116506-13-9

Upstream product

• 5805-39-0 2-(aminophenyl)benzimidazole 
• 90-02-8 salicylaldehyde 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 99779-03-0 2-benzo[4,5]imidazo[1,2-c]quinazolin-6-ylphenol 

Relevant academic research and scientific papers

Metal ion-assisted ring-opening of a quinazoline-based chemosensor: Detection of copper(II) in aqueous media

A quinazoline-based fluorescence chemosensor, 6-phenol-2-yl-(5,6-dihydrobenzimidazo[1,2-c])quinazoline (HL), for highly selective recognition of Cu(II) in aqueous media was synthesized. The detection limit was of the order of 10-6 M. The crystal structures of the Cu(II) and Cd(II) complexes showed that HL changed to a Schiff base when it reacts with metal salts and that the metal ions coordinate with two nitrogen atoms and one hydroxyl oxygen atom from the Schiff base. The theoretical calculations at B3LYP-SCRF/6-31G(d) confirmed that it is the Cu(II) ion that assisted the ring-opening of the quinazoline derivative, forming a Cu(II) Schiff base complex during the detection. LMCT leads to the disappearance of fluorescence. A cell imaging study indicated that HL could be used to detect the intracellular Cu2+ ion.

Design, synthesis, characterization and anticancer evaluation of novel mixed complexes derived from 2-(1H-Benzimizadol-2-yl)aniline schiff base and 2-mercaptobenzimidazole or 2-aminobenzothiazole

Two Schiff base ligands ((benzimidazol-2-phenyl)iminomethyl)phenol (HL1) (1) and 2-(1-H-benzimidazol-2- yl)phenyl)imino)methyl) naphthol (HL2) (2) were synthesized via condensation of 2-(1H-benzimizadol-2-yl)aniline and respectively salicylaldehyde or naphtylaldehyde. The synthesis of mixed complexes (3)-(6) was realized by reacting ligands HL1 (1) and HL2 (2), copper salt (CuCl2.2H2O) and respectively one equivalent of 2-mercaptobenzothiazole or 2- aminobenzothiazole. The ligands as well as the metal complexes have been identified with multiple spectroscopic techniques. The results data indicate that the copper is linked to ligands via deprotonated phenolic oxygen atom, nitrogen or sulphur atom of co-ligands and the coordination was realized through the azomethine group. X-ray powder diffraction analysis of complexes suggests that they posses monoclinic structure for complexes (3) and (4), while complex (5) has orthorhombic structure and rhombohedral structure for complex (6). The in vitro anticancer activities of the different complexes were evaluated and the results revealed an important cytotoxicity of complex (6) against lung human cancer A-549 and very good selectivity with 12.4 values of inhibitory concentration IC 50. The best result was described with complex (4) and present high activities on both A-549 and Caco-2 indicating good selectivity on lung human cancer A-549 and moderate selectivity on colorectal cell line Caco-2 with 10.9 and 15.7 respectively of IC 50.

ZnO decorated with organic nanoparticles based sensor for the ratiometric selective determination of mercury ions

ZnO nanoparticles decorated with organic receptor 1 (R1) have been prepared and the resultant compound (N1) was investigated for its metal recognition ability. N1 was found to be selective for mercury ions (Hg2+) in a DMSO/water mixture in a ratio of 7 : 3 and possessed no interference from any of the potential interferent metal ions. The crystal size and morphology of ZnO is characterized using various spectroscopic and diffraction techniques like scanning electron microscopy, X-ray diffraction (XRD), dynamic light scattering (DLS), etc. Surface decoration of the ZnO with receptor 1 is confirmed using NMR spectroscopy. On successive additions of Hg2+ ions, the fluoresence intensity of the compound was quenched at 427 nm with enhancement of the peak at 482 nm, which led to ratiometric sensor development for the recognition of mercury ions having a detection limit of 0.19 nM. The prepared receptor was also tested for real sample application by preparing a known concentration of Hg2+ solution and it was found to respond well with an accuracy more than 90%.

Synthesis, biological screening and molecular modeling studies of novel 3-chloro-4-substituted-1-(2-(1H-benzimidazol-2-yl)phenyl))-azetidin-2-ones

In the present investigation synthesis of some novel 1-(2-(1H-benzimidazol- 2-yl)phenyl)-3-chloro-4-(Un/substitutedphenyl)azetidin-2-one (3a-3h) antibacterial are reported. Structures of synthesized compounds were confirmed by spectral techniques (IR, Mass, 1H-NMR) All reactions were monitored with analytical thin layer chromatography. Synthesized compounds were docked in to the active site of enzyme transpeptidase. Compounds 3a, 3b, 3d and 3g were found to have good affinity for transpeptidase with potent antibacterial activity. A good correlation is found between in silico docking analysis and in vitro antibacterial activity.

Synthesis and antimicrobial activities of a new class of 6-arylbenzimidazo[1,2-c]quinazolines

A series of 6-arylbenzimidazo[1,2-c]quinazoline compounds (11-20) were synthesised by the condensation of 2-(o-aminophenyl)benzimidazole with different arylaldehydes, followed by oxidative cyclisation of the resulting 2-o-arylideneaminophenylbenzimidazoles (1-10). All the products were characterized via IR, 1H NMR, 13C NMR, MS and elemental analysis. The antimicrobial activities of all 6-arylbenzimidazo [1,2-c]quinazolines against three Gram-positive (S. aureus, B. subtilis, S. pyogenes), three Gram-negative (S. typhimurium, E. coli, K. pneumonia) bacteria and three fungal strains (A. niger, C. albicans, T. viridae) were evaluated. Among the compounds tested 13, 19 and 20 showed most potent inhibitory action against test organisms.