2426-84-8

Usage

Uses

Used in Pharmaceutical Industry:
4-(Benzyloxy)-5-methoxy-2-nitrobenzaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its presence of both nitro and aldehyde groups allows for nitro-aldol condensation reactions, which are crucial in the production of certain drugs. The benzyl and methoxy groups provide steric hindrance and influence the reactivity of the compound, enabling the creation of complex molecular structures with potential therapeutic applications.
Used in Dye Industry:
In the dye industry, 4-(Benzyloxy)-5-methoxy-2-nitrobenzaldehyde is utilized as a precursor for the production of various dyes. Its unique structure and functional groups enable the synthesis of dyes with specific color properties and stability, making it an essential component in the development of new dye formulations.
Used in Organic Synthesis:
4-(Benzyloxy)-5-methoxy-2-nitrobenzaldehyde is used as a versatile building block in organic synthesis for the creation of a wide range of organic products. Its functional groups facilitate various chemical reactions, such as condensation, reduction, and substitution, allowing chemists to construct complex molecules with diverse applications in fields like materials science, agrochemicals, and fragrances.
Overall, 4-(Benzyloxy)-5-methoxy-2-nitrobenzaldehyde is a valuable chemical intermediate with applications across multiple industries, including pharmaceuticals, dyes, and organic synthesis, due to its unique structure and reactivity.

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

Upstream product

• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 92964-17-5 (4-benzyloxy-5-methoxy-2-nitro-phenyl)-acetic acid 
• 2454-72-0 6-nitrovanillin 
• 100-44-7 benzyl chloride 
• 121-33-5 vanillin 
• 100-39-0 benzyl bromide 
• 20194-18-7 sodium phenyl-methanolate 
• 712-97-0 6-nitro-1,3-benzodioxole-5-carbaldehyde 
• 82583-99-1 4-Benzyloxy-5-hydroxy-2-nitro-benzaldehyde 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 2454-72-0 6-nitrovanillin 
• 60547-92-4 4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid 
• 82583-95-7 2-amino-4-(benzyloxy)-5-methoxybenzaldehyde 
• 82583-97-9 4-benzyloxy-6-iodo-3-methoxybenzaldehyde 
• 58662-52-5 (E)-3-(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-2-cyano-acrylamide 
• 2426-89-3 1-benzyloxy-2-methoxy-5-nitro-4-(2-nitrovinyl)benzene 
• 227023-66-7 (4-Benzyloxy-5-methoxy-2-nitro-phenyl)-(4-cyano-phenylamino)-acetic acid methyl ester 
• 227021-46-7 N-benzyl-2-(4-benzyloxy-5-methoxy-2-nitrophenyl)-2-(4-cyanophenylamino)acetamide 
• 98258-74-3 1-benzyloxy-2-methoxy-5-nitro-4-(2-nitrovinyl)benzene 
• 350249-74-0 ethyl-2-(2-formylethyl)-6-methoxy-7-benzyloxyquinoline-3-carboxylate 
• 350249-72-8 ethyl-2,2-(3,3-diethoxypropyl)-6-methoxy-7-benzyloxyquinoline-3-carboxylate 
• 350249-78-4 2-[(S)-1-hydroxy-3-phenylprop-2-yl]-2,3,4,5-tetrahydro-8-benzyloxy-9-methoxyazepino[4,3-b]quinolin-1-one 
• 350249-76-2 ethyl 2-{[N((S)-1-hydroxy-3-phenyl)prop-2-yl]-3-aminopropyl}-6-methoxy-7-benzyloxyquinoline-3-carboxylate 
• 64154-78-5 4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride 

Relevant academic research and scientific papers

Mussel-inspired healing of a strong and stiff polymer

Self-healability will greatly improve the reliability, service life and maintenance of synthetic materials. However, it remains a big challenge to realize the self-healing of a strong and stiff polymer due to its poor molecular mobility. Inspired by the h

Photodegradable self-assembling PAMAM dendrons for gene delivery involving dendriplex formation and phototriggered circular DNA release

For effective gene delivery, structural degradation of synthetic carriers is crucial to the release of nucleic acids on the transfection time scale. In this study, we have synthesized the amphiphilic dendritic scaffolds with a photolabile o-nitrobenzyl (o-NB) group that can enable the structural decomposition and controlled release of nucleic acids under active light stimulation. The amphiphilic counterpart composed of a lipophilic cholesterol and a hydrophilic poly(amido amine) (PAMAM) dendron allows the self-assembly into a core-shell-like pseudodendrimer above the critical aggregation concentration (CAC) of approximately 20 μM. On the basis of electrostatic interaction, the polycationic pseudodendrimers are capable of forming stable complexes with polyanionic cyclic reporter genes under low charge excess values, suggesting substantial binding affinity of the dendron assembly toward circular DNA. Because the o-NB group in the dendritic structure undergoes efficient photolytic cleavage, an in vitro test shows that thus-formed "dendriplexes" are readily dissociated under 365 nm light irradiation, causing effective dendron degradation accompanied by DNA release. This photochemical strategy provides an opportunity to control gene binding and release in a spatiotemporal manner.

