50990-40-4

Usage

Uses

Used in Pharmaceutical Research:
(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and potential biological activities make it a valuable compound for the development of new drugs and treatment options.
Used in Organic Synthesis:
(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE is used as a versatile building block in organic synthesis. Its reactivity and functional groups allow for the formation of a wide range of chemical products, making it an important compound in the field of organic chemistry.
Used in Anti-Inflammatory Applications:
(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE is being studied for its potential anti-inflammatory properties. Its ability to modulate inflammatory pathways and reduce inflammation may make it a promising candidate for the development of new anti-inflammatory drugs.
Used in Anti-Cancer Applications:
(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE is being investigated for its potential anti-cancer effects. Its ability to target cancer cells and inhibit tumor growth may make it a valuable compound in the development of new cancer therapies.
Overall, (2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE is a versatile and important compound with a wide range of applications in various scientific and medical fields. Its unique structure, reactivity, and potential biological activities make it a promising candidate for further research and development.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 122-00-9 para-methylacetophenone 
• 19957-00-7 1-<4-Methoxy-phenyl>-3-p-tolyl-propen-(1)-ol-(3) 
• 41865-44-5 α,β-dihydro-4-methoxy-4'-methylchalcone 
• 2403-58-9 4-methoxybenzaldehyde diethylacetal 
• 34446-64-5 (E)-3-(4-methoxyphenyl)propenoyl chloride 
• 5142-75-6 tri(p-tolyl)bismuth 
• 637-69-4 4-Methoxystyrene 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 5720-05-8 4-methylphenylboronic acid 
• 136618-41-2 E-2'-p-methoxystyryl iodide 
• 104-93-8 p-methylanizole 
• 106-38-7 para-bromotoluene 

Downstream Products

• 5650-35-1 [3-(4-methoxy-phenyl)-oxiranyl]-p-tolyl-methanone 
• 33083-87-3 3-(4-methoxy-phenyl)-3-(2-oxo-cyclohexyl)-1-p-tolyl-propan-1-one 
• 74767-46-7 [(1R,2R)-2-Benzoyl-3-(4-methoxy-phenyl)-cyclopropyl]-p-tolyl-methanone 
• 32045-76-4 2,3-dibromo-3-(4-methoxyphenyl)-1-(4-methylphenyl)-propan-1-one 
• 25856-03-5 1-(4-methoxy-phenyl)-3-p-tolyl-propane-1,3-dione 
• 38468-93-8 3-Cyan-4-(p-methoxyphenyl)-6-(p-methylphenyl)-2-pyridon 
• 75573-10-3 2,6‐bis(4‐methylphenyl)‐4‐methoxyphenylpyridine 
• 1204687-40-0 C₂₉H₂₆N₄O 
• 1206478-19-4 C₁₉H₂₁NO₄ 
• 847147-77-7 3-(4-methylphenyl)-5-(4-methoxyphenyl)-2-pyrazoline 
• 1256634-22-6 (1H-indol-5-yl)(3-(4-methoxyphenyl)-5-p-tolyl-4,5-dihydropyrazol-1-yl)methanone 
• 31488-62-7 3-(4-methoxyphenyl)-1-(4-methylphenyl)-3-phenylsulphanylpropan-1-one 
• 1366267-97-1 2-(5-(4-methoxyphenyl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one 
• 33714-13-5 3-indol-3-yl-3-(4-methoxy-phenyl)-1-p-tolyl-propan-1-one 

Relevant academic research and scientific papers

Anti-oxidant behavior of functionalized chalcone-a combined quantum chemical and crystallographic structural investigation

Compound (2E)-3-(methoxyphenyl)-1-(4-methylphenyl) prop-2-en-1-one (Ch) was synthesized by the Claisen-Schmidt condensation reaction between para-methylacetophenone and para-methoxybenzaldehyde under basic condition. The structure of the molecule was eluc

From Celecoxib to a Novel Class of Phosphodiesterase 5 Inhibitors: Trisubstituted Pyrazolines as Novel Phosphodiesterase 5 Inhibitors with Extremely High Potency and Phosphodiesterase Isozyme Selectivity

A ligand-based approach involving systematic modifications of a trisubstituted pyrazoline scaffold derived from the COX2 inhibitor, celecoxib, was used to develop novel PDE5 inhibitors. Novel pyrazolines were identified with potent PDE5 inhibitory activit

Synthesis, characterization and structure–activity relationship of non-linear optical response of chalcone derivatives with in silico insights

Fifteen chalcone derivatives having D–A–D, D–A–A and A–A–D architectures have been synthesized by Claisen–Schmidt condensation reaction and characterized by UV–Vis, IR, 1H-NMR, 13C-NMR and Mass spectrometry. In order to unambiguously establish the structure–activity relationship for the non-linear optical activity of these compounds, for the first time to our knowledge, we use the femtosecond degenerate four wave mixing (DFWM) technique to quantify and compare the third-order non-linear optical (NLO) activity of all the 15 compounds, under identical conditions. The second harmonics generation (SHG) efficiencies for all the compounds have also been evaluated using the Kurtz-Perry powder method. Among the compounds that we have synthesized here, the ones with A–A–D architecture show the highest NLO activity. Our results show that the NLO activity of a compound with A–A–D architecture can be further enhanced by incorporating a substituent with strong electron withdrawing ability on ring A and strong electron donating substituent on ring B. The results of the in silico studies that we have carried out correlate well with our experimental findings. The compounds (E)-3-(4-(dimethylamino)phenyl)-1-(4-nitrophenyl)prop-2-en-1-one with the compound code (4-N(CH3)2–4′-NO2) and (E)-3-(4-methoxyphenyl)-1-(4-nitrophenyl)prop-2-en-1-one with the compound code (4-MeO-4′-NO2) show the highest NLO activity among the compounds we have reported here. Graphical abstract: [Figure not available: see fulltext.]

