The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . 3034-50-2, formula is C4H4N2O, Name is Imidazole-4-carbaldehyde. In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with an increase of the alkyl chain length of the alcohols. Related Products of 3034-50-2.
Hussein, Buthaina;Ikhmais, Balqis;Kadirvel, Manikandan;Magwaza, Rachael N.;Halbert, Gavin;Bryce, Richard A.;Stratford, Ian J.;Freeman, Sally research published 《 Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinone oxidoreductase-2 (NQO2)》, the research content is summarized as follows. N1-ribosyl-, N1-methyl-, N1-benzyl-dihydronicotinamide:quinone oxidoreductase 2 (NQO2) is associated with various processes involved in cancer initiation and progression probably via the production of ROS during quinone metabolism Thus, there is a need to develop inhibitors of NQO2 that are active in vitro and in vivo. As part of a strategy to achieve this, 4-aminoquinoline backbone is used as a starting point and synthesized I [R = Me], II [R1 = Ph, 4-imidazoyl, 2-nitrofuranyl, etc.], III novel analogs. The syntheses utilized p-anisidine with Meldrum’s acid and tri-Me orthoacetate or tri-Me orthobenzoate to give the 4-hydrazin-quinoline scaffold I [R = Me, Ph], which was derivatized with aldehydes R1CHO or acid chlorides R1C(O)Cl to give hydrazone II or hydrazide analogs III, resp. The hydrazones II were the most potent inhibitors of NQO2 in cell free systems, some with low nano-molar IC50 values. Structure-activity anal. highlighted the importance of a small substituent at the 2-position of the 4-aminoquinoline ring, to reduce steric hindrance and improve engagement of the scaffold within the NQO2 active site. Cytotoxicity and NQO2-inhibitory activity in vitro was evaluated using ovarian cancer SKOV-3 and TOV-112 cells (expressing high and low levels of NQO2, resp.). Generally, the hydrazones were more toxic than hydrazide analogs and further, toxicity is unrelated to cellular NQO2 activity. Pharmacol. inhibition of NQO2 in cells was measured using the toxicity of CB1954 as a surrogate end-point. Both the hydrazone II and hydrazide derivs III. are functionally active as inhibitors of NQO2 in the cells, but at different inhibitory potency levels. In particular, 4-((2-(6-methoxy-2-methylquinolin-4-yl)hydrazono)methyl)phenol has the greatest potency of any compound yet evaluated (53 nM), which is 50-fold lower than its toxicity IC50. This compound and some of its analogs could serve as useful pharmacol. probes to determine the functional role of NQO2 in cancer development and response to therapy.
Related Products 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