Synthesis and in-vitro anti-hepatitis-B virus activity of 6H-[1]benzothiopyrano[4,3-b] quinolin-10-ols

A series of 9-methoxy-6H-[1]benzothiopyrano[4,3-b]quinolin-10-ols with a Mannich side chain were synthesized and evaluated for their anti-Hepatitis B virus (HBV) activity in HepG2.2.15 cells. Some compounds showed significant anti-HBV activity with IC50 values less than 41 μM. Among them, compound 9b was the most effective anti-HBV agent (IC50 = 1.7 μM, SI = 60.3).

POLYCYCLIC AMIDES AS CYTOTOXIC AGENTS

The invention relates to a compound of formula (I): or pharmaceutically acceptable salts, solvates, tautomers, stereoisomers or mixtures thereof; wherein the fused ring moiety is a non-alkylating moiety; and wherein the compounds are useful as medicaments, in particular for use as a drug in an antibody-drug conjugate and in the treatment of a proliferative disease, a bacterial infection, a malarial infection and inflammation.

Preparation method of disulfide bond-containing dual-response functional molecule and hydrogel microsphere and application thereof

The invention discloses a disulfide bond-containing dual-response functional molecule, and the structural general formula of the disulfide bond-containing dual-response functional molecule is shown inthe specification. The invention also provides the dual

Phototriggered labeling and crosslinking by 2-nitrobenzyl alcohol derivatives with amine selectivity

Here we report the use of 2-nitrobenzyl alcohol (NB) as a photoreactive group with amine selectivity and explore its applications for photoaffinity labeling and crosslinking of biomolecules. This work confirms that NB is an efficient photoreactive group a

Synthesis and biological evaluation of a novel C8-pyrrolobenzodiazepine (PBD) adenosine conjugate. A study on the role of the PBD ring in the biological activity of PBD-conjugates

Here we sought to evaluate the contribution of the PBD unit to the biological activity of PBD-conjugates and, to this end, an adenosine nucleoside was attached to the PBD A-ring C8 position. A convergent approach was successfully adopted for the synthesis of a novel C8-linked pyrrolo(2,1-c)(1,4)benzodiazepine(PBD)-adenosine(ADN) hybrid. The PBD and adenosine (ADN) moieties were synthesized separately and then linked through a pentynyl linker. To our knowledge, this is the first report of a PBD connected to a nucleoside. Surprisingly, the compound showed no cytotoxicity against murine cells and was inactive against Mycobacterium aurum and M. bovis strains and did not bind to guanine-containing DNA sequences, as shown by DNase I footprinting experiments. Molecular dynamics simulations revealed that the PBD-ADN conjugate was poorly accommodated in the DNA minor groove of two DNA sequences containing the AGA-PBD binding motif, with the adenosine moiety of the ligand preventing the covalent binding of the PBD unit to the guanine amino group of the DNA duplex. These interesting findings shed further light on the ability of the substituents attached at the C8 position of PBDs to affect and modulate the biological and biophysical properties of PBD hybrids.

G-A CROSSLINKING CYTOTOXIC AGENTS

The invention relates to a compound of formula (I): or salts, solvates, isomers or tautomers thereof, wherein; A is a group selected from: R1 is selected from H and halogen; either R2 is selected from -CH2-halogen, C1

CYTOTOXIC AGENTS

The invention relates to a compound of formula (I) or formula (II) or pharmaceutically acceptable salts, solvates, tautomers, stereoisomers or mixtures thereof; which are useful as medicaments, in particular as anti-proliferative agents and for use as a d

Preparation method, raw material, product and application of photo-crosslinking hydrogel material

The invention provides a preparation method, a raw material, a product and an application of a photo-crosslinking hydrogel material. The preparation method comprises the steps of dissolving a component A, namely a photosensitive high polymer derivative, i