51646-19-6Relevant academic research and scientific papers
Syntheses and biological activities of S-1,2,4-triazolo[1,5-a]pyrimidinylalkyl dithiophosphates
Chen, Wen-Bin,Jin, Gui-Yu
, p. 607 - 611 (2003)
We introduced dithiophosphate moieties into the fused heterocyclic compound to prepare the title derivatives and characterized their structures by elemental analysis, 1H NMR, and IR spectral data. We found that these compounds show good fungicidal and herbicidal activities and good plant growth regulation activity.
Discovery and characterization of nonpeptidyl agonists of the tissue-protective erythropoietin receptors
Miller, James L.,Church, Timothy J.,Leonoudakis, Dmitri,Lariosa-Willingham, Karen,Frigon, Normand L.,Tettenborn, Connie S.,Spencer, Jeffrey R.,Punnonen, Juha
supporting information, p. 357 - 367 (2015/09/01)
Erythropoietin (EPO) and its receptor are expressed in a wide variety of tissues, including the central nervous system. Local expression of both EPO and its receptor is upregulated upon injury or stress and plays a role in tissue homeostasis and cytoprotection. High-dose systemic administration or local injection of recombinant human EPO has demonstrated encouraging results in several models of tissue protection and organ injury, while poor tissue availability of the protein limits its efficacy. Here, we describe the discovery and characterization of the nonpeptidyl compound STS-E412 (2-[2-(4-chlorophenoxy) ethoxy]-5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine), which selectively activates the tissue-protective EPO receptor, comprising an EPO receptor subunit (EPOR) and the common β-chain (CD131). STS-E412 triggered EPO receptor phosphorylation in human neuronal cells. STS-E412 also increased phosphorylation of EPOR, CD131, and the EPO-associated signaling molecules JAK2 and AKT in HEK293 transfectants expressing EPOR and CD131. At low nanomolar concentrations, STS-E412 provided EPO-like cytoprotective effects in primary neuronal cells and renal proximal tubular epithelial cells. The receptor selectivity of STS-E412 was confirmed by a lack of phosphorylation of the EPOR/EPOR homodimer, lack of activity in off-target selectivity screening, and lack of functional effects in erythroleukemia cell line TF-1 and CD34+ progenitor cells. Permeability through artificial membranes and Caco-2 cell monolayers in vitro and penetrance across the blood-brain barrier in vivo suggest potential for central nervous system availability of the compound. To our knowledge, STS-E412 is the first nonpeptidyl, selective activator of the tissue-protective EPOR/CD131 receptor. Further evaluation of the potential of STS-E412 in central nervous system diseases and organ protection is warranted.
SUBSTITUTED TRIAZOLO-PYRIMIDINE COMPOUNDS FOR MODULATING CELL PROLIFERATION, DIFFERENTIATION AND SURVIVAL
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Paragraph 0570; 0571, (2014/05/25)
Disclosed herein are erythropoietin-mimetic compounds of Formula I, which modulate the survival, function, or differentiation of, for example, kidney cells, neurons, erythroid cells, or other erythropoietin-responsive cells. The present invention also relates to compounds and methods that preferentially modulate cells expressing the tissue-protective erythropoietin receptor. The compounds of the invention are useful in preventing and treating diseases, such as anemia, organ injury, and diseases of the central nervous system, and as an adjunct to cellular treatments, such as stem cell therapies.
On triazoles. XXXV. The reaction of 5-amino-1,2,4-triazoles with di- and triketones
Reiter,Pongo,Kovesdi,Pallagi
, p. 407 - 417 (2007/10/02)
The reaction of 5-amino-3-Q-1H-1,2,4-triazoles 1 with aliphatic, aromatic and cyclic 1,3-diketones, 1,4-diketones, and different linear and non linear triketones was studied. It was proved that in case of unsymmetrical aliphatic 1,3-diketones the regiochemical outcome of the reaction was influenced by steric factors. In case of triacetylmethane and 3-(4-chlorobenzyl)-2,4-pontanedione the splitting of one acetyl group from the reactant was observed during the reaction. A liner triketone, namely the 2,4,6-trioxoheptane reacted as a simple 1,3-diketone.
2-(Alkylthio)-1,2,4-triazolo[1,5-a]pyrimidines as adenosine cyclic 3',5'-monophosphate phosphodiesterase inhibitors with potential as new cardiovascular agents
Novinson,Springer,O'Brien,Scholten,Miller,Robins
, p. 420 - 426 (2007/10/02)
A series of new 2-(alkylthio)-5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidines have been prepared as inhibitors of cAMP phosphodiesterase from various tissues. These derivatives were prepared via ring closure of various requisite 3-amino-1,2,4-triazole
2-SUBSTITUTED-S-TRIAZOLO[1,5A]-PYRIMIDINES
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, (2008/06/13)
2-Substituted-s-triazolo[1,5a]pyrimidines are disclosed which are useful as inhibitors of phosphodiesterase enzymes or intermediates in the production process. Such comoounds are of the following structure: wherein X, R, R1, R2 and R3 are as defined herei
