24722-19-8

Usage

Uses

Used in Organic Synthesis:
(3-cyanobenzyl)(triphenyl)phosphonium is used as a phase-transfer catalyst for facilitating the transfer of ions or molecules between immiscible phases in organic synthesis. This property makes it a valuable tool in various chemical reactions, enhancing the efficiency and selectivity of the processes.
Used in Pharmaceutical and Agrochemical Synthesis:
(3-cyanobenzyl)(triphenyl)phosphonium is employed as a reactant in the preparation of various organic compounds, particularly in the synthesis of pharmaceuticals and agrochemicals. Its effectiveness in these applications highlights its importance in the field of organic chemistry.
Used in Antimicrobial Applications:
(3-cyanobenzyl)(triphenyl)phosphonium has been studied for its potential antibacterial and antiviral properties, making it a compound of interest for the development of new antimicrobial agents to combat drug-resistant infections.

Upstream product

• 620-22-4 3-Methylbenzonitrile 
• 603-35-0 triphenylphosphine 
• 28188-41-2 m-(bromomethyl)benzonitrile 

Downstream Products

• 14064-35-8 (E)-3-styrylbenzonitrile 
• 19466-33-2 (Z)-3-styrylbenzonitrile 
• 849016-02-0 3-[(tetrahydropyran-4-ylidene)methyl]benzonitrile 
• 1253931-22-4 (3-cyanobenzyltriphenylphosphinium)bis(maleonitriledithiolate)nickelate 
• 89302-79-4 3-Propa-1,2-dienylbenzonitrile 
• 123692-28-4 5-<3-<2-<3-(2-quinolinylmethoxy)phenyl>ethyl>phenyl>-1H-tetrazole 
• 124993-55-1 3-<2-<3-(2-quinolinylmethoxy)phenyl>ethyl>benzonitrile 
• 103119-19-3 Trans-3-(1'hydroxyhexyl) Stilbene 
• 104508-18-1 cis-3-(1-hydroxyhexyl)stilbene 
• 103119-18-2 trans-3-hexanoylstilbene 
• 104508-17-0 cis-3-hexanoylstilbene 

Relevant academic research and scientific papers

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.

Selective Late-Stage Hydrodefluorination of Trifluoromethylarenes: A Facile Access to Difluoromethylarenes

A selective reductive monodefluorination reaction of trifluoromethyl arenes was developed. Mediated by magnesium metal, various difluoromethylated aromatics were accessed at room temperature in the presence of acetic acid. This protocol shows tolerance to a wide range of functional groups and it was applicable in late-stage hydrodefluorination of complex pharmaceutical compounds, affording the corresponding CF2H analogues and their deuterated (CF2D) counterparts.

PYRIDYL NON-AROMATIC NITROGENATED HETEROCYCLIC-1-CARBOXYLATE ESTER DERIVATIVE

[Problem] To provide a compound usable for treatment of diseases associated with fatty acid amide hydrolase (FAAH), especially for treatment of urinary frequency and urinary incontinence, overactive bladder and/or pain. [Means for Solution] We have found that a novel pyridyl non-aromatic nitrogen-containing heterocyclic-1-carboxylate derivative and its pharmaceutically acceptable salt has a potent FAAH-inhibitory activity. Further, the pyridyl non-aromatic nitrogen-containing heterocyclic-1-carboxylate derivative of the present invention has an excellent effect for increasing an effective bladder capacity, an excellent effect for relieving urinary frequency and an excellent anti-allodynia effect, and is therefore usable for treatment of urinary frequency and urinary incontinence, overactive bladder and/or pain.

Synthesis and biological activity of novel 1,2-disubstituted benzene derivatives as factor Xa inhibitors

Factor Xa (fXa) is a serine protease that plays a pivotal role in the coagulation cascade. High-throughput screening of the Yamanouchi compound library yielded lead compound 1 with the ability to inhibit fXa at micromolar concentrations. To improve its fX

Diarylstrylquinoline diacids and pharmaceutical compositions thereof

Compounds having the formula: STR1 are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents.

HELICENES : SYNTHESE PHOTOCHIMIQUE ET ETUDE RMN 19F, 13 C ET 1H DE FLUORO-1-HEXAHELICENES ET FLUORO-1-HEPTAHELICENES.

1-Fluorohexahelicene, 1-fluoroheptahelicene and 12 substituted derivatives of these fluorohelicenes have been synthesized by the photocyclodehydrogenation of 1-fluro-11-styrylbenzophenanthrenes (Table 2) and 1-fluoro-13-styrylpentahelicenes (Table 4) respectively.The photocyclisations to heptahelicenes were accompanied in five cases, by a side reaction, namely a photodefluoration.A new synthesis of heptahelicenes is described (25-->18 : 40 percent). 1H, 19F and 13C-NMR spectra are discussed. 19F and 13C-NMR spectra of 1-fluoro-, 1-fluoro-13-methyl- and 1-fluoro-13-methoxycarbonylpentahelicene (8d, 8a and 8 R=-CO2CH3) are also included.

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.