81307-09-7

Usage

Uses

Used in Organic Synthesis:
3-Methoxy-4-(p-nitrobenzyloxy)benzaldehyde is used as a building block for the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of chemical entities, contributing to the advancement of organic chemistry.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-Methoxy-4-(p-nitrobenzyloxy)benzaldehyde is used as a precursor in the development of new drugs. Its potential applications in drug discovery make it a valuable asset in the search for novel therapeutic agents.
Used in Drug Development:
3-Methoxy-4-(p-nitrobenzyloxy)benzaldehyde has potential applications in the development of new drugs and materials. Its unique chemical properties and reactivity make it a promising candidate for the creation of innovative pharmaceuticals and other materials with potential therapeutic or industrial uses.

InChI:InChI=1/C15H13NO5/c1-20-15-8-12(9-17)4-7-14(15)21-10-11-2-5-13(6-3-11)16(18)19/h2-9H,10H2,1H3

Upstream product

• 100-14-1 4-nitrobenzyl chloride 
• 121-33-5 vanillin 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 121-33-5 vanillin 
• 20357-25-9 6-nitroveratraldehyde 
• 860557-54-6 1-methoxy-4,5-dinitro-2-(4-nitro-benzyloxy)-benzene 
• 63407-34-1 5-methoxy-2-nitro-4-(4-nitro-benzyloxy)-benzoic acid 
• 2454-72-0 6-nitrovanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 81307-10-0 5-methoxy-2-nitro-4-(4-nitro-benzyloxy)-benzaldehyde 

Relevant academic research and scientific papers

SP1-independent inhibition of FOXM1 by modified thiazolidinediones

This research article describes an approach to modify the thiazolidinedione scaffold to produce test drugs capable of binding to, and inhibit, the in vitro transcriptional activity of the oncogenic protein FOXM1. This approach allowed us to obtain FOXM1 i

Synthesis, characterization and antimicrobial activities of organosilicon(IV) complexes

The new organosilicon(IV) complexes of vanillin and thiophene-2-carboxylic acid hydrazide were synthesized and characterized by elemental analyses, molar conductance, infrared and NMR (1H, 13C and 29Si) spectral analyses.

Facile Synthesis of Novel Vanillin Derivatives Incorporating a Bis(2-hydroxyethyl)dithhioacetal Moiety as Antiviral Agents

A series of vanillin derivatives incorporating a bis(2-hydroxyethyl)dithioacetal moiety was designed and synthesized via a facile method. A plausible reaction pathway was proposed and verified by computational studies. Bioassay results demonstrated that target compounds possessed good to excellent activities against potato virus Y (PVY) and cucumber mosaic virus (CMV), of which, compound 6f incorporating a bis(2-hydroxyethyl)dithioacetal moiety, exhibited the best curative and protection activities against PVY and CMV in vivo, with 50% effective concentration values of 217.6, 205.7 μg/mL and 206.3, 186.2 μg/mL, respectively, better than those of ribavirin (848.0, 808.1 μg/mL and 858.2, 766.5 μg/mL, respectively), dufulin (462.6, 454.8 μg/mL and 471.2, 465.4 μg/mL, respectively), and ningnanmycin (440.5, 425.3 μg/mL and 426.1, 405.3 μg/mL, respectively). Current studies provide support for the application of vanillin derivatives incorporating bis(2-hydroxyethyl)dithioacetal as new antiviral agents.

Vanillin-derived antiproliferative compounds influence Plk1 activity

We synthesized a series of vanillin-derived compounds and analyzed them in HeLa cells for their effects on the proliferation of cancer cells. The molecules are derivatives of the lead compound SBE13, a potent inhibitor of the inactive conformation of huma

A new method for induced fit docking (genius) and its application to virtual screening of novel HCV NS3-4A protease inhibitors

Hepatitis C virus (HCV) is an etiologic agent of chronic liver disease, and approximately 170 million people worldwide are infected with the virus. HCV NS3-4A serine protease is essential for the replication of this virus, and thus has been investigated as an attractive target for anti-HCV drugs. In this study, we developed our new induced-fit docking program (genius), and applied it to the discovery of a new class of NS3-4A protease inhibitors (IC50 = 1-10 μM including high selectivity index). The new inhibitors thus identified were modified, based on the docking models, and revealed preliminary structure-activity relationships. Moreover, the genius in silico screening performance was validated by using an enrichment factor. We believe our designed scaffold could contribute to the improvement of HCV chemotherapy.

Syntheses, spectroscopic and crystallographic characterizations of 4-nitrobenzyloxy derivatives and benzofurans from ortho-substituted benzaldehydes and 4-nitrobenzyl bromide

A series of benzyloxybenzaldehyde derivatives (1-3) were prepared by the reactions of 4-nitrobenzyl bromide with 4-hydroxy-3-methoxybenzaldehyde (vanillin), 2-hydroxy-3-methoxybenzaldehyde (o-vanillin) and 2-hydroxy-4-methoxybenzaldehyde. When the reactio

Solid-supported acids for debenzylation of aryl benzyl ethers

Solid-supported acids have been investigated for aromatic debenzylation reactions. Stoichiometric amounts of solid-supported acids in refluxing toluene with or without 4 equiv of methanol effectively provided the desired aromatic debenzylation products of various systems in moderate to excellent yields (up to 98%).