29582-39-6

Usage

Uses

Used in Pharmaceutical Industry:
TRANS-3-(4-CHLOROBENZOYL)ACRYLIC ACID is used as an active pharmaceutical ingredient for its potential anti-inflammatory and antitumor properties. It plays a crucial role in the development of new drugs that can effectively treat various inflammatory and cancerous conditions.
Used in Agrochemical Industry:
In the agrochemical industry, TRANS-3-(4-CHLOROBENZOYL)ACRYLIC ACID is used as a key intermediate in the synthesis of various agrochemicals. Its unique chemical properties make it suitable for the development of new pesticides and herbicides that can effectively control pests and weeds in agricultural settings.
Used in Organic Synthesis:
TRANS-3-(4-CHLOROBENZOYL)ACRYLIC ACID is used as a reagent in organic synthesis for its ability to react with various organic compounds. It serves as a building block in the synthesis of other organic compounds, contributing to the development of new materials and chemical products.
Used in Research and Development:
In the field of research and development, TRANS-3-(4-CHLOROBENZOYL)ACRYLIC ACID is used as a valuable chemical for studying its properties and potential applications. Its unique structure and reactivity make it an interesting subject for scientific investigations, leading to a better understanding of its potential uses and benefits in various industries.

Upstream product

• 108-31-6 maleic anhydride 
• 108-90-7 chlorobenzene 
• 99-91-2 para-chloroacetophenone 
• 563-96-2 2,2-dihydroxyacetic acid 
• 298-12-4 Glyoxilic acid 
• 2689-81-8 (4-chlorophenacyl)triphenylphosphonium bromide 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 1777-56-6 4-chlorobenzoylmethylenetriphenylphosphorane 
• 89781-40-8 C₁₂H₁₁ClO₃ 
• 28587-05-5 3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 

Downstream Products

• 19424-08-9 3-bromo-4-(4-chloro-phenyl)-4-oxo-crotonic acid 
• 101423-13-6 2-[2-(4-chlorophenyl)-2-oxoethyl]-4H-benzo-1,4-thiazin-3-one 
• 89781-40-8 ethyl (E)-4-(4-chlorophenyl)-4-oxo-2-butenoate 
• 1116119-26-6 benzyl (E)-4-(4-chlorophenyl)-4-oxobut-2-enoate 
• 1334219-05-4 4-(4'-chlorophenyl)-4-oxo-2-((S)-1-phenylethylamino)butanoic acid 
• 32149-26-1 (E)-methyl 4-(4-chlorophenyl)-4-oxobut-2-enoate 
• 1415480-47-5 C₁₈H₁₈ClNO₄ 
• 1415480-46-4 C₁₈H₁₈ClNO₄ 
• 36977-62-5 (2E)-4-(4-chlorophenyl)-4-oxo-N-phenyl-2-butenamide 

Relevant academic research and scientific papers

Base-Promoted Annulative Difluoromethylenation of Enaminones with BrCF2CO2Et toward 2,2-Difluorinated 2,3-Dihydrofurans

A practical method for the synthesis of 2,2-difluorinated 2,3-dihydrofurans has been established via the [4 + 1] annulation of enaminones and BrCF2CO2Et with Na2CO3 promotion. This new protocol does not employ any transition metal reagent and enables the annulative difluoromethylation by the partial cleavage of the C═C double bond. In addition, the further treatment with hydrochloric acid in one pot leads to β-keto enoic acids (4-oxo-2-butenoic acids) via a formal enaminone C-N carboxylation.

Isocyanide-based MCRs: Diastereoselective cascade synthesis of perfluoroalkylated pyrano[3,4-c]pyrrole derivatives

The highly diastereoselective synthesis of perfluoroalkyl-containing pyrano[3,4-c]pyrroles has been accomplished via a cascade process involving Michael addition, Passerini-type reaction, Mumm rearrangement and an oxo-Diels–Alder reaction. This domino tra

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Design, synthesis and biological evaluation of benzoylacrylic acid shikonin ester derivatives as irreversible dual inhibitors of tubulin and EGFR

In this study, a series of shikonin derivatives combined with benzoylacrylic had been designed and synthesized, which showed an inhibitory effect on both tubulin and the epidermal growth factor receptor (EGFR). In vitro EGFR and cell growth inhibition assay demonstrated that compound PMMB-317 exhibited the most potent anti-EGFR (IC50 = 22.7 nM) and anti-proliferation activity (IC50 = 4.37 μM) against A549 cell line, which was comparable to that of Afatinib (EGFR, IC50 = 15.4 nM; A549, IC50 = 6.32 μM). Our results on mechanism research suggested that, PMMB-317 could induce the apoptosis of A549 cells in a dose- and time-dependent manner, along with decrease in mitochondrial membrane potential (MMP), production of ROS and alterations in apoptosis-related protein levels. Also, PMMB-317 could arrest cell cycle at G2/M phase to induce cell apoptosis, and inhibit the EGFR activity through blocking the signal transduction downstream of the mitogen-activated protein MAPK pathway and the anti-apoptotic kinase AKT pathway; typically, such results were comparable to those of afatinib. In addition, PMMB-317 could suppress A549 cell migration through the Wnt/β-catenin signaling pathway in a dose-dependent manner. Additionally, molecular docking simulation revealed that, PMMB-317 could simultaneously combine with EGFR protein (5HG8) and tubulin (1SA0) through various forces. Moreover, 3D-QSAR study was also carried out, which could optimize our compound through the structure-activity relationship analysis. Furthermore, the in vitro and in vivo results had collectively confirmed that PMMB-317 might serve as a promising lead compound to further develop the potential therapeutic anticancer agents.

