14044-48-5

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(1H-Benzoimidazol-2-yl)-Quinoline serves as a key intermediate in the development of new pharmaceuticals, leveraging its pharmacological properties to create compounds with potential therapeutic effects.
Used in Cancer Therapy:
In the field of oncology, 2-(1H-Benzoimidazol-2-yl)-Quinoline is used as an anti-cancer agent for its ability to inhibit the growth of cancer cells. Its potential as a therapeutic agent is currently under investigation for various types of cancer, highlighting its role in the development of novel cancer treatments.
Used in Anti-Inflammatory Applications:
2-(1H-Benzoimidazol-2-yl)-Quinoline also exhibits anti-inflammatory properties, making it a candidate for use in anti-inflammatory drugs. This application could be beneficial in managing conditions characterized by inflammation and reducing associated symptoms.
Used in Anti-Microbial Agents:
Furthermore, 2-(1H-Benzoimidazol-2-yl)-Quinoline has shown promise as an anti-microbial agent, suggesting its potential use in combating microbial infections. This could include applications in the development of new antibiotics or antifungal agents to address the growing challenge of drug-resistant pathogens.

Upstream product

• 91-63-4 2-methylquinoline 
• 95-54-5 1,2-diamino-benzene 
• 93-10-7 quinoline-2-carboxylic acid 
• 88-74-4 2-nitro-aniline 
• 613-53-6 2-tribromomethyl-quinoline 
• 5470-96-2 quinoline 2-carbaldehyde 
• 4403-69-4 2-amino-1-benzylamine 
• 94328-50-4 C₁₆H₁₁N₃O₃ 

Downstream Products

• 80477-73-2 2-[1-(2-Pyridin-4-yl-ethyl)-1H-benzoimidazol-2-yl]-quinoline 
• 887947-77-5 BPh₂(2-(2-quinolyl)benzimidazolato) 
• 945850-97-5 Cu(2-(2-quinolyl)benzimidazole)(bis(2-diphenylphosphinophenyl)ether)BF₄ 
• 945851-01-4 Cu(2-(2-quinolyl)benzimidazole)(PPh₃)2BF₄ 

Relevant academic research and scientific papers

Color tuning associated with heteroleptic cyclometalated Ir(iii) complexes: Influence of the ancillary ligand

We report the preparation of a series of new heteroleptic Ir(iii) metal complexes chelated by two cyclometalated 1-(2,4-difluorophenyl)pyrazole ligands (dfpz)H and a third ancillary bidentate ligand (L^X). Such an intricate design lies in a core concept t

Syntheses and molecular structures of novel Ru(II) complexes with bidentate benzimidazole based ligands and their catalytic efficiency for oxidation of benzyl alcohol

Five bidentate ligands derived from quinoline-2-carboxylic acid, i.e. 2-(1H-benzimidazol-2-yl)quinoline (L1), 2-(1-benzyl-1H-benzimidazol-2-yl)quinoline (L2), 2-[1-(2,3,5,6-tetramethylbenzyl)-1H-benzimidazol-2-yl]quinoline (L3), 2-[1-(4-chlorobenzyl)-1H-benzimidazol-2-yl]quinoline (L4), and 2-[1-(4-methylbenzyl)-1H-benzimidazol-2-yl]quinoline (L5) were synthesized. Treatment of L1-5 with [RuCl2(p-cymene)]2 and KPF6 afforded six-coordinate piano-stool Ru(II) complexes, namely, [RuCl(L1)(p-cymene)]PF6 (C1), [RuCl(L2)(p-cymene)]PF6 (C2), [RuCl(L3)(p-cymene)]PF6 (C3), [RuCl(L4)(p-cymene)]PF6 (C4), and [RuCl(L5)(p-cymene)]PF6 (C5). Synthesized compounds were characterized with different techniques such as 1H and 13C NMR, FT-IR, and UV-vis spectroscopy. The solid state structure of L1 and C3 was confirmed by single-crystal X-ray diffraction analysis. The single crystal structure of C3 verified coordination of L3 to the Ru(II) center. The Ru(II) center has a pseudo-octahedral three legged piano stool geometry. The complexes C1-5 were tested as catalysts for the catalytic oxidation of benzyl alcohol to benzaldehyde in the presence of periodic acid (H5IO6) (Substrate/Catalyst/Oxidant = 1/0.01/0.5). The best result was obtained with C2 (3 h→90%).

Iodine-catalyzed Csp3-H functionalization of methylhetarenes: One-pot synthesis and cytotoxic evaluation of heteroarenyl-benzimidazoles and benzothiazole

An efficient one-pot synthetic procedure has been developed for the preparation of heteroarenyl-benzimidazoles via oxidative Csp3-H functionalization with o-phenylenediamine using I2-DMSO in open air from easily available starting materials. Based on a logical plan a spectrum of multi fundamental reactions like iodination, Kornblum oxidation and amination were brought into one-pot. By using this simple method a library of heteroarenyl-benzimidazoles derivatives (3a–t and 5a–g) and heteroarenyl-benzothiazole (3u) have been synthesized in good to excellent yield and screened for their cytotoxicity against a group of four human cancer cell lines. Among them 3h, 3q and 5b showed significant cytotoxic activities with an IC50 of 1.69, 1.62 and 2.81 μM respectively against lung cancer (A549) cell line.[Figure presented]

Synthesis, thermal, electrochemical and catalytic behavior toward transfer hydrogenation investigations of the half-sandwich RuII complexes with 2-(2′-quinolyl)benzimidazoles

A series ligands (L3-14) of derived from 2-(2′-quinolyl)benzimidazole (QuBim, L1) and 2-(2′-quinolyl)-5,6-dimethylbenzimidazole (QuDmBim, L2) which are an NN-type ligands have been synthesized and characterized with various techniques such as NMR, UV–vis, FT-IR spectroscopy, elemental analysis and X-ray diffraction. The substituted ligands derived from QuBim and QuDmBim have been used as sustaining ligands in the RuII-catalyzed transfer hydrogenation (TH) of acetophenone to secondary alcohols in the presence i-PrOH/KOH. The half-sandwich complexes (C1-14) of RuII with NN-type ligands have been synthesized by cleavage of [(η6-p-cymene)Ru(μ-Cl)]2 dimer. The resulting complexes have been characterized by NMR, UV–vis, FT-IR spectroscopy and elemental analysis. The thermal and electrochemical properties of selected complexes and ligands were investigated.

