1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Quality Control of 1H-1,2,3-Triazole-4,5-dicarboxylic acid
The preparation of 7- and 9-glucopyranosyl and -xylopyranosyl derivatives of 8-azaxanthine (5,7-dihydroxy-v-triazolo[d]pyrimidine) was written by Baddiley, J.;Buchanan, J. G.;Osborne, G. O.. And the article was included in Journal of the Chemical Society in 1958.Quality Control of 1H-1,2,3-Triazole-4,5-dicarboxylic acid This article mentions the following:
2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl azide heated under reflux 2.5 hrs., with MeO2CCCCO2Me gave 96% di-Me 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole-4,5-dicarboxylate (I), m. 153°. I treated at 0° overnight with dry MeOH saturated with NH3 gave colorless crystals of indeterminate m.p. of 1-β-D-glucopyranosyl-1,2,3-triazole-4,5-dicarboxamide (II). Di-Me 1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,2,3-triazole-4,5-dicarboxylate (III), prepared as above from 2,3,4-tri-O-acetyl-β-D-xylopyranosyl azide, m. 114°; diamide (IV), colorless crystals, no m.p. given. Acid hydrolysis of triazole derivatives gave as initial decomposition products the parent sugars and a base, presumably 1,2,3-triazole-4,5-dicarboxamide; further hydrolysis led to a monamide and finally to 1,2,3-triazole-4,5-dicarboxylic acid, m. 198°. The action of KBrO on IV led to two fractions, containing components A and B, after separation using a Dowex-2 resin column. Component A was found to be 7-β-D-xylopyranosyl-8-azaxanthine and B was 9-β-D-xylopyranosyl-8-azaxanthine. Similarly KBrO with II yielded 7-β-D-glucopyranosyl-8-azaxanthine and 9-β-D-glucopyranosyl-8-azaxanthine. After hydrolysis with N HCl for 1 hr. at 95° both 7-glycosyl and the 9-xylosyl derivatives were hydrolyzed to the parent sugars and 8-azaxanthine. The 9-glucosyl derivative required 2 hrs. at 95°. 5-Amino-1-methyl-1,2,3-triazole-4-carboxamide (V), prepared from NCCH2CONH2 and MeN3 in EtOH in the presence of Na, m. 248° (EtOH). V fused with urea 2.5 hrs. at 170-80° followed by purification using a Dowex-2 resin column gave 9-methyl-8-azaxanthine, needles, m. 320° (decomposition) (H2O). In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Quality Control of 1H-1,2,3-Triazole-4,5-dicarboxylic acid).
1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Quality Control of 1H-1,2,3-Triazole-4,5-dicarboxylic acid
Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics