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Dihydroxyurea

Abstract

SEVERAL derivatives of hydroxylamine1, including hydroxyurethane, N-methylhydroxylamine and hydroxy-aminoacetic acid, cause chromosome abnormalities in mouse embryo and Chinese hamster cells similar to those induced by hydroxylamine2. Similar chromosomal abnormalities are also induced in anaphase and metaphase chromosomes of the root tips of Vicia faba by hydroxylamine, methyl-, ethyl-, n-propyl-, and n-butyl-N-hydroxycarbamates (S. H. Revell and K. S. Peggie, personal communication). Urethane appears to produce many radiomimetic effects through the metabolite N-hydroxyurethane to which it is converted by animals3. Although urea and urethane are inactive in these systems, hydroxy-urea1 and N-hydroxyurethane3 are active; hydroxyurea is also an anti-tumour agent which is active against the L1210 leukæmia in mice4. It has been proposed1,3,5,6 that these hydroxylamino derivatives may exercise their effects by a common chemical mechanism involving the production of nitroxyl or hydroxylamine in vivo.

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References

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BOYLAND, E., NERY, R. Dihydroxyurea. Nature 203, 1379–1380 (1964). https://doi.org/10.1038/2031379a0

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