US EPA

5364229 

Journal Article 

The Metabolism of Beta-Naphthylamine 

Wiley, FH 

1938 

Yes 

Journal of Biological Chemistry
ISSN: 0021-9258
EISSN: 1083-351X 

124 

The metabolism of beta-naphthylamine (91598) (BNA) was investigated, and a procedure was developed to isolate and identify the acid sulfate of 2-amino-1-naphthol (42884333) in urine. A dog received a single oral dose of 800 milligrams BNA, and 24 hour urine samples were collected. Inorganic and organic sulfates were determined. Acidified urine was concentrated then mixed with absolute alcohol. The insoluble material was filtered off, and the alcohol filtrate was evaporated. The residue was mixed with absolute alcohol, concentrated, dissolved, chilled, then treated with hydrogen-chloride. The material was frozen overnight, and the precipitate was filtered off, dissolved in sodium-hydroxide, decolorized, then reprecipitated with hydrogen-chloride. This procedure was repeated until a white product was obtained. The product was compared to synthesized 2-amino-1-naphthol. After ingestion of BNA, increases in urinary organic sulfates and neutral sulfur represented 52 and 10 percent, respectively, of the BNA dose. The properties of the material isolated in the urine corresponded to the properties of the material isolated in the urine corresponded to the properties of synthetic 2-amino-1-naphthol. The authors conclude that 2-amino-1-naphthol is excreted by dogs after ingestion of BNA.