722-21-4

Usage

Uses

Used in Organic Synthesis:
(E)-4-(4-Methoxystyryl)pyridine is used as a building block in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of molecules with different properties and applications.
Used in Pharmaceutical Industry:
(E)-4-(4-Methoxystyryl)pyridine is used as a building block for the development of new pharmaceuticals. Its potential antioxidant and antimicrobial properties make it a promising candidate for further research in medicinal chemistry, potentially leading to the discovery of novel drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
(E)-4-(4-Methoxystyryl)pyridine is also utilized as a building block in the agrochemical industry, where it can be used to develop new compounds with applications in agriculture, such as pesticides or herbicides.
Used in Cell Imaging and Research:
(E)-4-(4-Methoxystyryl)pyridine serves as a biological stain in cell imaging and research. Its ability to interact with cellular components allows researchers to visualize and study cellular structures and processes more effectively.
Used in Antioxidant and Antimicrobial Research:
(E)-4-(4-Methoxystyryl)pyridine is studied for its potential antioxidant and antimicrobial properties. These properties make it a subject of interest for further research in medicinal chemistry, with the aim of developing new compounds that can combat oxidative stress and microbial infections.

Upstream product

• 108-89-4 picoline 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-43-6 4-vinylpyridine 
• 696-62-8 para-iodoanisole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 108-98-5 thiophenol 
• 637-69-4 4-Methoxystyrene 
• 1120-87-2 4-bromopyridin 
• 1620-52-6 4-((benzenesulfonyl)methyl)pyridine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 3462-97-3 (4-methoxybenzyl)triphenylphosphonium bromide 
• 99-96-7 4-hydroxy-benzoic acid 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 85717-48-2 cis-(Ru(bpy)2(4'-OMe-stilb)2)(PF₆)2 
• 1383439-22-2 C₁₄H₁₃NO*ClHO₄ 
• 654662-60-9 4-(2-[p-methoxyphenyl]ethyl)piperidine 

Relevant academic research and scientific papers

A new insight into the push-pull effect of substituents via the stilbene-like model compounds

In this paper, authors report on 1-pyridyl-2-arylethenes, 1-furyl-2-arylethylenes, 1,2-diphenylpropylenes and substituted cinnamyl anilines as stilbene-like model compounds to investigate the factors dominating the push-pull effect of substituents via usi

Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups

Thirty six 1-pyridyl-2-arylethenes XCH=CHArY (abbreviated XAEY) were synthesized, in which, X is 2-pyridyl, 3-pyridyl and 4-pyridyl and Y is OMe, Me, H, Br, Cl, F, CF3, and CN. Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelengths of absorption maximum λmax were recorded. Also, the 234 λmax values of 1-substituted phenyl-2-arylethylene compounds (XAEY, where X is substituted phenyl) were collected. The excited-state substituent constants (Formula presented.) of three pyridyl groups and 23 substituted phenyl groups (total of 26) were obtained by means of curve-fitting method. Taking the λmax values of 358 samples of bi-arylethene derivatives as a data set and 126 samples of bi-aryl Schiff bases (including nine compounds synthesized by this work) as another data set, quantitative correlation analyses were performed by employing the obtained (Formula presented.) as a parameter, and good results were obtained for the two data sets. The reliability of the obtained (Formula presented.) values was verified. The results of this paper can provide excited-state substituent constants for the study and application of optical properties of conjugated organic compounds containing aryl groups.

Effect of N-substituent in 4-styrylpyridinium dyes on their binding to DNA

4-Styrylpyridinium dyes containing N-methyl and N-(3-pyridiniopropyl) substituents have been prepared and characterized by optical and CD spectroscopy. These compounds demonstrate affinity to calf thymus DNA, with dye–DNA binding mode being different for

Short Wavelength Inner Filter Technique (SWIFT) in Designing Reactive Fluorescent Molecular Probes

Here, we present a conceptually novel and experimentally straightforward technique for selective analyte detection that uses a combination of commercial fluorophores and simple chemicals. The technique utilizes the well-known inner filter effect (IFE); however, the fluorophore's excitation is performed at wavelengths significantly shorter than its absorption maximum. In the presence of the analyte, the "filter" appears or disappears at the excitation wavelength resulting in the fluorescence turning OFF or ON, respectively. Unlike common probes, our technique allows real-time monitoring of a fluorophore's stability as well as its recycling. We further demonstrate the applicability of this technique in continuing analyte detection as well as vapor analysis.