Chalcones and bis-chalcones analogs as DPPH and ABTS radical scavengers

Background: A number of synthetic scaffolds, along with natural products, have been identified as potent antioxidants. The present study deals with the evaluation of varyingly substituted, medicinally distinct class of compounds “chalcones and bis-chalcon

Novel nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors: design, synthesis, in vitro and in silico studies

Abstract: Alzheimer’s disease is a degenerative brain condition that is the leading cause of dementia affecting millions of people around the world. Therapeutic development has focused on the problem of the loss of basal forebrain cholinergic function, as it is the only evidence responsible for brain neurodegeneration in patients with Alzheimer’s disease. Several attempts to improve cholinergic neurotransmission have been investigated by minimizing synaptic degradation of acetylcholine using acetylcholinesterase inhibitors. In the current study, we explore the designing of a new series of nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors. The new hybrids were prepared utilizing pyridine-2(1H)-thiones as starting precursors. The in vitro acetylcholinesterase (AChE) inhibitory activities were examined for the new nicotinonitrile-coumarin hybrid molecules, when compared with donepezil as a standard drug with IC50 of 14?nM. Coumarin derivative, linked to 6-(4-nitrophenyl)-4-phenylnicotinonitrile, showed more effective inhibitory activity than the reference donepezil with IC50 of 13?nM. The free radical-scavenging capabilities against DPPH of the new hybrid derivatives were screened. Additionally, their in vitro cytotoxic activities have been tested against various eukaryotic cells. Furthermore, docking study showed excellent interaction between nicotinonitrile-coumarin hybrids and AChE. Graphic abstract: [Figure not available: see fulltext.]

Boosting the catalytic performance of zinc linked amino acid complex as an eco-friendly for synthesis of novel pyrimidines in aqueous medium

Zinc linked amino acid complex, Zn(l-proline)2, is considered as a green catalyst for the synthesis of novel series of pyrimidine derivatives 5a–q. The pyrimidines 5a–q were prepared via two pathways: the first is a one-pot reaction of guanidines 3a–c with aromatic aldehyde 1 and acetophenones 2; and the second one is the reaction of guanidines 3a–c with different chalcones 4a–j in aqueous medium. The simplicity of the operation, the short reaction time, and the high efficiency (97%) are the main advantages of this protocol. Furthermore, the green aspects of this synthetic protocol were further investigated by examining the reusability of Zn(l-proline)2 complex throughout five consecutive cycles without a significant loss of catalytic activity. This new procedure has presented remarkable advantages in terms of safety, simplicity, stability, mild conditions, a short reaction time, excellent yields, and high purities without using any organic solvents.

Ligand-Free Palladium-Catalyzed Carbonylative Suzuki Couplings of Vinyl Iodides with Arylboronic Acids under Substoichiometric Base Conditions

A ligand-free palladium-catalyzed carbonylation of vinyl iodides with arylboronic acids, permitting the synthesis of chalcones and α-branched enones, has been established. This reaction proceeds smoothly at ambient pressure and temperature, and works well even with a substoichiometric amount of base. Importantly, this mild, efficient, and operationally simple protocol is suitable for the late-stage functionalization of an epiandrosterone-derived complex molecule.

Method using Ti (III) complex catalytic alkyne selective hydrogenation reduction to prepare chalcone compounds

The invention discloses a method for preparing chalcone compounds through selective hydrogenation of Ti (III) complexes to prepare chalcone compounds, wherein zinc powder is used as a catalyst, zinc powder is a reducing agent, triethylamine hydrochloride is a proton source, and an alkyne and triethylamine hydrochloride are subjected to radical selective addition reaction under the protection of inert gas to generate chalcone compounds. The reaction condition is mild, the operation is simple, the reaction time is short, the reaction product is single, the atom economy is high, and only the product needs to be separated by simple column chromatography after the reaction is finished. The chalcone compound has wide biological activity and medicinal value.

Antiproliferative effects of chalcones on T cell acute lymphoblastic leukemia-derived cells: Role of PKCβ

In this study, a series of 20 chalcone derivatives was synthesized, and their antiproliferative activity was tested against the human T cell acute lymphoblastic leukemia-derived cell line, CCRF-CEM. On the basis of the structural features of the most active compounds, a new library of chalcone derivatives, according to the structure–activity relationship design, was synthesized, and their antiproliferative activity was tested against the same cancer cell line. Furthermore, four of these derivatives (compounds 3, 4, 8, 28), based on lower IC50 values (between 6.1 and 8.9 μM), were selected for further investigation regarding the modulation of the protein expression of RACK1 (receptor for activated C kinase), protein kinase C (PKC)α and PKCβ, and their action on the cell cycle level. The cell cycle analysis indicated a block in the G0/G1 phase for all four compounds, with a statistically significant decrease in the percentage of cells in the S phase, with no indication of apoptosis (sub-G0/G1 phase). Compounds 4 and 8 showed a statistically significant reduction in the expression of PKCα and an increase in PKCβ, which together with the demonstration of an antiproliferative role of PKCβ, as assessed by treating cells with a selective PKCβ activator, indicated that the observed antiproliferative effect is likely to be mediated through PKCβ induction.

Lewis acid catalyst system for Claisen-Schmidt reaction under solvent free condition

Ca(OTf)2 in combination with NBu4.BF4 was established to function as an efficient catalyst system for one-pot Claisen-Schmidt condensation under neat conditions. Substituted acetophenones and benzaldehydes were coupled in situ to afford their corresponding chalcones in excellent yields. The method, with a broad range of substrate tolerance and mild operational conditions can produce assorted chalcone derivatives in moderate to high yields from easily accessible starting materials.