DNA targeting half sandwich Ru(ii)-: P-cymene-N^N complexes as cancer cell imaging and terminating agents: Influence of regioisomers in cytotoxicity

For diagnosing and annihilating cancer in the human body, herein, we have adopted a one pot convenient synthetic protocol to synthesize a library of half sandwich Ru(ii)-p-cymene-N^N complexes under continuous sonication and isolated their regioisomers by

Oxidative Csp3-H functionalization of 2-methylazaarenes: A practical synthesis of 2-azaarenyl-benzimidazoles and benzothiazoles

Oxidative Csp3-H functionalization of 2-methylazaarenes using I2-DMSO in open flask has been described first time for the synthesis of 2-azaarenyl benzimidazoles and 2-azaarenyl benzothiazoles. Generally, methyl group of 2-methylazaa

Highly selective and effective mercury(ii) fluorescent sensors

A novel mercury non-sulfur and simple fluorescent chemosensor L based on the benzimidazole group and quinoline group as the fluorescence signal group has been designed and synthesized. The receptor could instantly detect the Hg2+ cation over other cations such as Fe3+, Ag+, Ca2+, Cu2+, Co2+, Ni2+, Cd2+, Pb2+, Zn2+, Cr3+, and Mg2+ by fluorescence spectroscopy changes in H2O/DMSO (1:9, v/v) solution with specific selectivity and high sensitivity. The fluorescence color of the solution containing sensor L showed a remarkable change from blue to colorless only after the addition of Hg2+ in aqueous media while other cations did not cause obvious color changes. Moreover, further study demonstrates that the detection limit on the fluorescence response of the sensor to Hg2+ is down to 9.56 × 10-9 M, which is far lower than the maximum level for mercury of 0.01 M in drinking water, from EPA guidelines. Test strips based on L were fabricated, which could act as convenient and efficient Hg2+ test kits. Thus, the probe should have potential applications in an aqueous environment for the monitoring of mercury.

Luminescence and electroluminescence of bis (2-(benzimidazol-2-yl) quinolinato) zinc. Exciplex formation and energy transfer in mixed film of bis (2-(benzimidazol-2-yl) quinolinato) zinc and N,N′-bis-(1-naphthyl)-N, N′-diphenyl-1,1′-biphenyl-4,4′-diamine

The absorption and emission properties of benzimidazol-2-yl-quinoline (BIQ) and bis (2-(benzimidazol-2-yl) quinolinato) zinc (ZnBIQ) a new emitter used for organic light emitting device (OLED) were reported. Exciplexes are observed for ZnBIQ with N,N′-bis-(1-naphthyl)-N,N′-diphenyl-1,1′-biphenyl- 4,4′-diamine (NPB) system, in both electro- and photoluminescent processes. The identification of exciplex emission in co-evaporated and multi-layer ZnBIQ thin film was reported for the first time. The optical formation of the exciplex involves the excitation of a single molecule, followed by the relaxation of that exciton into a lower energy exciplex state. Both BIQ and ZnBIQ possess very high thermal stabilities and can be purified by subliming under the high vacuum condition. Devices consisting of ZnBIQ as the emitting layer have been fabricated, and the emission spectra of ZnBIQ-base devices gave a voltage-dependent spectrum, with the red emission observed (3-7 V), switching over to strong white emission as the bias was raised.

Synthesis, X-ray structure and theoretical investigation of 2-(2’-quinolyl)benzimidazole metal complexes

Synthesis, characterization and DFT analysis of 2-(1H-benzo[d]imidazol-2-yl)quinoline (BQ) and its cobalt and manganese coordination compounds {Co(DMF)(BQ) Cl 2} and {Mn(DMF)(BQ) Cl 2} have been described. The ligand, 2-(1H-benzo[d]imidazol-2-yl)quinoline (BQ) crystallizes in non-centrosymmetric monoclinic crystal system with cell parameters a = 12.9280(4) ?, b = 7.9429(3) ?, c = 25.8478(9) ?, α = γ=90°,β=103.005(2)°. {Co(DMF)(BQ)Cl 2} and {Mn(DMF)(BQ)Cl 2} crystallized in triclinic space group P-1. The metal(II) environment exhibits trigonal bipyramidal coordination. These complexes show presence of N–H …Cl, C–H..Cl hydrogen bonds and strong intramolecular C–H..O interactions. The structure parameters were calculated and they are in good agreement with those observed experimentally. Theoretically calculated frontier molecular orbitals (HOMO–LUMO) of the complexes and their energies indicate intermolecular charge transfer and delocalization of electron density within the molecule. [Figure not available: see fulltext.]

Synthesis and evaluation of 2-aryl-1H-benzo[d]imidazole derivatives as potential microtubule targeting agents

Microtubule targeting agents (MTAs) are the potential drug candidates for anticancer drug discovery. Disrupting the microtubule formation or inhibiting the de-polymerization process by a synthetic molecule can lead to an excellent anticancer drug candidat