65124-91-6Relevant articles and documents
Synthesis and evaluation of certain symmetrical schiff bases as inhibitors of MDA-MB-241 human breast cancer cell proliferation
Radi, Smaail,Tighadouini, Said,Feron, Olivier,Riant, Olivier,Mabkhot, Yahia N.
, p. 205 - 209 (2016/03/15)
A series of symmetrical Schiff base derivatives (L1-L7) were designed by a one-pot condensation reaction of various aldehyde/ketone compounds with hydrazine under mild conditions (room temperature, 3 days), using ether as solvent and acetic acid as catalyst. The target products were characterized and analysed by 1H and 13C NMR, FT-IR and liquid chromatography mass spectrometry (LC/MS). Our research focuses on the identification of synthetically chemotherapeutic substances able to inhibit, delay, or reverse the process of carcinogenesis in several stages. The target compounds presenting two regions for SAR evaluation were screened for their activity toward MDA-MB-241 breast cancer cell proliferation for the first time. Compound (1E, 2E)-1,2-bis(1-(3-nitrophenyl)ethylidene) hydrazine (L6) showed significant inhibitory activity (IC50 = 7.08 μg/mL).
Ring and side chain formylated pyrazoles from acetophenone azines and Vilsmeier's reagent
Manikannan, Ramaiyan,Muthusubramanian, Shanmugam
experimental part, p. 671 - 677 (2011/07/07)
Differently substituted acetophenone azines on treatment with excess phosphorous oxychloride in N,N-dimethylformamide have found to yield three products in each case. An acceptable mechanism has been suggested for the formation of all the three products.
Evaluation of the extent of conjugation in symmetrical and asymmetrical aryl-substituted acetophenone azines using electrochemical methods
Sauro,Workentin
, p. 831 - 838 (2007/10/03)
The electrochemical behavior of a series of symmetrical and unsymmetrical aryl-substituted acetophenone azines (1-X/Y, where X and Y are 4-NO2, 4-CN, H, 3-OCH3, 4-OCH3, 4-CH3, and 4-N(CH3)2) was studied in acetonitrile and N,N-dimethylformamide (DMF) solution using cyclic voltammetry (CV). Compounds 1-X/Y, where neither X or Y are nitro substituents, undergo successive reduction to their radical anion (1-X/Y·-) and then dianion (1-X/Y2-), respectively. In all cases, the formation of the radical anion is completely reversible and the standard reduction potentials, E°1-X/Y/1-X/Y·- could be determined. The reversibility of the second electron transfer is substituent dependent with certain dianions sufficiently basic to be protonated under our conditions. Standard reduction potentials (E°1-X/Y/1-X/Y·-) for the formation of radical anions exhibit a large substituent effect with values differing by more than 0.66 V throughout the series going from 1-4-CN/4-CN to 1-4-OCH3/4-OCH3; similar substituent effects were determined for the formation of the dianion. The nitro-containing azines deviate from the above-mentioned behavior. With the exception of 1-4-NO2/4-NO2, they exhibit single electron waves that have values of E°1-X/Y/1-X/Y·- within 40 mV of each other and thus the reduction is not subject to the same substituent effect as the other azines. 1-4-NO2/4-NO2 exhibits an E° at a similar potential, but is a two-electron reversible wave with features indicative of a reduction system containing two localized, nonconjugated redox centers. The reduction potentials of all the aryl azines were correlated with Hammett σ parameters to look at variations in E°1-X/Y/1-X/Y·- vs SCE as a function of substituent. The small ρ values in combination with the other electrochemical data provide support for single bond character of the N-N bond and evidence for a lack of strong electronic communication between the two aryl centers through the azomethine bonds, especially for those systems with electron-withdrawing groups.
