96315-18-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Nitro-4-(phenylMethoxy)phenol is used as a key intermediate in the synthesis of novel anilide compounds. These compounds serve as acyl CoA cholesterol acyltransferase (ACAT) inhibitors, which play a crucial role in the regulation of cholesterol metabolism. By inhibiting ACAT, these anilide compounds can potentially help in the management of hypercholesterolemia and other related cardiovascular diseases.
Used in Chemical Research:
2-Nitro-4-(phenylMethoxy)phenol can also be utilized in chemical research for the development of new compounds with potential applications in various fields. Its unique structure allows for further functionalization and modification, enabling the creation of new molecules with improved properties and functionalities.

Upstream product

• 103-16-2 4-Benzyloxyphenol 
• 51792-85-9 (((2-nitro-1,4-phenylene)bis(oxy))bis(methylene))dibenzene 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 130570-56-8 4-benzyloxy-1-methoxy-2-nitro-benzene 
• 1448861-49-1 C₁₉H₂₁NO₅ 
• 1448861-54-8 C₄₂H₅₅BrN₂O₁₁ 
• 1448861-55-9 C₄₂H₅₅N₅O₁₁ 
• 1448861-56-0 C₄₃H₅₅N₅O₁₂ 
• 1448861-57-1 C₃₆H₄₉N₅O₁₂ 
• 1448861-58-2 C₄₃H₅₄N₆O₁₄ 
• 1448861-60-6 C₄₈H₅₄N₆O₂₄ 
• 1448861-50-4 C₂₆H₂₇NO₇S 
• 1448861-51-5 C₂₆H₂₆N₂O₇ 
• 1448861-52-6 C₂₆H₃₀N₂O₃ 
• 1448861-53-7 C₄₂H₅₄N₂O₁₁ 
• 213684-85-6 6-((5-(benzyloxy)benzo[d]oxazol-2-yl)thio)-N-(2,6-diisopropylphenyl)hexanamide 

Relevant academic research and scientific papers

Substituent effects on the electronic structure of the flat Blatter radical: Correlation analysis of experimental and computational data

A series of C(10)-substituted derivatives of 2-Ph-3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yl was obtained using the aza-Pschorr, photochemical and radical-induced cyclization reactions, and through functional group transformations of the C(10)-amino and C(10)-iodo derivatives. The iodo derivative underwent Pd-catalyzed C-C cross coupling reactions leading to the installation of Ph, 2-thienyl and PhCC groups at the C(10) position effectively extending electronic conjugation. The substituent effect on the electronic properties of the 3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yl was investigated in twenty one derivatives with a diverse range of functional groups by spectroscopic (UV-vis and EPR) and electrochemical methods augmented with DFT calculations. Results show that the lowest energy electronic absorption and redox potentials correlate well with the σp substituent parameter, while aN hfcc and the N-H bond dissociation energy (BDE) are well described by the σm parameter. In general, increasing the electron donating ability of the C(10)-X substituent lowers the π-π?(1) excitation energy, cathodically shifts the redox potentials, increases spin delocalization beyond the [1,2,4]triazinyl ring and lowers BDE. The latter two parameters are important indicators of the overall radical stability. Molecular and crystal structures of three radicals were established with the single crystal XRD method. This journal is

A Synthetic Fluorescent Mitochondria-Targeted Sensor for Ratiometric Imaging of Calcium in Live Cells

Ca2+ handling by mitochondria is crucial for cell life and the direct measure of mitochondrial Ca2+ concentration in living cells is of pivotal interest. Genetically-encoded indicators greatly facilitated this task, however they require demanding delivery procedures. On the other hand, existing mitochondria-targeted synthetic Ca2+ indicators are plagued by several drawbacks, for example, non-specific localization, leakage, toxicity. Here we report the synthesis and characterization of a new fluorescent Ca2+ sensor, named mt-fura-2, obtained by coupling two triphenylphosphonium cations to the molecular backbone of the ratiometric Ca2+ indicator fura-2. Mt-fura-2 binds Ca2+ with a dissociation constant of ≈1.5 μm in vitro. When loaded in different cell types as acetoxymethyl ester, the probe shows proper mitochondrial localization and accurately measures matrix [Ca2+] variations, proving its superiority over available dyes. We describe the synthesis, characterization and application of mt-fura-2 to cell types where the delivery of genetically-encoded indicators is troublesome.

