Chemical synthesis, molecular modelling, and evaluation of anticancer activity of some pyrazol-3-one Schiff base derivatives

Novel Fluorescent Schiff Base Derivatives of 4‐Aminoantipyrine with Large Stokes Shifts and Dual Emission Properties: Crystal Structure, Molecular Interactions, Molecular Surfaces, Conformational and DFT Analyses

“…( E )‐4‐(4‐Nitrobenzylideneamino)‐1,5‐dimethyl‐2‐phenyl‐1 H ‐pyrazol‐3(2 H )‐one(3b) : Yield: 86%, m.p. 257–58 °C (orange crystal).…”

“…4‐Aminoantipyrine (4‐amino‐1,5‐dimethyl‐2‐phenylpyrazole‐3‐one, 4‐AA) possesses a pyrazolone moiety with a five‐membered lactam ring and a free amino group and is capable of forming Schiff bases with aldehydes and ketones. Accordingly, several Schiff base analogs of 4‐AA and their biological properties, which include antibacterial, antioxidant, cytotoxic, and anti‐inflammatory activities, have been described in the literature. Moreover, because of the ability of 4‐AA and its Schiff base analogs to form complexes, they are extensively used in spectrophotometry, chromatography, and electrophoresis studies.…”

The effect of fullerene and some electron donating/withdrawing substituents on the molecular orbitals, strength and the nature of CN bond in a number of RCHNR′ imines: A theoretical study

“…During the past decade, the imine compounds and their metal complexes have been the subject of numerous investigations, both experimentally and theoretically. A few examples of most important features of Schiff bases and/or their metal complexes are their catalytic [2][3][4][5][6][7][8][9][10] and biological activities [11][12][13][14][15][16][17], their application as sensors for the metal ions [18][19][20][21][22][23][24][25][26][27], as molecular switches [28][29][30][31], and also as anticancer agents [32][33][34][35][36][37].…”

Physicochemical analyses of a bioactive 4-aminoantipyrine analogue - synthesis, crystal structure, solid state interactions, antibacterial, conformational and docking studies

“…To date, a number of Schiff base analogs of 4-AA and their crystal structures have been reported (Li and Zhang, 2006[15]; Hu, 2006[11]; Zhang et al, 2006[30]; Liu et al, 2006[16]; Alam and Lee, 2012[3]; Li et al, 2013[14]). Furthermore, several synthesized Schiff base analogues of 4-AA have been reported to have antibacterial (Alam et al, 2014[4]), antioxidant (Alam and Lee, 2012[3]), cytotoxic (Bensaber et al, 2014[7]), and anti-inflammatory (Alam et al, 2012[2]) activities. Furthermore, transition metal complexes of Schiff base analogues of 4-AA are extensively used in spectrophotometry, chromatography, and electrophoresis, and these complexes have anti-inflammatory, analgesic, antiviral, antipyretic, antirheumatic, and antimicrobial activities.…”