E-41858, CPD-10455, NSC-25010, NSC-55353, QC-3956, ...

Kurumata, M. et al., Johnson, L.R. et al., Upson, R.T. et al., Johnson, L.R. et al., Scheibner, K. et al., et al.

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Disease relevance of NSC 25010

Coexposure of 2,4,6-trinitrotoluene (TNT), 2-amino-4,6-dinitrotoluene (2A), or 4-amino-2,6-dinitrotoluene (4A) to near-ultraviolet (nuv) light (lambda max-354 nm) significantly enhanced their toxicity toward Photobacterium phosphoreum (Microtox bioassay) during 30 min but not 15 min [1].

High impact information on NSC 25010

This project quantifies the ability of seven engineered organoclays to sorb TNT and two of its reduction products: 2-amino-4,6-dinitrotoluene (2-A-4,6-DNT) and 4-amino-2,6-dinitrotoluene (4-A-2,6-DNT) [2].
Analytical monitoring of trinitrotoluene metabolites in urine by GC-MS. Part I. Semiquantitative determination of 4-amino-2,6-dinitrotoluene in human urine [3].
The planarian Dugesia dorotocephala, but not Daphnia magna, metabolized TNT (1 mg/liter) to 4-amino-2,6-dinitrotoluene (4A; 0.4 mg/liter) and 2-amino-4,6-dinitrotoluene (2A; 0.2 mg/liter) [4].
In a cell-free system, 2-amino-4,6-dinitrotoluene, 4-amino-2,6-dinitrotoluene and 2,6-diamino-4-nitrotoluene were degraded without formation of identifiable metabolites [5].

Analytical, diagnostic and therapeutic context of NSC 25010

HPLC analysis showed that the peak due to TNT taken upinto plant body was much smaller in the transgenic plants as compared with that of the wild type, and that a number of peaks attributable to the degradation products of TNT, including 4-amino-2,6-dinitrotoluene, were detected in the extract from the transgenic plants [6].

References

Phototoxicology. 2. Near-ultraviolet light enhancement of Microtox assays of trinitrotoluene and aminodinitrotoluenes. Johnson, L.R., Davenport, R., Balbach, H., Schaeffer, D.J. Ecotoxicol. Environ. Saf. (1994) [Pubmed]
Sorption of nitroaromatic compounds to synthesized organoclays. Upson, R.T., Burns, S.E. Journal of colloid and interface science. (2006) [Pubmed]
Analytical monitoring of trinitrotoluene metabolites in urine by GC-MS. Part I. Semiquantitative determination of 4-amino-2,6-dinitrotoluene in human urine. Vorísek, V., Pour, M., Ubik, K., Hassmanová, V., Korolová, E., Cerveny, L., Kunes, J., Palicka, V. Journal of analytical toxicology. (2005) [Pubmed]
Phototoxicology. 3. Comparative toxicity of trinitrotoluene and aminodinitrotoluenes to Daphnia magna, Dugesia dorotocephala, and sheep erythrocytes. Johnson, L.R., Davenport, R., Balbach, H., Schaeffer, D.J. Ecotoxicol. Environ. Saf. (1994) [Pubmed]
Conversion of aminonitrotoluenes by fungal manganese peroxidase. Scheibner, K., Hofrichter, M. J. Basic Microbiol. (1998) [Pubmed]
Tolerance to, and uptake and degradation of 2,4,6-trinitrotoluene (TNT) are enhanced by the expression of a bacterial nitroreductase gene in Arabidopsis thaliana. Kurumata, M., Takahashi, M., Sakamotoa, A., Ramos, J.L., Nepovim, A., Vanek, T., Hirata, T., Morikawa, H. Z. Naturforsch., C, J. Biosci. (2005) [Pubmed]

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