Synthesis of an azido-tagged low affinity ratiometric calcium sensor

Changes in high localised concentrations of Ca2+ ions are fundamental to cell signalling. The synthesis of a dual excitation, ratiometric calcium ion sensor with a Kd of 90 μM, is described. It is tagged with an azido group for bioconjugation, and absorbs in the blue/green and emits in the red region of the visible spectrum with a large Stokes shift. The binding modulating nitro group is introduced to the BAPTA core prior to construction of a benzofuran-2-yl carboxaldehyde by an allylation-oxidation-cyclisation sequence, which is followed by condensation with an azido-tagged thiohydantoin. The thiohydantoin unit has to be protected with an acetoxymethyl (AM) caging group to allow CuAAC click reaction and incorporation of the KDEL peptide endoplasmic reticulum (ER) retention sequence.

Intracellular click reaction with a fluorescent chemical Ca2+ indicator to prolong its cytosolic retention

The powerful strategy of "intracellular click reaction" was used to retain a chemical Ca2+ indicator in the cytosol. Specifically, a novel clickable Ca2+ indicator "N3-fura-2 AM" was coupled with dibenzylcyclooctyl-modified biomacromolecules via copper-free click reaction in living cells and Ca2+ oscillation was observed for an extended period of time.

A mild procedure for the preparation of o-nitrophenols by nitro urea or ammonium nitrate in the presence of silica sulfuric acid (SiO 2-OSO3H)

A mixture of ammonium nitrate or nitro urea and silica sulfuric acid was found to be efficient and environmentally friendly nitrating media for the preparation of orto-nitro phenols in dichloromethane at room temperature. A mixture of ammonium nitrate or nitro urea and silica sulfuric acid was found to be efficient and environmentally friendly nitrating media for the preparation of orto-nitro phenols in dichloromethane at room temperature.

Nitro-group-directed selective dealkylation

Nitro-substituted phenolic ethers were successfully selectively dealkylated. The directing effect of the nitro group is supported by the excellent regioselectivities and good yields. These reactions demonstrate that the complexation of AlCl3 with the phenolic nitro group is stronger than with the phenolic ether alone. The mechanism for the selective dealkylation directed by the nitro group is proposed.

Aluminum nitrate and silica sulfuric acid as efficient nitrating media for the mononitration of phenols under mild and heterogeneous conditions

A variety of phenol derivatives were successfully nitrated via combination of Al(NO3)3-9H2O and silica sulfuric acid in the presence of wet SiO2 (50% w/w) in dichloromethane at room temperature with moderate-to-good yields.

CETP INHIBITORS

Compounds of Formula I, including pharmaceutically acceptable salts of the compounds, are CETP inhibitors, and are useful for raising HDL-cholesterol, reducing LDL-cholesterol, and for treating or preventing atherosclerosis. I

Therapeutic diphenyl ether ligands

This invention is directed to compounds of formula Ia, Ib or Ic and to pharmaceutical compositions thereof: or a prodrug thereof and a pharmaceutically acceptable carrier, wherein the R groups are defined in the specification; and, in which the dashed line represents an optional double bond. The invention is also directed to methods of treating, diagnosing, and preventing disorders of the central nervous system that are associated with 5HT receptors, including obesity, attention deficit disorder, migraine, depression, epilepsy, anxiety, Alzheimer's disease, withdrawal from drug abuse, pain, schizophrenia, stress-related disorders, panic disorder, sleep disorders, phobias, obsessive compulsive disorder, post-traumatic-stress syndrome, immune system depression, stress-induced gastrointestinal dysfunction, stress-induced cardiovascular dysfunction, and sexual dysfunction.

PROCESS FOR PRODUCING NITROPHENOL DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing 2-nitrophenol derivative in which the 4-position is substituted with an alkoxy, aralkyloxy, aryloxy or heterocycloxy group by a simple method in a good yield applicable to mass production. SOLUTION: The method for producing the nitrophenol derivative represented by structural formula (B) (wherein R1 is an alkyl, aralkyl, aryl or heterocyclic group; R2 is a substituent; and n is an integer of 0-3, and when n is 2 or 3, a plurality of R2 may be the same or different, and when n is ≥1, R1 and R2 or a plurality of R2s may be linked with each other to form a ring) comprises reacting a phenol derivative represented by structural formula (A) (wherein R1, R2, and n are the same as defined above) with nitric acid in a solvent having a relative dielectric constant of ≤10. COPYRIGHT: (C)2006,JPOandNCIPI