74199-46-5

Upstream product

• 90-02-8 salicylaldehyde 
• 530-62-1 1,1'-carbonyldiimidazole 

Relevant academic research and scientific papers

Metal-free, Mild, and Selective Synthesis of Bis(pyrazolyl)alkanes by Nucleophile-Catalyzed Condensation

Bis(pyrazolyl)alkanes are a prolific class of ligands for catalysis, accessible by the condensation between bis(pyrazolyl)methanones and carbonyls. In this report, we describe a nucleophile-catalyzed innovation on this condensation that avoids the transition metals, high temperatures, reagent excess, and air-sensitive reagents common among the existing protocols. Significantly, this method accommodates sterically hindered and electronically diverse pyrazoles and aldehydes, applicable for systematic ligand optimization. Furthermore, our scope includes azoles and bridging functional groups previously unreported for this reaction, promising for new heteroscorpionate catalysts. We provide the first direct evidence for an elusive reaction intermediate and characterize the most complete mechanism for this condensation.

Heteroscorpionate-based heteroleptic copper(II) complexes: Antioxidant, molecular docking and in vitro cytotoxicity studies

Three new heteroscorpionate ligands, (2-hydroxyphenyl)bis(imidazol-1-yl)methane (HL1), (4-diethylamino-2-hydroxyphenyl)bis(imidazol-1-yl)methane (HL2) and (5-bromo-2-hydroxyphenyl)bis(imidazol-1-yl)methane (HL3), and their heteroleptic copper(II) complexes of the type [Cu(L1–3)diimine]ClO4 (1–6; where diimine =2,2′-bipyridyl or 1,10-phenanthroline) have been synthesized and characterized using spectroscopic methods. The molecular structure of ligand HL1 was determined by single-crystal X-ray diffraction. UV–visible, electron paramagnetic resonance and theoretical studies suggest a distorted square pyramidal geometry around copper(II) ion. Analyses of highest occupied and lowest unoccupied molecular orbitals have been used to explain the charge transfer taking place within the complexes. The antioxidant activities of the heteroscorpionate ligands and their heteroleptic copper(II) complexes were determined using ABTS, DPPH and H2O2 free radical scavenging assays with respect to standard antioxidant ascorbic acid. In molecular docking studies, the complexes showed π–π, hydrogen bonding, van der Waals and electrostatic interactions with fibroblast growth factor receptor kinase. In vitro cytotoxicity activities of ligands and copper(II) complexes were examined on human breast adenocarcinoma (MCF-7), cervical (HeLa) and lung (A549) cancer cell lines and normal human dermal fibroblast cell line using MTT assay. Complex 4 exhibited higher anticancer activity than the other complexes against all three cancer lines, being more potent than the standard drug cisplatin.