Synthesis, crystal structure and antioxidant evaluation of N-(4-formylpiperazine-1-carbonothioyl)benzamide

Abstract

New benzoylthiourea derivative, N-(4-formylpiperazine-1-carbonothioyl)benzamide was prepared by the reaction of benzoylisothiocyanate with 1-piperazinecarboxaldehyde in acetone as solvent. The compound was characterized by FT-IR and multinuclear 1H and 13C NMR spectroscopy techniques. The benzoylthiourea molecule was obtained in crystalline form by recrystallization in DMSO. Single crystal X-ray diffraction study indicates that compound crystallized in triclinic crystal system and crystal data for C13H15N3O2S, space group P-1 (no. 2), a = 7.3016(9) Å, b = 7.7380(9) Å, c = 12.9815(16) Å, α = 103.581(4)°, β = 102.153(4)°, γ = 102.409(4)°, V = 669.46(14) Å3, Z = 2, T = 296(2) K, μ(MoKα) = 0.243 mm-1, Dcalc = 1.376 g/cm3, 31184 reflections measured (6.72° ≤ 2Θ ≤ 53.46°), 2822 unique (Rint = 0.0582) which were used in all calculations. The final R1 was 0.0501 (>2σ(I)) and wR2 was 0.1493 (all data). Intramolecular N-H···O hydrogen bond is stabilized the trans geometry of the thiono and the carbonyl groups. The heterocyclic piperazine ring makes a dihedral angle of 48.50(15)° with the benzene ring. Antioxidant test by DPPH method showed that compound exhibits good antioxidant activity of about 75%.

Synthesis, antimicrobial, antioxidant, and ADMET studies of quinoline derivatives

“…Equal volume of 100 μM 2,2'-diphenyl-1-picrylhydrazyl (DPPH) in methanol was added to different concentrations of test compounds (100 μM/mL) in methanol, assorted well and kept in the dark for 20 min. The absorbance at 517 nm was measured by using the spectrophotometer UV-1650, Shimadzu [41][42][43]. By plotting the percentage of DPPH• scavenging against concentration, it gives the standard curve.…”

8‐Nitronaphthofuran Fused Urea Derivatives as Potential Antimicrobial Agents: Synthesis, Characterization and Pharmacological Studies

“…Recently, DNA cleavage studies, molecular docking studies and in-silico analysis of naphthofuran derivatives and their complexes have been reported. [22][23][24][25] In view of the broad biological significance of urea derivatives, the synthesis of novel heterocyclic system encompassing 8-nitro-naphtho [2,1-b]furan fused urea derivative was undertaken to obtain new antibacterial agents.…”

“…Moreover, the nitro group‐containing compounds have received much attention for their bacteriostatic potential, [21] chloramphenicol is a well‐known drug that belongs to this category. Recently, DNA cleavage studies, molecular docking studies and in‐silico analysis of naphthofuran derivatives and their complexes have been reported [22–25] . In view of the broad biological significance of urea derivatives, the synthesis of novel heterocyclic system encompassing 8‐nitronaphtho [2,1‐b]furan fused urea derivative was undertaken to obtain new antibacterial agents.…”

Crystal and molecular structure of bis(N-(diethylcarbamothioyl)cyclohexane carboxamido)copper(II) complex

“…The thiourea derivatives are able to coordinate to a range of metal centers as neutral ligands, monoanions, or dianions. Both the ligands and their metal complexes display a wide range of biological activity including antibacterial [7][8][9][10][11][12], antifungal [13][14][15][16][17][18][19], antitumor [20][21][22][23][24], antiviral [25] antithyroid [26,27], anthelmintic [28], rodenticidal [29], insecticidal [30], herbicidal [31], anti-parasitic [32], antileishmanial [24], antioxidant [33] and plant-growth regulator [34] properties. Additionally, especially benzoyl thiourea derivatives possess wide applications in several areas of life sciences as catalysts [35][36][37][38][39], fluorescent sensor [40,41], anion selective sensors [42][43][44][45][46] liquid-liquid extraction [47,48], preconcentration [49][50]…”