29644-86-8

Usage

Appearance

Yellow crystalline solid The compound is a yellow, crystalline solid which is a common physical description of its appearance.

Common uses

pH indicator and pharmaceutical applications This chemical compound is often used as a pH indicator in various scientific experiments and also has applications in the pharmaceutical industry.

Chemical groups

Nitro group and phenol group The presence of a nitro group (-NO2) and a phenol group (Ar-OH) in the structure makes it useful in organic synthesis and as a building block for producing other chemical compounds.

Therapeutic effects

Anti-inflammatory and antioxidant properties The compound has been studied for its potential therapeutic effects, which include anti-inflammatory and antioxidant properties that could be beneficial in the treatment of various diseases and conditions.

Molecular weight

268.26 g/mol The molecular weight of 2-[(E)-(4-methoxyphenyl)methylidene]amino-4-nitrophenol is 268.26 grams per mole, which is a measure of its mass.

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 99-57-0 2-hydroxy-5-nitroaniline 

Downstream Products

• 117649-09-9 Dimethylbis<4-nitro-2(4-methoxybenzylideneamino)phenyloxy>tellurane 
• 54995-53-8 2-(4-methoxyphenyl)benzo[d]oxazol-5-amine 
• 1033-85-8 2-(4'-methoxyphenyl)-5-nitrobenzoxazole 

Relevant academic research and scientific papers

Metallomesogens derived from benzoxazoles-salicylaldimine conjugates

The synthesis, characterization, and mesomorphic properties of a new series of Schiff bases 2a-h and metal complexes 1a-h-M are prepared and their mesomorphic properties studied. Two single crystallographic structures of 2d (n=12, m=1) and 1g-Pd (n=m=12) were determined by X-ray analysis. Both compounds crystallize in a triclinic space group P-1. A dimeric structure formed by intermolecular H-bonds in 2d was observed, giving nematic phase due to a better aspect ratio. The central geometry at Pd2+ ion is nearly perfect square plane. All Schiff bases 2a-h formed N or/and SmC phases. The formation of mesophases of complexes 1a-h-M was strongly dependent on metal ions incorporated. All Cu2+, Ni2+ and Pd2+ complexes exhibited N or/and SmC phase, respectively. However, Zn2+ and Co2+ complexes were not mesogenic. The lack of mesomorphism was probably attributed to a preferred tetrahedral geometry at Zn2+ and Co2+ over a square-planar geometry at Cu2+ and Pd 2+.

Structure-activity relationships of benzimidazoles and related heterocycles as topoisomerase I poisons

A series of substituted 2-(4-methoxyphenyl)-1H-benzimidazoles were synthesized and evaluated as inhibitors of topoisomerase I. The presence of a 5-formyl-, 5-(aminocarbonyl)-, or 5-nitro group (i.e., substituents capable of acting as hydrogen bond accepters) correlated with the potential of select derivatives to inhibit topoisomerase I. In contrast to bi- and terbenzimidazoles, the substituted benzimidazoles that were active as topoisomerase I poisons exhibited minimum or no DNA binding affinity. 5-Nitro-2-(4-methoxyphenyl)-1H-benzimidazole exhibited the highest activity and was significantly more active than the 4-nitro positional isomer. The 5- and 6-nitro derivatives of 2-(4-methoxyphenyl)benzoxazole, 2-(4-methoxyphenyl)benzothiazole, and 2-(4-methoxyphenyl)indole were synthesized and their relative activity as topoisomerase I inhibitors determined. None of these heterocyclic analogues were effective in significantly inhibiting cleavable-complex formation in the presence of DNA and topoisomerase I, suggesting a high degree of structural specificity associated with the interaction of these substituted benzimidazoles with the enzyme or the enzyme-DNA complex. In evaluating their cytotoxicity, these new topoisomerase I poisons also exhibited no significant cross-resistance against cell lines that express camptothecin-resistant topoisomerase I.