56-06-4Relevant articles and documents
Design, synthesis and biological evaluation of pyrimidine-based derivatives as antitumor agents
AlHazmi, Hassan A.,Albratty, Mohammed M.,El-Sharkawy, Karam A.
, p. 227 - 238 (2020/10/06)
In this paper we made a contentious effort to afford heterocyclic compounds with interesting biological activities. The reaction of guanidine with either activated methylene groups, arylhydrazono derivatives, dicyanopropene derivatives, malononitrile dimer or arylhydarazononitrile derivatives afforded diaminopyrimidine derivatives, aryldiazenyl pyrimidine derivatives, fused pyridopyrimidne derivatives and pyrimidopyridazine derivatives respectively. Also the reaction of guanidine with phenylhydrazono carbonyl compounds produced phenyldiazenyl pyrimidine derivatives. The latter products were directed toward the reaction with either acetic anhydride or ethylcyanoacetate to form acetamidopyrimidine derivatives and cyanoacetamidopyrimidine derivatives respectively. The latter products underwent cyclization via reaction with either activated methylene groups or activated methylene carbonyl compounds afforded pyridopyrimidne derivatives. The structures of the newly synthesized compounds were established using IR, 1H NMR, 13C NMR and mass spectrometry and their antitumor activity was investigated. Some of these compounds showed promising inhibitory effects on the three different cell lines.
Prebiotic Origin of Pre-RNA Building Blocks in a Urea “Warm Little Pond” Scenario
Menor Salván,Bouza, Marcos,Fialho, David M.,Burcar, Bradley T.,Fernández, Facundo M.,Hud, Nicholas V.
, p. 3504 - 3510 (2020/10/02)
Urea appears to be a key intermediate of important prebiotic synthetic pathways. Concentrated pools of urea likely existed on the surface of the early Earth, as urea is synthesized in significant quantities from hydrogen cyanide or cyanamide (widely accepted prebiotic molecules), it has extremely high water solubility, and it can concentrate to form eutectics from aqueous solutions. We propose a model for the origin of a variety of canonical and non-canonical nucleobases, including some known to form supramolecular assemblies that contain Watson-Crick-like base pairs.The dual nucleophilic-electrophilic character of urea makes it an ideal precursor for the formation of nitrogenous heterocycles. We propose a model for the origin of a variety of canonical and noncanonical nucleobases, including some known to form supramolecular assemblies that contain Watson-Crick-like base pairs. These reactions involve urea condensation with other prebiotic molecules (e. g., malonic acid) that could be driven by environmental cycles (e. g., freezing/thawing, drying/wetting). The resulting heterocycle assemblies are compatible with the formation of nucleosides and, possibly, the chemical evolution of molecular precursors to RNA. We show that urea eutectics at moderate temperature represent a robust prebiotic source of nitrogenous heterocycles. The simplicity of these pathways, and their independence from specific or rare geological events, support the idea of urea being of fundamental importance to the prebiotic chemistry that gave rise to life on Earth.
Method for synthesizing 2,4-diamino-6-chloropyrimidine
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Paragraph 0032; 0033; 0034; 0035, (2018/04/21)
The invention discloses a method for synthesizing 2,4-diamino-6-chloropyrimidine. According to the method, methyl cyanoacetate, guanidine nitrate and sodium methoxide serve as raw materials to react with one another to obtain 2,4-diamino-6-hydroxypyrimidine, and then 2,4-diamino-6-hydroxypyrimidine is chloridized with POCl3 in the presence of triethylamine to obtain 2,4-diamino-6-chloropyrimidine.Compared with the prior art, the situation that the whole reactant is neutralized to generate and precipitate a large amount of phosphate is avoided, the product purity is improved, the product yieldis increased, the situation that a solvent is used for refining DACP is avoided, the process is greatly simplified, the cost is reduced, the yield is increased, and the method has the advantages of being high in yield, easy to operate and high in safety and is a very effective process suitable for industrialized mass production.
