Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. 3034-50-2, formula is C4H4N2O, Name is Imidazole-4-carbaldehyde. Their solubility in alcohol is lower than that in water and decreases with increasing molecular weight of the alcohols . Application In Synthesis of 3034-50-2.
Gavara, Laurent;Sevaille, Laurent;De Luca, Filomena;Mercuri, Paola;Bebrone, Carine;Feller, Georges;Legru, Alice;Cerboni, Giulia;Tanfoni, Silvia;Baud, Damien;Cutolo, Giuliano;Bestgen, Benoit;Chelini, Giulia;Verdirosa, Federica;Sannio, Filomena;Pozzi, Cecilia;Benvenuti, Manuela;Kwapien, Karolina;Fischer, Marina;Becker, Katja;Frere, Jean-Marie;Mangani, Stefano;Gresh, Nohad;Berthomieu, Dorothee;Galleni, Moreno;Docquier, Jean-Denis;Hernandez, Jean-Francois research published 《 4-Amino-1,2,4-triazole-3-thione-derived Schiff bases as metallo-β-lactamase inhibitors》, the research content is summarized as follows. Resistance to β-lactam antibiotics in Gram-negatives producing metallo-β-lactamases (MBLs) represents a major medical threat and there is an extremely urgent need to develop clin. useful inhibitors. We previously reported the original binding mode of 5-substituted-4-amino/H-1,2,4-triazole-3-thione compounds in the catalytic site of an MBL. Moreover, we showed that, although moderately potent, they represented a promising basis for the development of broad-spectrum MBL inhibitors. Here, we synthesized and characterized a large number of 4-amino-1,2,4-triazole-3-thione-derived Schiff bases. Compared to the previous series, the presence of an aryl moiety at position 4 afforded an average 10-fold increase in potency. Among 90 synthetic compounds, more than half inhibited at least one of the six tested MBLs (L1, VIM-4, VIM-2, NDM-1, IMP-1, CphA) with Ki values in the μM to sub-μM range. Several were broad-spectrum inhibitors, also inhibiting the most clin. relevant VIM-2 and NDM-1. Active compounds generally contained halogenated, bicyclic aryl or phenolic moieties at position 5, and one substituent among o-benzoic, 2,4-dihydroxyphenyl, p-benzyloxyphenyl or 3-(m-benzoyl)-Ph at position 4. The crystallog. structure of VIM-2 in complex with an inhibitor showed the expected binding between the triazole-thione moiety and the dinuclear center and also revealed a network of interactions involving Phe61, Tyr67, Trp87 and the conserved Asn233. Microbiol. anal. suggested that the potentiation activity of the compounds was limited by poor outer membrane penetration or efflux. This was supported by the ability of one compound to restore the susceptibility of an NDM-1-producing E. coli clin. strain toward several β-lactams in the presence only of a sub-inhibitory concentration of colistin, a permeabilizing agent. Finally, some compounds were tested against the structurally similar di-zinc human glyoxalase II and found weaker inhibitors of the latter enzyme, thus showing a promising selectivity towards MBLs.
Application In Synthesis of 3034-50-2, 1H-Imidazole-4-carbaldehyde, also known as 1H-Imidazole-4-carbaldehyde, is a useful research compound. Its molecular formula is C4H4N2O and its molecular weight is 96.09 g/mol. The purity is usually 95%.
The starting material for a practical synthesis of a potent C17,20-lyase inhibitor. The lyase is a key enzyme in androgen biosynthesis as well as a target for treatment of androgen-dependent prostate cancer. Used to synthesize potent antimalarial drug.
1H-Imidazole-4-carbaldehyde is a chemical compound that has been shown to bind to the glucocorticoid receptor. It was synthesized by reacting 1,2-diaminobenzene with formaldehyde and then hydrolyzing the intermediate imidazolium salt, which is stable in acidic solutions. The complex can be prepared by mixing two solutions of imidazole and trifluoroacetic acid. The ligand has a redox potential of -0.1 V (vs NHE). This means it can be oxidized to the carbonyl group or reduced back to the imidazole ring. The compound is stable in neutral solution and forms stable complexes with metal ions such as Cu+, Fe3+, and Zn2+. It also coordinates well with oxygen atoms, nitrogen atoms, and water molecules. 1H-Imidazole-4-carbaldehyde has been shown to bind to glucocortic, 3034-50-2.
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem