Animal Metabolism of Insecticides, Identification of Metabolites of Zectran Insecticide in Dog Urine

Insecticide Metabolism, Fate in Rats of Radiocarbon from Ten Variously Labeled Methyl- and Dimethylcarbamate-C14 Insecticide Chemicals and Their Hydrolysis Products

“…on the detoxication in mammals of carbaryl (1-naphthyl methylcarbamate), Baygon (2-isopropoxyphenyl methylcarbamate), and Zectran (4-dimethylamino-3,5-xylyl methylcarbamate), it was assumed or established that the carbamate ester group was initially hydrolyzed and that the phenolic products were subsequently degraded and/or conjugated (2, 5, TO, 36,37). Previous studies have shown that carbaryl is not stored in the animal body (9, 17, 23,28) and is so rapidly metabolized that trace amounts of carbaryl appear in the milk of treated, lactating animal; (3,71,12,15,28,36).…”

“…Urinalysis has resulted in tentative identification of the following products derived from the methyl-and dimethylcarbamates used in this study: 1-naphthyl jV-hydroxymethylcarbamate, 4-hydroxy-1 -naphthyl methylcarbamate, 5-hydroxy-l-naphthyl methylcarbamate, 5,6 -dihydro -5,6 -dihydroxy -1naphthyl methylcarbamate, 1-hydroxy-5,6 -dihydro -5,6 -dihydroxynaphthalene, 1-naphthol, and at least 11 other unidentified metabolites from carbaryl in rabbits (22); 1 -naphthyl sulfate from carbaryl in cows (36), free and conjugated 1-naphthol from carbaryl in humans and guinea pigs (2,36), and free and conjugated 1-naphthol, possibly as a glucuronide, in rats (5); a conjugate of 2-isopropoxvphenol, presumed to be a glucuronide, from Baygon and 2-isopropoxyphenol in humans (10); free and conjugated 4-dimethylamino-3,5xylenol, conjugated 2,6-dimethvlhydroquinone, and unconjugated, unidentified acidic and nonacidic materials from Zectran in dogs (the conjugates probably consisted of both glucuronides and ethereal sulfates) (37); and two uncon-jugated, unidentified carbamate-metabolites from dimetilan (2-dimethylcarbamoyl-3-methyl-5-pyrazolyl dimethylcarbamate) in rats (40).…”

Metabolism of 2-Methyl-2-(methylthio)propionaldehyde O-(Methylcarbamoyl)oxime in Rat

“…10. 77, 15). The nature of the metabolic products derived from these carbamates largely depends on the nature of the phenol and the in vivo stability of the carbamate to hydrolysis.…”

Metabolic pathways affecting toxicity of N-acetyl Zectran

“…Water-soluble metabolites of Zectran found in dog urine (Williams et al, 1964) were hydrolyzed by strong acid (HC1) to produce the precursor aglycone, 4-dimethylamino-3,5-xylenol. Using the same technique, we found that the water-soluble radioactive materials in the urine of mice fed (dimethylamino)-14C-/V-acetyl Zectran produced 67 to 71 % of the same aglycone, indicating hydrolysis of the starting A-acetylated Zectran.…”