Purine N-oxides. V. Oxides of adenine nucleotides was written by Stevens, Marcus A.;Smith, Herman W.;Brown, Geo. Bosworth. And the article was included in Journal of the American Chemical Society in 1959.Application of 61404-41-9 This article mentions the following:
The parent nucleotides (AMP-2′), (AMP-3′), and (AMP-5′) oxidized with H2O2-AcOH mixtures gave the 1-(N-oxides) of adenosine 2′-, 3′-, and 5′-phosphates and adenosine 5′-diphosphate (ADP), resp. The nucleotides oxidized with H2O2 alone gave chromatographic amounts of the 1-(N-oxides) of AMP-5′ and deoxyadenylic acid. These nucleotide oxides were characterized by hydrogenation to the parent nucleotide and by acid hydrolysis to 4-amino-5 imidazolecarboxamide oxime. Adenosine 1-(N-oxide) and the AMP-2′, AMP-3′-and AMP-5′ 1-(N-oxides) hydrolyzed with alkali gave the 1-ribosyl and 1-phosphoribosyl derivatives of 5-amino-4-imidazolecarboxamide oxime, resp. The nucleotide oxides in the solid state and in aqueous solution showed an instability which was not observed with adenosine 1-(N-oxide) or adenine 1-(N-oxide). AMP-3′ (500 mg.) in 25 ml. AcOH and 5 ml. 30% H2O2 kept 9 days, the solution treated 2 days with 10% Pd-C, evaporated to dryness in vacuo at room temperature, the residue in 6 l. H2O2 chromatographed on Dowex-1 formate, and eluted with 0.1M formate yielded AMP-2′, AMP-2′ 1-(N-oxide), AMP-3′, and AMP-3′ 1-(N-oxide). AMP-5′.2H2O (333 mg.) kept 16 days in 2.6 ml. 30% H2O2, 0.7 ml. H2O, and 3.3 ml. AcOH and the product chromatographed yielded 120 mg. AMP-5′ and 121 mg. AMP-5′ 1-(N-oxide), m. 183-5°. In the experiment, the researchers used many compounds, for example, Ethyl 6-chloro-3-hydroxypyridazine-4-carboxylate (cas: 61404-41-9Application of 61404-41-9).
Ethyl 6-chloro-3-hydroxypyridazine-4-carboxylate (cas: 61404-41-9) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. The unsubstituted pyridazines are more resistant to eletrophilic substitution due to the nature of withdrawal of electron density from the ring by two heteroatoms, while the related electron deficiency of the ring makes pyridazine more easily attacked by nucleophiles.Application of 61404-41-9
Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem