## Abstract A comparative genetic study was undertaken with structurally related N‐methyl‐4‐aminoazobenzenes of varied chemical reactivities and carcinogenicities, including the parent N, N‐dimethyl azo dye (butter yellow) and model compounds of its suspected metabolites. The mutagenic activity of
Azo-dye carcinogenesis. The reactions of 4-hydroxymethylaminoazobenzene with cytosine derivatives
✍ Scribed by J. J. Roberts; G. P. Warwick
- Publisher
- John Wiley and Sons
- Year
- 1966
- Tongue
- French
- Weight
- 834 KB
- Volume
- 1
- Category
- Article
- ISSN
- 0020-7136
No coin nor oath required. For personal study only.
✦ Synopsis
A mixture of formaldehyde and aminoazobenzene condensed readily under physiological conditions to form covalently bound products with purines or pyrimidines and their corresponding nucleosides and nucleotides bearing amino groups. In the case of cytosine derivatives it was established that Mannich type condensations occurred with the pyrimidine amino group and the N-I position to form substituted triazines, derived from two molecules of formaldehyde, one of aminoazobenzene and one of the corresponding pyrimidine. The triazine ring structure derived from cytosine was stable at p H values greater than 7, while those derived from cytosine nuczeosides and nucleotides opened at the N-I position at p H 9. At higher p H values decomposition of these substituted cytosine rings occurred, accompanied by hydrolysis of both methylene bonds. All compounds were hydrolysed by dilute mineral acid into the original constituents. The properties of these in vitro condensation products were compared to those formed by reaction of metabolites of 4-dimethylaminoazo [G-3H]-benzene with R N A in vivo with respect to their stability at diflerent p H values.
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