1,4-Diphenalkylpiperidines: A new scaffold for the design of potent inhibitors of the vesicular monoamine transporter-2

A series of 1,4-diphenalkylpiperidine analogs were synthesized and evaluated for their affinity and inhibitory potency at the [3H]dihydrotetrabenazine (DTBZ) binding site and [3H]dopamine (DA) uptake site on the vesicular monoamine transporter-2 (VMAT2). Results revealed that translocation of the phenethyl side chains of lobelane from C2 and C6 to C1 and C4 around the central piperidine ring slightly reduces affinity and inhibitory potency at VMAT2 with respect to lobelane. However, methoxy and fluoro-substitution of either phenyl ring of these 1,4-diphenethyl analogs afforded VMAT2 inhibition comparable or higher (5-fold) affinity at the DTBZ binding and DA uptake sites relative to lobelane, whereas replacement of the 4-phenethyl moiety in these analogs with a 4-phenmethyl moiety markedly reduced affinity for the DTBZ binding and DA uptake sites by 3- and 5-fold, respectively. Among the twenty five 1,4-diphenethylpiperidine analogs evaluated, compounds containing a 4-(2-methoxyphenethyl) moiety exhibited the most potent inhibition of DTBZ binding and vesicular DA uptake. From this subgroup, analogs 8h, 8j and 8m exhibited Ki values of 9.3 nM, 13 nM and 13 nM, respectively, for inhibition of [3H]DA uptake by VMAT2, and represent some of the most potent inhibitors of VMAT2 function reported thus far.

(E)-Specific direct Julia-olefination of aryl alcohols without extra reducing agents promoted by bases

An unprecedented base-promoted direct olefination of aryl alcohols with sulfones via a Julia-type reaction has been described. No extra reductants are needed for Julia reaction since alcohols work as double sources of aldehydes and the hydride. Generally high yields were given for both terminal and highly (E)-selective internal olefins.

Inhibitory effect of cytotoxic nitrogen-containing heterocyclic stilbene analogues on VEGF protein secretion and VEGF, hTERT and c-Myc gene expression

A group of 21 nitrogen-containing heterocyclic stilbene derivatives, prepared by means of Heck coupling reactions, has been investigated for their cytotoxicity as well as their ability to inhibit the production of the vascular endothelial growth factor (VEGF) and the activation of telomerase. The ability of these compounds to inhibit proliferation of two tumoral cell lines (HT-29 and MCF-7) and one non-tumoral cell line (HEK-293) was first determined. Subsequently, we determined the capacity of the compounds to inhibit the secretion of VEGF in the aforementioned cell lines and downregulate the expression of the VEGF, hTERT and c-Myc genes, of which the latter two are involved in controlling the activation of telomerase.

Heck cross-coupling of vinyl heteroaromatic compounds with aryl and heteroaryl halides using Pd(II) complex under phosphine-free conditions

The palladium-catalyzed cross-coupling reaction of vinyl heteroaromatic compounds with aryl bromides and heteroaryl bromides is described using air and moisture stable N,N′,N″,O-tetrafunctional Pd catalyst under phosphine-free conditions. As a result a variety of trans-1,2-disubstituted vinyl heterocycles were obtained in high to good yields.

Mizoroki-Heck reactions catalyzed by palladium dichloro-bis(aminophosphine) complexes under mild reaction conditions. the importance of ligand composition on the catalytic activity

Dichloro-bis(aminophosphine) complexes of palladium with the general formula [(P{(NC5H10)3-n(C6H 11)n})2Pd(Cl)2] (where n = 0-2) are easily accessible, cheap and air stable, highly active and universally applicable C-C cross-coupling catalysts, which exhibit an excellent functional group tolerance. The ligand composition of amine-substituted phosphines (controlled by the number of P-N bonds) was found to effectively determine their catalytic activity in the Heck reaction, for which nanoparticles were demonstrated to be their catalytically active form. While dichloro{bis[1, 1′,1′′-(phosphinetriyl)tripiperidine]}palladium (1), the least stable complex (towards protons) within the series of [(P{(NC5H 10)3-n(C6H11)n}) 2Pd(Cl)2] (where n = 0-3), is a highly active Heck catalyst at 100 °C and, hence, a rare example of an effective and versatile Heck catalyst that efficiently operates under mild reaction conditions (100 °C or below), a significant successive drop in activity was noticed for dichloro-bis(1,1′-(cyclohexylphosphinediyl)dipiperidine)palladium (2, with n = 1), dichloro-bis(1-(dicyclohexylphosphinyl)piperidine)palladium (3, with n = 2) and dichloro-bis(tricyclohexylphosphine)palladium (4, with n = 3), of which the latter is essentially inactive (at least under the reaction conditions applied). This trend was explained by the successively increasing complex stability and its ensuing retarding effect on the (water-induced) generation of palladium nanoparticles thereof. This interpretation was experimentally confirmed (initial reductions of 1-4 into palladium(0) complexes of the type [Pd(P{(NC5H10)3-n(C6H 11)n})2] (where n = 0-3) were excluded to be the reason for the activity difference observed as well as molecular (Pd 0/PdII) mechanisms were excluded to be operative) and thus demonstrates that the catalytic activity of dichloro-bis(aminophosphine) complexes of palladium can-in reactions where nanoparticles are involved-effectively be controlled by the number of P-N bonds in the ligand system.

Ligand-free palladium-catalysed oxidative Heck reaction of 4-vinylpyridine with arylboronic acids: Selective synthesis of (E)-4-styrylpyridines

A ligand-free palladium-catalysed oxidative Heck reaction of various arylboronic acids with 4-vinylpyridine has been developed, achieving (E)-4-styrylpyridines with high selectively in moderate to good yields. A plausible mechanism for the formation of (E)-4-styrylpyridines has been proposed.