1530-41-2

Usage

Uses

Used in Organic Synthesis:
(3-nitrobenzyl)(triphenyl)phosphonium is used as a reactant for the formation of carbon-carbon bonds and as a precursor in the production of pharmaceuticals and agrochemicals. Its presence in organic synthesis aids in creating complex molecular structures.
Used as a Phase-Transfer Catalyst:
In the chemical industry, (3-nitrobenzyl)(triphenyl)phosphonium is utilized as a phase-transfer catalyst to facilitate organic reactions, particularly those involving the transfer of reactants between phases with different polarities.
Used in the Synthesis of Heterocyclic Compounds:
(3-nitrobenzyl)(triphenyl)phosphonium is employed as a reagent in the synthesis of heterocyclic compounds, which are important in various fields such as pharmaceuticals, agrochemicals, and materials science.
Used for Nitration and Reduction Reactions:
The nitro group in (3-nitrobenzyl)(triphenyl)phosphonium makes it useful for nitration reactions, where the nitro group is introduced into an organic molecule. Additionally, it can be used in reduction reactions, where the nitro group is reduced to other nitrogen-containing functional groups.
Used to Enhance Solubility and Reactivity:
The phosphonium moiety in (3-nitrobenzyl)(triphenyl)phosphonium improves its solubility in organic solvents, which is crucial for many organic reactions. This enhanced solubility also contributes to its reactivity, making it a preferred choice in various chemical processes.

Upstream product

• 99-08-1 1-methyl-3-nitrobenzene 
• 603-35-0 triphenylphosphine 
• 3958-57-4 1-bromomethyl-3-nitrobenzene 

Downstream Products

• 89302-80-7 (m-Nitrophenyl)allene 
• 98460-10-7 11-Fluoro-9-[(E)-2-(3-nitro-phenyl)-vinyl]-dibenzo[c,g]phenanthrene 
• 61110-97-2 (3-nitrobenzylidene)triphenylphosphorane 
• 14064-52-9 3-nitrostilbene 
• 40473-92-5 1-trifluoromethyl-4-[2-(3-nitrophenyl)ethenyl]benzene 
• 1174988-17-0 C₁₅H₁₀F₃NO₃ 
• 81362-71-2 C₁₅H₁₃NO₂ 
• 60291-42-1 C₁₄H₁₀ClNO₂ 
• 4714-26-5 3-nitrostilbene 
• 859330-84-0 1-methoxy-4-[2-(3-nitrophenyl)ethenyl]benzene 
• 1372720-57-4 (Z)-1-fluoro-2-(3-nitrostyryl)benzene 
• 139141-10-9 (E)-1-fluoro-2-(3-nitrostyryl)benzene 
• 1391908-68-1 1,2-bis(2-nitro-5-acetamidophenyl)ethane 
• 71865-87-7 1,2-bis(3-aminophenyl)ethane 

Relevant academic research and scientific papers

Photochemical and Thermal Hydrations of Aromatic Allenes. Evidence for Allyl and Vinyl Cation Intermediates

The photohydration of aromatic allenes has been studied in water and in dilute aqueous sulfuric acid (0-25percent H2SO4).It was found that phenylallene (2a) and α-methylphenylallene (2b) undergo photohydration to give the corresponding cinnamyl alcohol derivatives.The proposed mechanism involves protonation of the central carbon of phenylallenes in their singlet excited state (S1).In contrast, (p-nitrophenyl)allene (2g) and (m-nitrophenyl)allene (2h) gave the corresponding (nitrophenyl)acetones.The mechanism for the formation of these ketones is believed to be due to initial protonation of the α- or γ-carbon atom of the (nitrophenyl)allene in the triplet excited state (T1).Phenylallenes with CN, CF3, and F substituents failed to photohydrate.The results of these photohydrations were compared with those of the much slower thermal hydrations in 70-83percent H2SO4.Phenylallenes 2a and 2b cyclized to the corresponding indene derivatives in 70percent H2SO4.Phenylallenes with NO2-substituents (2g-2h) underwent hydration to give the corresponding (nitrophenyl)acetones (expected products) and (nitrophenyl)-1-propanones (unexpected products) in 83percent H2SO4.Similar results were obtained with (m-cyanophenyl)allene.The formation of both types of ketone is discussed in terms of the intermediacy of a common vinyl cation intermediate.

Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters

A set of new substituted dienes were synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Compounds 4.22, 4.30, 4.33, 4.39 had IC50 below 5 μmol/L; 4.22 and 4.39 were selected for studies of the mechanism of action. Cell cycle analysis revealed an increase in the number of apoptotic cells at 5 × IC50 concentration, where activation of irreversible changes leading to cell death can be expected. Both 4.22 and 4.39 led to the accumulation of cells in the G0/G1 phase with partial inhibition of DNA/RNA synthesis at 1 × IC50 and almost complete inhibition at 5 × IC50. Interestingly, compound 4.39 at 5 × IC50 caused the accumulation of cells in the S phase. Higher concentrations of tested drugs probably inhibit more off-targets than lower concentrations. Mechanisms disrupting cellular metabolism can induce the accumulation of cells in the S phase. Both compounds 4.22 and 4.39 trigger selective apoptosis in cancer cells via intrinsic pathway, which we have demonstrated by changes in the expression of the crucial apoptosis-related protein. Pharmacological parameters of derivative 4.22 were superior to 4.39, therefore 4.22 was the finally selected candidate for the development of anticancer drug.

Site-Selective Nitrene Transfer to Conjugated Olefins Directed by Oxazoline Peptide Ligands

Site-selective nitrene transfer to di- and polyene substrates has been achieved using designed peptide-embedded bioxazoline ligands capable of binding copper. In model 1,3-diene substrates, the olefinic position proximal to a directing group was selectively functionalized. Additional studies indicate that this selectivity stems from non-covalent substrate-catalyst interactions. The peptide-mediated nitrene transfer was also applied to polyene natural product retinol and selective proximal functionalization allowed access to a cis-pyrroline modified retinoid. (Figure presented.).

NOVEL CYCLOSPORIN DERIVATIVES AND USES THEREOF

A compound of the Formula (I) is disclosed: (I) or pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification. Also described are a pharmaceutical composition comprising the same and a method for treating or preventing viral infections, inflammation, dry eye, central nervous disorders, cardiovascular diseases, cancer, obesity, diabetes, muscular dystrophy, lung, and liver, and kindey diseases, and hair loss using the same.

Potent and selective double-headed thiophene-2-carboximidamide inhibitors of neuronal nitric oxide synthase for the treatment of melanoma

Selective inhibitors of neuronal nitric oxide synthase (nNOS) are regarded as valuable and powerful agents with therapeutic potential for the treatment of chronic neurodegenerative pathologies and human melanoma. Here, we describe a novel hybrid strategy

Thiophene-2-carboximidamide Based Selective Neuronal Nitric Oxide Inhibitors

Selective neuronal nitric oxide synthase (nNOS) inhibitor compounds designed with one or more thiophene-2-carboximidamide substituents for improved bioavailability.

Synthesis of fluorinated analogues of sphingosine-1-phosphate antagonists as potential radiotracers for molecular imaging using positron emission tomography

Sphingosine-1-phosphate (S1P) receptors play major roles in cardiovascular, immunological and neurological diseases. The recent approval of the sphingolipid drug Fingolimod (Gilenya), a sphingosine-1-phosphate agonist for relapsing multiple sclerosis, in 2010 exemplifies the potential for targeting sphingolipids for the treatment of human disorders. Moreover, non-invasive in vivo imaging of S1P receptors that are not available till now would contribute to the understanding of their role in specific pathologies and is therefore of preclinical interest. Based on fluorinated analogues of the S1P1receptor antagonist W146 showing practically equal in vitro potency as the lead structure, the first S1P receptor antagonist [18F]-radiotracer has been synthesized and tested for in vivo imaging of the S1P1receptor using positron emission tomography (PET). Though the tracer is serum stable, initial in vivo images show fast metabolism and subsequent accumulation of free [18F]fluoride in the bones.

Importance of direct metal-π coupling in electronic transport through conjugated single-molecule junctions

We study the effects of molecular structure on the electronic transport and mechanical stability of single-molecule junctions formed with Au point contacts. Two types of linear conjugated molecular wires are compared: those functionalized with methylsulfi

Bidirectional photocontrol of peptide conformation with a bridged azobenzene derivative

It goes both ways: A thiol-reactive cross-linker based on a bridged azobenzene derivative permits photoreversible control of peptide conformation on irradiation with violet (407a nm) and green (500-550a nm) light (see picture) through isomerization of the

PYRIDONE COMPOUND

The present inventors have conducted extensive studies on an EP4 receptor agonist, and as a result, found that a novel pyridone compound characterized in that the 1-position in the pyridone ring is substituted with a group having an acidic group such as a