30458-48-1

Basic information

• Product Name: 1H-Benzimidazole, 5-methoxy-2-(4-methoxyphenyl)-
• CAS NO: 30458-48-1
• Molecular Formula: C15H14N2O2
• Molecular Weight: 254.288
• Mol File: 30458-48-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole, 5-methoxy-2-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 5-methoxy-2-(4-methoxyphenyl)-(30458-48-1)
• EPA Substance Registry System: 1H-Benzimidazole, 5-methoxy-2-(4-methoxyphenyl)-(30458-48-1)

Safety Data

• Hazardous Substances Data: 30458-48-1(Hazardous Substances Data)

Usage

Structure

A derivative of benzimidazole with a methoxy group at the 5th position and a 4-methoxyphenyl group at the 2nd position of the benzimidazole ring.

Usage

Commonly used as a building block in organic synthesis, particularly in the pharmaceutical industry for the production of various drugs and biologically active molecules.

Importance

Its specific chemical properties and potential biological activities make it a valuable tool for medicinal chemistry research and drug development.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 15965-54-5 2-chloro-5-methoxy-1H-1,3-benzimidazole 
• 16133-49-6 5-methoxy-2-nitroaniline 
• 96-96-8 4-methoxy-2-nitroaniline 
• 54998-29-7 ethyl 4-methoxybenzimidate hydrochloride 
• 71195-76-1 hydroxy-(4-methoxy-phenyl)-methanesulfonic acid ; anisaldehyde sulfite sodium 

Relevant articles and documents

Dehalogenation reaction photocatalyzed by homoleptic copper(i) complexes associated with strongly reductive sacrificial donors

In order to perform challenging reduction reactions with light, at low cost and low toxicity, we aim at using for the first time a reductive quenching cycle with a simple, strongly colored homoleptic copper(i) complex [Cu(dipp)2]+(dipp = 2,9-diisopropyl-1,10-phenanthroline). Complexes of this family being weak photo-oxidants, we specifically designed and synthesized powerful, recyclable sacrificial electron donors D. We demonstrate that, during irradiation with LED light in the presence of D, the strong reductant [Cu(dipp)2]0is efficiently photo-generated. Further, we present the first photochemical reaction using photo-generated [Cu(dipp)2]0and evidence that the kinetics of the overall reaction are strongly affected by the oxidation potential of the sacrificial donorE(D+/D). Adapting the thermodynamics of sacrificial donors D and [Cu(dipp)2]+has thus allowed us to unlock a brand new concept, giving access to cheap, non-toxic solar light-generated very strong reductive power.

Sulfur/DABCO Promoted Reductive Coupling/Annulation Cascade Reaction between o -Hydroxy/Amino Nitrobenzenes and Benzaldehydes

Sulfur/DABCO was found to be an efficient reagent in promoting- the reductive coupling/annulation of o -nitrophenols or o -nitroanilines with benzaldehydes. This method represents a simple, straightforward, and green approach to the construction of benz-oxazoles and benzimidazoles.

Synthesis, antioxidant, and antimicrobial evaluation of some 2-arylbenzimidazole derivatives

A series of 2-arylbenzimidazole derivatives (3a-3p and 4a-4i) were synthesized and evaluated as potential antioxidant and antimicrobial agents. Their antioxidant properties were evaluated by various in vitro assays including hydroxyl radical (HO) scavenging, superoxide radical anion (O2 -) scavenging, 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, and ferric reducing antioxidant power. Results demonstrated that compounds with hydroxyl group at the 5-position of benzimidazole ring had a comparable or better antioxidant activity in comparison to standard antioxidant tert-butylhydroquinone (TBHQ). Markedly, compound 4h that showed the highest HO scavenging activity (EC50 = 46 μM) in vitro had a significant reduction of 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced intracellular oxidative stress and H2O2-induced cell death. In addition, these compounds showed moderate to good inhibitory activity against Staphylococcus aureus selectively at noncytotoxic concentrations.