82040-91-3

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 3251-56-7 2-methoxy-4-nitrophenol 
• 100200-99-5 potassium 2-methoxy-4-nitrophenolate monohydrate 
• 109-64-8 1,3-dibromo-propane 

Downstream Products

• 19871-39-7 N-methyl-2-methoxy-5-nitroaniline 
• 107954-02-9 1-bromo-4-(2-methylamino-4-nitrophenoxy)butane 
• 107953-91-3 2-(4-(2-methoxy-4-nitrophenoxy)butyl)isoindoline-1,3-dione 
• 107967-99-7 4-(2-methoxy-4-nitrophenoxy)butyl ester of 4-carbamoyl-3-(2-(3,5(S)-dimethyl-2-oxocyclohexylidene)ethyl)butanoic acid 
• 107953-93-5 N-(4-(2-methoxy-4-nitrophenoxy)-1-butyl)cycloheximide 
• 82040-92-4 2-methoxy-4-nitro-N-phenylaniline 
• 67438-19-1 N-(2-methoxy-4-nitrophenyl)-3-anilinobutanol 
• 700804-24-6 4-(4-(2-methoxy-4-nitrophenoxy)butyl)morpholine 
• 67438-16-8 1-(2-methoxy-4-nitrophenoxy)-4-anilinobutane 

Relevant academic research and scientific papers

Discovery of highly potent human glutaminyl cyclase (QC) inhibitors as anti-Alzheimer's agents by the combination of pharmacophore-based and structure-based design

The inhibition of glutaminyl cyclase (QC) may provide a promising strategy for the treatment of early Alzheimer's disease (AD) by reducing the amount of the toxic pyroform of β-amyloid (AβΝ3pE) in the brains of AD patients. In this work, we ide

Potent human glutaminyl cyclase inhibitors as potential anti-Alzheimer's agents: Structure-activity relationship study of Arg-mimetic region

Pyroglutamate-modified amyloid β peptides (pGlu-Aβ) are highly neurotoxic and promote the formation of amyloid plaques. The pGlu-Aβ peptides are generated by glutaminyl cyclase (QC), and recent clinical studies indicate that QC represents an alternative t

Discovery of Potent Human Glutaminyl Cyclase Inhibitors as Anti-Alzheimer’s Agents Based on Rational Design

Glutaminyl cyclase (QC) has been implicated in the formation of toxic amyloid plaques by generating the N-terminal pyroglutamate of β-amyloid peptides (pGlu-Aβ) and thus may participate in the pathogenesis of Alzheimer’s disease (AD). We designed a library of glutamyl cyclase (QC) inhibitors based on the proposed binding mode of the preferred substrate, Aβ3E?42. An in vitro structure-activity relationship study identified several excellent QC inhibitors demonstrating 5- to 40-fold increases in potency compared to a known QC inhibitor. When tested in mouse models of AD, compound 212 significantly reduced the brain concentrations of pyroform Aβ and total Aβ and restored cognitive functions. This potent Aβ-lowering effect was achieved by incorporating an additional binding region into our previously established pharmacophoric model, resulting in strong interactions with the carboxylate group of Glu327 in the QC binding site. Our study offers useful insights in designing novel QC inhibitors as a potential treatment option for AD.

Topologically Controlled Coulombic Interactions, a New Tool in the Developing of Novel Reactivity. Photochemical and Electrochemical Cleavage of Phenyl Alkyl Ethers

The hypothesis that a specific placement of a positive charge would dramatically alter the behavior of a charged intermediate has been tested.Phenyl ethers substituted by electron-attracting groups do not undergo reductive fragmentation.However, related α-piperidino-ω-(4-substituted-phenoxy)alkanes give alkyl ether photocleavage when the linker between the redox centers is short, or the usual substitution-reduction photochemistry when it is long.Mechanistic experiments suggest that the photofragmentation process operates through space intramolecular electron transfer to the triplet aromatic chromophore and that a coplanar relative orientation of the alkyl ether bond and the phenyl ring is compulsory for the photofragmentation to be observed.Configuration interaction AM1 calculations justify the described facts, indicating that the fragmentation process is only operative when a Coulombic stabilization of a ?* intramolecular electron transfer excited state is produced.Electrochemical studies carried out with the corresponding quaternary salts (intermolecular generation of the phenyl ether radical anion) confirm the conclusions derived from the photochemical experiments.

4-NITROPYROCATECHOL ETHERS AS POSSIBLE PHOTOAFFINITY LABELS. PHOTOCHEMICAL REACTIONS OF 4-NITROPYROCATECHOL ETHERS OF BIOLOGICALLY ACTIVE COMPOUNDS

The photochemical reactions of O- and N-(2-methoxy-4-nitro)phenoxyalkyl derivatives of estrone and of the antibiotic cycloheximide with methylamine afford clean substitutions of the methoxy group.From these experiments it is inferred that 2-methoxy-4-nitrophenyl ethers can be good photoaffinity labels.

Photoinduced Intramolecular Substitution. II. Absence of meta-Favoring Effect in Nucleophilic Photosubstitution of Nitroveratrole Derivatives

Possible occurrence of the photo-Smiles rearrangement accompanying meta-favoring nucleophilic aromatic substitution was examined in a homologous series of 1-(2-methoxy-4-nitrophenoxy)-ω-anilinoalkanes.The structure of reaction products, the reaction kinet