Metabolic and tissue residue studies on parbendazole in sheep

Cj, DiCuollo; Ja, Miller; Wl, Mendelson; Jf, Pagano

doi:10.1021/jf60196a049

Cited by 23 publications

(9 citation statements)

References 8 publications

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“…It is a minor metabolic route for parbendazole in cattle (15) and in sheep (16). No evidence of aromatic ring hydroxylation could be found for mebendazole in this study.…”

Section: Resultscontrasting

confidence: 65%

Identification of biliary metabolites of Mebendazole in the rat

Allan¹,

Watson²

1982

European Journal of Drug Metabolism and Pharmacokinetics

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Three metabolites of mebendazole were isolated from the bile of rats dosed with a mixture of mebendazole and pentadeuteromebendazole. The identification was based upon the appearance of the characteristic doublet in the mass spectrum of the compounds and the comparison of their fragmentations with those of authentic compounds. Cochromatography of the metabolites with the authentic compounds on HPLC supported the identification. Methyl-5(6)-(alpha-hydroxybenzyl)-2-benzimidazole carbamate, 2-amino-5(6)-(alpha-hydroxybenzyl) benzimidazole and 2-amino-5(6)-benzoylbenzimidazole were identified as metabolites after enzymic conjugate hydrolysis. Some unmetabolized mebendazole was also found.

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“…It is a minor metabolic route for parbendazole in cattle (15) and in sheep (16). No evidence of aromatic ring hydroxylation could be found for mebendazole in this study.…”

Section: Resultscontrasting

confidence: 65%

Identification of biliary metabolites of Mebendazole in the rat

Allan¹,

Watson²

1982

European Journal of Drug Metabolism and Pharmacokinetics

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“…Studies in animals have suggested that some of the benzimidazoles may be teratogenic. Parbendazole produced evidence of teratogenicity is rats and sheep (Di Cuollo et al, 1974) while albendazole may be teratogenic in rats under certain conditions (Delatour et al, 1982). Oxfendazole, cambendazole, mebendazole and oxfendazole are embryotoxic in rats (Delatour et al, 1974(Delatour et al, , 1982(Delatour et al, , 1984Delatour, 1983).…”

Section: Benzimidazole Anthelmintic Drugsmentioning

confidence: 99%

“…Studies in animals have suggested that some of the benzimidazoles may be teratogenic. Parbendazole produced evidence of teratogenicity is rats and sheep (Di Cuollo et al. , 1974) while albendazole may be teratogenic in rats under certain conditions (Delatour et al.…”

Section: Introductionmentioning

confidence: 99%

Veterinary pharmacovigilance. Part 6. Predictability of adverse reactions in animals from laboratory toxicology studies

Woodward¹

2005

Vet Pharm & Therapeutics

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Toxicological studies are conducted on constituents of veterinary medicinal products for a number of reasons. Aside from being a requirement of legislation, they are carried out for predictive purposes in the assessment of user safety or for the determination of consumer safety, for example, in the elaboration of maximum residue limits or tolerances. Alternatively, the results of toxicology studies may be available as they have been generated for registration of the drug for human medicinal purposes. This paper examines if the results of such studies have any predictive value for adverse reactions, which might occur during clinical use in animals. A number of adverse reactions, notably the Type A (toxicology or pharmacology dependent) should be predictable from these laboratory studies. However, as with human pharmaceutical products, they have less utility in predicting Type-B reactions (idiosyncratic in nature).

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“…The other major metabolite produced by cattle and sheep was the glycol III. 4 The combination of a uv spectrum matching that of I and a molecular ion at m/e 279 suggested that the butyl side chain had been oxidized to a diol. The loss of 59 mass units to give the base peak at m/e 220 securely placed one of the hydroxyl groups on the a carbon of the butyl chain.…”

mentioning

confidence: 99%

Metabolites of methyl 5(6)-butyl-2-benzimidazolecarbamate (parbendazole). Structure and synthesis

Gl¹,

Gallagher²,

Ld³

et al. 1973

J. Med. Chem.

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The structures of seven metabolites (II-VIII) of the potent anthelminthic methyl 5(6)-butyl-2-benzimidazolecarbamate (I) isolated from sheep and cattle and from two fungi were determined, largely by physical methods. Six were products of side-chain oxidation, and one was an aromatic-ring hydroxylation product. The two major metabolites isolated from both sheep and cattle were shown to be the carboxylic acid II and the 1,2-diol III. The structures of all metabolites were confirmed by synthesis, and the configuration of diol metabolite III was shown to be predominantly three by synthesis via a stereospecific route.

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Metabolic and tissue residue studies on parbendazole in sheep

Cited by 23 publications

References 8 publications

Identification of biliary metabolites of Mebendazole in the rat

Identification of biliary metabolites of Mebendazole in the rat

Veterinary pharmacovigilance. Part 6. Predictability of adverse reactions in animals from laboratory toxicology studies

Metabolites of methyl 5(6)-butyl-2-benzimidazolecarbamate (parbendazole). Structure and synthesis

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