PMID: 3765653Aug 1, 1986Paper

N-hydroxy-N-arylacetamides. II: Molecular aspects of ferrihaemoglobin formation by N-hydroxy-N-arylacetamides and arylhydroxylamines in the rat

Xenobiotica; the Fate of Foreign Compounds in Biological Systems
W Lenk, H Sterzl

Abstract

Ferrihaemoglobin (HbFe3+) formation in rats after i.p. injection of 6 N-hydroxy-N-arylacetamides has shown that N-hydroxy-4-chloroacetanilide(N-hydroxy-4ClAA) was the most active and N-hydroxy-2-acetylaminofluorene(N-hydroxy-2AAF) the least active compound tested. As N-hydroxy-N-arylacetamides were thought to produce HbFe3+ only after enzymic N-deacetylation, the corresponding arylhydroxylamines were also tested for HbFe3+-forming activity and were found to be more active, N-hydroxy-4-chloroaniline(N-hydroxy-4ClA) being one of the most active and N-hydroxy-2-aminofluorene(N-hydroxy-2AF) the least active compound tested. N-Hydroxy-4-chloroacetanilide given i.p. to rats more rapidly invaded the blood and produced larger amounts of ferrihaemoglobin than did N-hydroxy-2-acetylaminofluorene, due to differences in their availability in plasma. Injection of 50 mg/kg of N-hydroxy-4-chloroacetanilide gave similar concn of HbFe3+ and 4-chloronitrosobenzene(4-CINOB) as injections of 8 mg/kg of N-hydroxy-4-chloroaniline, indicating that the arylhydroxylamine, after N-deacetylation, was the active molecule in vivo. The concn of 4-chloronitrosobenzene declined faster than HbFe3+ concn. 4-Chloronitrosobenzene therefore is a further example of...Continue Reading

References

Feb 1, 1979·Chemico-biological Interactions·P Eyer
Feb 1, 1985·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·T Fischbach, W Lenk
Aug 1, 1973·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·W FriesW Lenk
Jun 1, 1969·Biochemical Pharmacology·M Kiese, W Lenk
Mar 15, 1983·Biochemical Pharmacology·P Eyer, M Schneller
Jul 1, 1980·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·B DölleH G Neumann

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Citations

Mar 1, 1991·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·S Karreth, W Lenk
Apr 1, 1987·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·W Lenk, H Sterzl
Jun 1, 1991·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·R HeilmairW Lenk

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