Synthesis of chiral γ-lactones via a RuPHOX-Ru catalyzed asymmetric hydrogenation of aroylacrylic acids

An asymmetric hydrogenation of aroylacrylic acids catalyzed by RuPHOX-Ru catalyst has been developed, affording the corresponding chiral γ-lactones in high yields and with up to 93% ee. The methodology has the advantage of utilizing easily accessible substrates and has therefore expand the scope of the resulting chiral γ-lactones. Furthermore, high catalytic efficiency was achieved in that the reduction of both the C[dbnd]C and C[dbnd]O double bonds was achieved in one step. The current work provides an alternative and convenient pathway for the synthesis of a wide range of chiral γ-lactones.

A sertraline hydrochloride impurity preparation method (by machine translation)

The invention discloses a sertraline hydrochloride preparation method of impurities, in particular comprising a formula 6 by the Leuckart reaction to obtain a compound of the formula 7 compound, with the insulated hydrochloride salt obtained in the reaction formula 8 cis-isomer of the compound, wherein the formula 6 compound in the location of the chloropropyl substituted cyclohexanone substituted meta or para position. Preparation method of this invention is simple, high purity, obtained impurity can be used for qualitative and quantitative analysis, so as to improve the safety of medicine sertraline hydrochloride. (by machine translation)

Design, synthesis, and bioevaluation of a novel class of (E)-4-oxo-crotonamide derivatives as potent antituberculosis agents

A series of novel (E)-4-oxo-2-crotonamide derivatives were designed and synthesized to find potent antituberculosis agents. All the target compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv(MTB). Results reveal that 4-phenyl moiety at part A and short methyl group at part C were found to be favorable. Most of the derivatives displayed promising activity against MTB with MIC ranging from 0.125 to 4 μg/mL. Especially, compound IIIa16 was found to have the best activity with MIC of 0.125 μg/mL against MTB and with MIC in the range of 0.05–0.48 μg/mL against drug-resistant clinical MTB isolates.

Synthesis, antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids

Abstract: Here it is described the synthesis, antioxidant and antimicrobial activity determination of novel rel-(5 R, 6 S, 7 R)-6-benzoyl-7-phenyl-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-5-carboxylic acids. The target compounds were obtained in good yields from 5-arylidene-4-thioxo-2-thiazolidinones and β -aroylacrylic acids via regio- and diastereoselective hetero-Diels–Alder reaction. The stereochemistry of the cycloaddition was confirmed by NMR spectra. The antioxidant and antimicrobial activity screening identified 7 compounds (3c, 3e, 3f, 3g, 3k, 3l, 3p) with a high level of free radical scavenging (43–77% DPPH assay), and compounds with significant influence on Staphylococcus aureus, Bacillus subtilis and Candida albicans (MIC 3.13–6.25 μ g/mL), but slight effect on Escherichia coli.

Synthesis and applications of pyridazinones for base oil improvement

THREE pyridazinone derivatives of the type 4,5-dihydropyridazin- 3(2H)-ones, N-(4-(6-oxo-5- ((5-phenyl-1,3,4-thiadiazol-2-yl)amino) - 1,4,5,6 - tetrahydropyridazin - 3-yl) phenyl) acetamide (4a), 6-(4-chlorophenyl)-4-((5-phenyl-1,3,4-thiadiazol-2-yl)amino)-4,5-di-hydropyridazin-3 (2H)-one (4b) and 6-(4-bromophenyl) -4- ((5-phenyl-1,3,4-thiadiazol-2-yl) amino)-4,5-dihydropyridazin-3(2H)-one (4c) were synthesized. They were characterized by the conventional tools of analysis, Elemental analysis, IR and 1H-NMR spectroscopy. The tools of analysis confirmed the structure of the three prepared compounds. These heterocyclic compounds are chemically stable and possess multi actions for base oil improvement. They are tested as antioxidants for local base oil through the change in total acid number (TAN). They gave good results as antioxidants for base oil. Also these three synthesized compounds are tested as corrosion inhibitors for carbon steel in acid medium. The efficiency order for these tested compounds is ranked as follows: 4a > 4b > 4c. Energy of the highest occupied molecular orbital (EHOMO) and lowest unoccupied molecular orbital (ELUMO) for the three prepared compounds were calculated via the Ab initio method. Studying of the quantum chemical calculations of the synthesized compounds showed good matching with the experimental results.

Synthesis of 1,5-benzodiazepine derivatives using p-toluenesulfonic acid as catalyst

A series of substituted ethyl 4-oxo-4-phenylbut-2-enoates were prepared and reacted with substituted o-phenylenediamine, undergone Michael addition reactions and cyclodehydration to provide novel 4-phenyl-2,3-dihydro-1,5-benzodiazepine-2-carboxylate derivatives with excellent yields. The synthetic protocol fulfilled many green-chemical requirements by using simple catalyst p-toluenesulfonic acid as activator and ethanol as solvent at room temperature.