777-15-1

Usage

Uses

Used in Organic Synthesis:
Z-4-(4-FLUORO-PHENYL)-4-OXO-BUT-2-ENOIC ACID is used as a building block in organic synthesis for the production of various compounds. Its unique structure and functional groups make it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, Z-4-(4-FLUORO-PHENYL)-4-OXO-BUT-2-ENOIC ACID is used as a key intermediate in the development of new drugs. Its fluoro-substituted phenyl and ketone groups can be further modified to create novel drug candidates with potential therapeutic applications.
Used in Chemical Research:
Z-4-(4-FLUORO-PHENYL)-4-OXO-BUT-2-ENOIC ACID is also used in chemical research to study the reactivity and properties of fluorinated compounds. Its unique structure allows researchers to explore new reaction pathways and develop innovative synthetic methods.
Used in Specialty Chemicals:
In the specialty chemicals industry, Z-4-(4-FLUORO-PHENYL)-4-OXO-BUT-2-ENOIC ACID is used as a building block for the production of various high-value compounds. Its versatility and unique properties make it suitable for applications in materials science, coatings, and other specialized fields.

InChI:InChI=1/C10H7FO3/c11-8-3-1-7(2-4-8)9(12)5-6-10(13)14/h1-6H,(H,13,14)/b6-5+

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 298-12-4 Glyoxilic acid 
• 108-31-6 maleic anhydride 
• 462-06-6 fluorobenzene 

Downstream Products

• 898646-21-4 C₁₄H₁₁FN₄O₃S₂ 
• 1206460-83-4 5-(2-(4-fluorophenyl)-2-oxoethyl)-1-isopropyl-3-tritylimidazolidine-2,4-dione 
• 1206460-66-3 1-tert-butyl-3-cyclohexyl-5-(2-(4-fluorophenyl)-2-oxoethyl)imidazolidine-2,4-dione 
• 1206460-65-2 3-tert-butyl-1-cyclohexyl-5-(2-(4-fluorophenyl)-2-oxoethyl)imidazolidine-2,4-dione 
• 1206460-85-6 5-(2-(4-fluorophenyl)-2-oxoethyl)-1-(4-methoxyphenyl)-3-tritylimidazolidine-2,4-dione 
• 1206460-92-5 C₃₇H₂₉FN₂O₄ 
• 1206460-91-4 C₃₆H₂₇FN₂O₃ 
• 1206460-84-5 5-(2-(4-fluorophenyl)-2-oxoethyl)-1-phenyl-3-tritylimidazolidine-2,4-dione 
• 1428966-79-3 C₂₀H₁₈FNO₄ 
• 28081-19-8 (E)-3-(4-(dimethylamino)phenyl)-1-(4-fluorophenyl)-2-propen-1-one 
• 1018166-34-1 6-(4-fluorobenzoyl)-3,5-dihydro-2H-thiopyrano[2,3-d][1,3]thiazol-2-one 
• 75738-80-6 (+)-(S)-γ-(4-fluorophenyl)-γ-butyrolactone 
• 75738-79-3 (+)-(R)-γ-(4-fluorophenyl)-γ-butyrolactone 

Relevant academic research and scientific papers

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.

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.

Pyridazinone substituted benzenesulfonamides as potent carbonic anhydrase inhibitors

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

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.

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

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