4765-63-3

Usage

Synonyms

2,4,6-Triamino pyrimidine

Type of compound

Heterocyclic organic compound

Composition

Contains nitrogen and sulfur atoms

Applications

a. Synthesis of pharmaceuticals
b. Synthesis of agrochemicals
c. Potential use as a corrosion inhibitor
d. Potential use as an antiviral agent

Significance

Versatile building block in medicinal and agricultural chemistry

Additional potential

Development of novel materials and as a precursor for the synthesis of other valuable compounds

Upstream product

• 79-19-6 thiosemicarbazide 
• 109-77-3 malononitrile 

Downstream Products

• 119293-98-0 2-Methyl-3-oxo(4H)-6-amino-8-thioxopyrimido<3,4-b>-1,2,4-triazine 
• 129147-73-5 7-Amino-2-phenyl<1,2,4>triazolo<1,5-c>pyrimidin-5(6H)-thione 

Relevant academic research and scientific papers

Synthesis and antimicrobial activity of novel 3- [(aminopyrimidiniumyl)thio]methyl cephalosporins

A series of novel cephalosporin compounds which have 3- [(aminopyrimidiniumyl)thio]methyl substituents was synthesized. They show high antimicrobial activity against various bacterial species including Pseudomonas aeruginosa. Structure-activity relationships with various thiopyrimidines, thiopyrimidiniums, bicyclic thiotriazolopyrimidiniums, and bicyclic thioimidazolopyrimidiniums as 3'-substituents were also studied; cephalosporins with quarternized pyrimidinium moieties have better antimicrobial activities than neuteral pyrimidine cephalosporins, and stabilization of the positive charge on the pyrimidinium moieties is essential for better activity. According to semiempirical PM3 calculations, amino and alkylthio substituents on the pyrimidinium rings play a major role in charge stabilization and delocalization.

Cephalosporin compounds

The present invention relates to new cephalosporin compounds of the formula(I), pharmaceutically acceptable non-toxic salts thereof, and physiologically hydrolyzable esters and solvates thereof, which have potent and broad antibacterial activities STR1 wherein R1 is a C1?4 alkyl, C3?4 alkenyl, C3?4 alkynyl group, or --C(Ra)(Rb)CO2 H1 wherein Ra and Rb are the same or different, and each is a hydrogen atom or a C1?4 alkyl group, or Ra and Rb form a C3?7 cycloalkyl group with the carbon atom to which they are linked; R2 is a C1?4 alkyl, C3?4 alkenyl or C3?4 cycloalkyl group, a substituted or unsubstituted amino group, or a substituted or unsubstituted phenyl group; R3 is hydrogen or a C1?4 alkyl group; and Q is N or CH. The invention further relates to a process for preparing said compounds, and to pharamaceutical compositions containing said compounds.