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3-(4-Bromobenzoyl)acrylic acid, also known as 4-(3-oxo-2-propen-1-yl)-2-phenyl-2H-1,3-benzoxazin-4-one, is a chemical compound with a molecular formula C16H11BrO3. It is a derivative of acrylic acid with a bromobenzoyl group attached to the third carbon atom of the acrylic acid chain. 3-(4-BROMOBENZOYL)ACRYLIC ACID is known for its unique chemical properties and is widely used in various fields, including organic synthesis, pharmaceutical research, materials science, and catalysis.

39644-80-9

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39644-80-9 Usage

Uses

Used in Organic Synthesis:
3-(4-Bromobenzoyl)acrylic acid is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the creation of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-(4-Bromobenzoyl)acrylic acid is used as a starting material for the synthesis of biologically active compounds. Its unique chemical properties enable the development of new drugs with potential therapeutic applications.
Used in Materials Science:
3-(4-Bromobenzoyl)acrylic acid has potential applications in materials science, where it can be used to develop new materials with specific properties. Its unique structure and reactivity make it a promising candidate for the creation of advanced materials with applications in various industries.
Used in Catalysis:
In the field of catalysis, 3-(4-Bromobenzoyl)acrylic acid can be used as a catalyst or a catalyst precursor to facilitate various chemical reactions. Its unique chemical properties make it a valuable tool in enhancing the efficiency and selectivity of catalytic processes.

Check Digit Verification of cas no

The CAS Registry Mumber 39644-80-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,6,4 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 39644-80:
(7*3)+(6*9)+(5*6)+(4*4)+(3*4)+(2*8)+(1*0)=149
149 % 10 = 9
So 39644-80-9 is a valid CAS Registry Number.

39644-80-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(4-bromophenyl)-4-oxobut-2-enoic acid

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:39644-80-9 SDS

39644-80-9Relevant academic research and scientific papers

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

Lozynskyi, Andrii,Zasidko, Viktoria,Atamanyuk, Dmytro,Kaminskyy, Danylo,Derkach, Halyna,Karpenko, Olexandr,Ogurtsov, Volodymyr,Kutsyk, Roman,Lesyk, Roman

, p. 427 - 436 (2017/05/29)

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

Rizk,Attia,Osman, Doaa I.,Nessim

, p. 129 - 146 (2017/06/13)

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.

Pyridazinone substituted benzenesulfonamides as potent carbonic anhydrase inhibitors

Yaseen, Raed,Ekinci, Deniz,Senturk, Murat,Hameed, Alhamzah Dh.,Ovais, Syed,Rathore, Pooja,Samim, Mohammed,Javed, Kalim,Supuran, Claudiu T.

, p. 1337 - 1341 (2016/02/23)

A series of sulfonamide derivatives (2a-l) incorporating substituted pyridazinone moieties were investigated for the inhibition of two human cytosolic carbonic anhydrase isoforms, hCA I and hCA II. All these compounds, together with the clinically used su

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

Wang, Shasha,Hu, Lijuan,Cheng, Suyan,Wang, Lanzhi

, p. 419 - 424 (2015/01/30)

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.

Synthesis and biological evaluations of 1,2-diaryl pyrroles as analogues of combretastatin A-4

Sun, Jun,Chen, Lei,Liu, Chunjiang,Wang, Zhan,Zuo, Daiying,Pan, Jiatong,Qi, Huan,Bao, Kai,Wu, Yingliang,Zhang, Weige

, p. 1541 - 1547 (2016/02/05)

A series of novel 1,2-diaryl pyrroles as analogues of combretastatin A-4 (CA-4, 1a) were synthesized and evaluated for their antitumour potential against three cancer cell lines. Most compounds exhibited growth inhibition against all of the cancer cell lines. Compound 7q not only exhibited prominent antitumour efficacy with IC50 values of 0.390 μm in SGC-7901, 0.070 μm in HT-1080 and 0.045 μm in KB cell lines but also showed low activity with IC50 values of 30.08 μm in normal L929 cell line. Moreover, compound 7q inhibited tubulin polymerization into microtubules and caused microtubule destabilization. A molecular docking study of 7q was performed to determine its binding mode at the colchicine site in the tubulin dimer. 1,2-Diaryl pyrroles as combretastatin A-4 analogues were synthesized and evaluated for anti-proliferative activities. Compound 7q exhibited antitubulin activity.

Structure-activity relationship, cytotoxicity and mode of action of 2-ester-substituted 1,5-benzothiazepines as potent antifungal agents

Kang, Wang,Du, Xingqiong,Wang, Lanzhi,Hu, Lijuan,Dong, Yuhuan,Bian, Yanqing,Li, Yuan

, p. 1305 - 1314 (2013/11/06)

Our studies examined the structural features responsible for the antifungal activity of 2-ethoxycarbonyl-1,5-benzothiazepine (7a). Three series of 1,5-benzothiazepine derivatives were synthesized and screened for their antifungal activity. The results suggested that the ethoxycarbonyl group at the 2 position and the imine moiety on the seven-membered ring are essential for activity. The most potent of the synthesized analogues (7a, 7b) were further studied by evaluating their cytotoxicity and mode of action (for 7a). The results showed that compounds 7a and 7b were relatively safe for BV2 cells, but compound 7a interfered with Cryptococcus neoformans cell wall integrity by increasing the chitinase activity. Therefore, compound 7a was considered safe as an antifungal agent for animal cells. Three series of 1,5-benzothiazepine derivatives were synthesized and their antifungal activities were evaluated to determine the structure-activity relationships with respect to the antifungal activity of 2-ester-substituted 1,5-benzothiazepines. The effective antifungal compounds 7a and 7b were further studied for their antifungal activity, cytotoxicity and mechanism of action (for compound 7a). The results provided important information about this class of benzothiazepines. Copyright

Utility of β-aroyl acrylic acid in heterocyclic synthesis

Rizk,El-Hashash,Mostafa

experimental part, p. 611 - 621 (2010/09/05)

β-(4-bromobenzoyl) acrylic acid has been reacted with nitrogen nucleophiles namely ethanolamine and o-aminophenol and yielded the corresponding adduct la,b. On the other hand, ss-(3,4dichlorobenzoyl) acrylic acid has been reacted with carbon nucleophiles

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