Synthesis, computational and biological study of pyrazole derivatives

In the present study, the spectroscopic characterization of novel pyrazoline scaffold was studied. Title compounds were synthesized by microwave and conventional heating method and are characterized by FT-IR, H-1 NMR, C-13 NMR and analytical data. The single crystal X-ray diffraction method was used to determine the three-dimensional structures of the compounds 4a and 4c. From the X-ray analysis, it was observed that two compounds 4a and 4c crystallizes in triclinic crystal system with P-1 space group respectively. The compounds 4a and 4c crystallized with cell parameters a = 10.3700 (7) angstrom, b = 10.91607 (7) angstrom, c = 12.7822 (7) angstrom, alpha = 107.280 (5)degrees, beta = 98.438 (5)degrees, gamma = 116.105 (7)degrees, V = 1173.94 (17) angstrom(3), Z = 2 and a= 10.2990 (7) angstrom, b = 10.9915 (8) angstrom, c = 12.5985 (7) angstrom, alpha = 104.725 (5)degrees, beta = 99.074 (5)degrees, gamma = 116.249 (7)degrees, V = 1175.60 (17) angstrom(3), Z= 2. In the crystal structures, 4a and 4c pyrazoline ring (Cg3: N3-N4/C11-C13) adopts envelope conformation with respect to asymmetric carbon. The intercontacts present in the molecules are quantified using Hirshfeld surface computational method. The major intercontacts present in these molecules are H center dot center dot center dot H (50.4%), C center dot center dot center dot H (16.8%) (4a) and H center dot center dot center dot H (44.6%), Cl center dot center dot center dot H (17.1%) (4c) respectively. Synthesized compounds were screened for in-silico docking analysis with the Human androgen receptor. Also, the in-vitro antibacterial, antioxidant activities were performed. The UV-visible study indicates the presence of pi - pi* transition in the title compounds. (C) 2019 Published by Elsevier B.V.