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- Title
METABOLISM OF AROMATIC NITRO COMPOUNDS 3. ISOLATION OF REDUCTION PRODUCTS OF 2.4.6-TRINITROTOLUENE FROM THE URINE OF RATS AND FROM HUMAN URINE.
- Authors
Lemberg, R.; Callaghan, J. P.
- Abstract
A method was worked out by which reduction products of T.N.T. excreted in the urine can be separated into the following fractions: dinitroamino compounds, diaminonitro compounds and aminophenols. In the urine of rats dosed with T.N.T. the diaminonitro compounds prevailed. 2.4--diamino--6--nitrotoluene and 1.3--diamino-5-nitrobenzene were isolated and the latter compound was also found in the urine of rats dosed with 2.4--diamino-6-nitrotoluene. The rat is thus able to remove the methyl group of the toluene nucleus. 4-amino-2.6-dinitrotoluene was isolated from the dinitrotoluidine fraction, while no evidence for the excretion of hydrosylamino compounds was found in the rat. In two munition workers' urines dinitrotoluidines prevailed. 4--amino--2.6-dinitrotoluene and 2-amino--4--6 dinitrofoluene were found. The urines also contained hydroxylamino dinitrotoluenes (not azoxy componuds) and diaminonitro compounds. Diazotisable alkali-extractable amino compounds of phenolic character (probably aminonitrocresols) occurred in the urine of both rats and humans dosed with T.N.T. The molar extinction coefficients of the azo-dyes produced under various conditions from reduction products of T.N.T. by diazotisation and coupling with N(1-naphthyl) ethylene diamine were measured.
- Subjects
AROMATIC compounds; ORGANIC cyclic compounds; AMINO compounds; URINE; ETHYLENEDIAMINE
- Publication
Australian Journal of Experimental Biology & Medical Science, 1945, Vol 23, Issue 1, p13
- ISSN
0004-945X
- Publication type
Article
- DOI
10.1038/icb.1945.3