Dinitro Compounds (Aromatic) | 
3,5-Dinitro-o-Toluamide 
The metabolic fate of 3,5-dinitro-o-toluamide was investigated by 
feeding the carboxyl-C!4-labeled compound to chickens, Residues in 
tissues and fecal matter were isolated and identified by use of paper and 
column chromatography, infrared and visual spectroscopy, and X-ray analysis. 
In tissues, the parent compound and 3-amino-5-nitro-o-toluamide were re- | 
covered. The dinitro compound appeared to be "free" and was easily removed 
by simple acetone extraction. The amino compound was found and could be 
removed by acetone extraction only after enzymatic digestion. The metabolite 
accumulated preferentially in kidney and liver tissues while the parent com- 
pound was more or less uniformly distributed throughout the body. In fecal 
matter, 2-amino-5-nitro-o-toluamide and 3-amino-5-nitro-o-toluic acid were 
found (1323). 
Dinitrophenol (DNP) [2,4-Dinitrophenol } 
When DNP was administered subcutaneously to rabbits and rats, the 
compound was rapidly absorbed and distributed. Highest concentration was 
in serum. A large amount was also found in kidney, lung, and liver. In 
the urine of the treated rabbits, DNP-glucuronide, 2-aminonitrophenol and 
its ether sulfate were found (1057). In vitro, but not in vivo, studies 
indicated the presence of 4-aminoitrophenol. The latter was unstable; and 
it was assumed that, if this were formed in the body, the 4-ANP was further 
metabolized and could not be identified as such (1056). 
DNP was reduced by rat liver homogenates to 4-amino-2-nitrophenol and 
some 2-amino-4-nitrophenol. Both were isolated from urine of rats administered 
2,4-Dinitrophenol, Another compound observed was believed to be 2,4-diamino- 
phenol but was not identified (1128). 
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