76875-21-3

Usage

Type of compound

Heterocyclic organic compound

Structure

Contains an imidazole ring with a methoxy group attached to the phenyl ring

Pharmaceutical applications

Potential use as a building block for the synthesis of bioactive molecules

Usage

Chemical research and development, particularly in the field of medicinal chemistry

Biological activities

Exhibits various biological activities

Potential uses

May be involved in the development of new drugs and pharmaceutical products

InChI:InChI=1/C10H10N2O/c1-13-9-4-2-3-8(7-9)10-11-5-6-12-10/h2-7H,1H3,(H,11,12)

Upstream product

• 100-66-3 methoxybenzene 
• 50846-98-5 2-Diazo-2H-imidazole 
• 61161-41-9 2-(3-methoxyphenyl)-4,5-dihydro-1H-imidazole 
• 288-32-4 1H-imidazole 
• 766-85-8 3-methoxy-1-iodobenzene 
• 131543-46-9 Glyoxal 
• 591-31-1 3-methoxy-benzaldehyde 

Downstream Products

• 52091-36-8 2-(3-hydroxyphenyl)-1H-imidazole 
• 1395093-67-0 3-(2,6-diisopropylphenyl)imidazo[1,2-f]phenanthridin-11-ol 
• 1395093-64-7 3-(2,6-diisopropylphenyl)-11-methoxyimidazo[1,2-f]phenanthridine 

Relevant academic research and scientific papers

Targeting the FtsZ Allosteric Binding Site with a Novel Fluorescence Polarization Screen, Cytological and Structural Approaches for Antibacterial Discovery

Bacterial resistance to antibiotics makes previously manageable infections again disabling and lethal, highlighting the need for new antibacterial strategies. In this regard, inhibition of the bacterial division process by targeting key protein FtsZ has been recognized as an attractive approach for discovering new antibiotics. Binding of small molecules to the cleft between the N-terminal guanosine triphosphate (GTP)-binding and the C-terminal subdomains allosterically impairs the FtsZ function, eventually inhibiting bacterial division. Nonetheless, the lack of appropriate chemical tools to develop a binding screen against this site has hampered the discovery of FtsZ antibacterial inhibitors. Herein, we describe the first competitive binding assay to identify FtsZ allosteric ligands interacting with the interdomain cleft, based on the use of specific high-affinity fluorescent probes. This novel assay, together with phenotypic profiling and X-ray crystallographic insights, enables the identification and characterization of FtsZ inhibitors of bacterial division aiming at the discovery of more effective antibacterials.

Tuning the Excited State of Tetradentate Pd(II) Complexes for Highly Efficient Deep-Blue Phosphorescent Materials

Deep-blue-light-emitting materials are urgently desired in high-performance organic light-emitting diodes (OLEDs) for full-color display and solid-state lighting applications. However, the development of stable and efficient deep-blue emitters remains a great challenge. Herein, a series of stable and efficient tetradentate Pd(II)-complex-based deep-blue emitters with rigid 5/6/6 metallocycles and no F atom were designed and synthesized. These deep-blue emitters employ various isoelectronic five-membered heteroaryl-ring-containing ligands to exhibit extremely narrow emission spectra peaking at 439-443 nm with a full width at half-maximum (fwhm) of only 22-38 nm in 2-methyltetrahydrofuran at room temperature. In particular, the design of an intramolecular hydrogen bond enabled the 1-phenyl-1,2,3-trazole-based Pd(II) complexes to achieve CIEy 0.1 (0.069-0.078; CIE is Commission Internationale de L'Eclairage). Theoretical calculation and natural transition orbital analysis reveal that these deep-blue materials emit light exclusively from their ligand (carbazole)-centered (3LC) states. Moreover, the triplet excited-state property can be efficiently regulated through ligand modification with isoelectronic oxazole and thiazole rings or pyridine rings, resulting in sky-blue-to-yellow materials, which emit light originating from an admixture of metal-to-ligand charge-transfer (3MLCT) and intraligand charge-transfer states. The newly developed Pd(II) complexes are strongly emissive in various matrixes with a quantum efficiency of up to 51% and also highly thermally stable with a 5% weight-reduction temperature (ΔT5%) of up to 400 °C. Deep-blue OLEDs with CIEy 0.1 employing Pd(II) complexes as emitters were successfully fabricated for the first time. This study demonstrates that the Pd(II) complexes can act as excellent phosphorescent light-emitting materials through rational molecular design and also provide a valuable method for the development of Pd(II)-complex-based efficient and stable deep-blue emitters.

Four-tooth-ring metal palladium (II) complex phosphorescent material

The invention discloses a four-tooth-ring metal palladium (II) complex phosphorescent material represented by a formula (I), wherein a pentabasic heteromatic group Ar is formula (shown in the description) and is selected from one of the following formulae: 2H-1,2,3-triazole, wherein X1 is equal to N, X2 is equal to N, and X3 is equal to CH); 1H-1,2,3-triazole, wherein X1 is equal to CH, X2 is equal to N, and X3 is equal to N; oxazole, wherein X1 is equal to O, X2 is equal to C, and X3 is equal to CH; thiazole, X1 is equal to S, X2 is equal to C, and X3 is equal to CH; or N-methylimidazole, wherein X1 is equal to N-Me, X2 is equal to C, and X3 is equal to CH). The four-tooth-ring metal palladium (II) complex phosphorescent material is strong in molecular rigidity, capable of effectively reducing energy consumed by molecular vibration, high in phosphorescent quantum efficiency and good in chemical stability and thermal stability and can be applied to luminescent layers of organic luminescent devices.

TETRADENTATE AND OCTAHEDRAL METAL COMPLEXES CONTAINING NAPHTHYRIDINOCARBAZOLE AND ITS ANALOGUES

Tetradentate and octahedral metal complexes suitable for use as phosphorescent or delayed fluorescent and phosphorescent emitters in display and lighting applications.

An efficient synthesis of 2-arylimidazoles by oxidation of 2-arylimidazolines using activated carbon-O2 system and its application to palladium-catalyzed Mizoroki-Heck reaction

Oxidative conversion of 2-substituted imidazoline (dihydroimidazole) to the corresponding imidazole was achieved by an activated carbon-O2 system. Also, the 2-arylimidazolines and 2-arylimidazoles have been found to work as simple ligands in the palladium-catalyzed Mizoroki-Heck reaction.

2,5-DIAZACYCLOPENTADIENYLIDENE: A STANDARD CARBENE OR A HIGHLY REACTIVE DIRADICAL?

2,5-Diazacyclopentadienylidene (2H-imidazolidene), generated either by photolysis or thermolysis from 2-diazo-2H-imidazole, reacts with benzene derivatives to give mainly a mixture of o-, m-, p-substitued 2-phenylimidazoles.The carbene shows a strong diradical character, in sharp contrast with the well-known behavior of cyclopentadienylidene.