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| Identity |
| 3D Structure |
| Physicochemical data |
| Environmental fate |
| Mammal toxicology |
| Ecotoxicology |
| Metabolism |
| Safety classifications |
| Evaluation |
4-Nitrotoluene [99-99-0] |
| 4-Nitrotoluene is metabolized in mammals via the intermediate 4-nitrobenzyl alcohol (2) which is either conjugated with glucuronic acid to (3) (1.4%), or oxidized to 4-nitrobenzoic acid (5) (28%). Another metabolic pathway invovels ring hydroxlation to 2-nitro-5-methylphenol (11), which is excreted in urine as sulfate (12) or glucuronic acid conjugate (13). In contrast to 2-nitrobenzoic acid, 4-nitrobenzoic acid (5) is also conjugated with glycine to 4-nitrohippuric acid (6). The gut flora is able reduce the nitro group of 4-nitrobenzyl alcohol (2) to 4-aminobenzyl alcohol (4) or 4-nitrobenzoic acid (5) to yield 4-aminobenzoic acid (7). 4-Aminobenzoic acid (7) may be N-acetylated by the liver to (8). A conjugation of 4-nitrobenzyl alcohol (2) with sulfate with subsequent reaction with glutathione has also been found, that ultimately leads to 4-nitromercapturic acid (10). |
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