56300-69-7

Usage

Uses

Used in Scientific Research:
5-(2,4-Dichlorophenyl)Furfural 97 is used as a research chemical for various scientific studies and experiments. Its application in this field is due to its unique chemical structure and properties, which can be explored for potential reactions, interactions, and effects in different research contexts.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 5-(2,4-Dichlorophenyl)Furfural 97 is used as a starting material or intermediate in the synthesis of various drug compounds. Its dichlorophenyl and furan ring structures may offer potential for the development of new therapeutic agents, particularly in the areas of medicinal chemistry and drug design.
Used in Chemical Synthesis:
5-(2,4-Dichlorophenyl)Furfural 97 is employed as a key component in the synthesis of complex organic molecules. Its reactivity and functional groups make it a valuable building block for creating a wide range of chemical products, including specialty chemicals, agrochemicals, and materials for various industries.
Used in Material Science:
In the field of material science, 5-(2,4-Dichlorophenyl)Furfural 97 is used as a component in the development of new materials with specific properties. Its incorporation into polymers, composites, or other materials can lead to the creation of materials with enhanced characteristics, such as improved thermal stability, chemical resistance, or electrical conductivity.
Used in Analytical Chemistry:
5-(2,4-Dichlorophenyl)Furfural 97 is utilized as a reference compound or standard in analytical chemistry for the calibration of instruments and the development of analytical methods. Its well-defined chemical structure and purity make it suitable for use in quality control, method validation, and the determination of unknown substances in complex samples.

InChI:InChI=1/C11H6Cl2O2/c12-7-1-3-9(10(13)5-7)11-4-2-8(6-14)15-11/h1-6H

Upstream product

• 98-01-1 furfural 
• 50-84-0 2,4 dichlorobenzoic acid 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 29898-32-6 2,4-dichloro-1-iodo-benzene 
• 554-00-7 2,4-Dichloroaniline 

Downstream Products

• 57667-16-0 5-(2',4'-dichlorophenyl)furan-2-carbaldehyde oxime 
• 269740-04-7 C₂₆H₁₈Cl₄N₄O₄ 
• 301350-41-4 C₁₂H₉Cl₂N₃OS 
• 952710-62-2 3-[5-(2,4-dichloro-phenyl)-furan-2-ylmethyl]-7-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine 

Relevant academic research and scientific papers

5-Aryl-2-furaldehydes in the synthesis of tetrahydropyrimidinones by Biginelli reaction

5-Aryl-2-furaldehydes, obtained by furfural arylation with arenediazonium salts, react with ethyl acetoacetate or acetylacetone and (thio)- urea in the presence of FeCl3·6H2O as a catalyst. A series of ethyl 4-(5-aryl-2-furyl)-6-methyl-2-oxo(thioxo)-1,2,3,4-tetrahydropyrimidine- 5-carboxylates was obtained.

Multicomponent one pot synthesis and characterization of novel 4-furyl-1,4-dihydropyridines

A series of dihydropyridines were prepared from the multi-component reaction of 5-arylfuran-2-carbaldehydes, ethylacetoacetate and ammonium acetate. These compounds were characterized through elemental analysis and various spectroscopic techniques (FTIR, 1H NMR, 13C NMR and mass).

Discovery of selective protein arginine methyltransferase 5 inhibitors and biological evaluations

Protein arginine methyltransferase 5 (PRMT5) is an important protein arginine methyltransferase that catalyzes the symmetric dimethylation of arginine resides on histones or non-histone substrate proteins. It has been thought as a promising target for many diseases, particularly cancer. Despite the potential applications of PRMT5 inhibitors in cancer treatment, very few of PRMT5i have been publicly reported. In this investigation, virtual screening and structure–activity relationship studies were carried out to discover novel PRMT5i, which finally led to the identification of a number of new PRMT5i. The most active compound, P5i-6, exhibited a considerable inhibitory potency against PRMT5 with an IC50 value of 0.57?μm, and a high selectivity for PRMT5 against other tested PRMTs. It displayed a very good antiviability activity against two colorectal cancer cell lines, HT-29 and DLD-1, and one hepatic cancer cell line, HepG2, in a sensitivity assay against 36 different cancer cell lines. Western blot assays indicated that P5i-6 selectively inhibited the symmetric dimethylations of H4R3 and H3R8 in DLD-1 cells. Overall, P5i-6 could be used as a chemical probe to investigate new functions of PRMT5 in biology and also served as a good lead compound for the development of new PRMT5-targeting therapeutic agents.

Novel inhibitors of Plasmodium falciparum based on 2,5-disubstituted furans

Phenotypic HTS campaigns with a blood stage malaria assay have been used to discover novel chemotypes for malaria treatment with potential alternative mechanisms of action compared to existing agents. N1-(5-(3-Chloro-4-fluorophenyl)furan-2-yl)-N3,N3-dimethylpropane-1,3-diamine, 1 was identified as a modest inhibitor of P. falciparum NF54 (IC50= 875 nM) with an apparent long plasma half-life after high dose oral administration to mice, although the compound later showed poor metabolic stability in liver microsomes through ring- and side chain-oxidation and N-dealkylation. We describe here the synthesis of derivatives of 1, exploring the influence of substitution patterns around the aromatic ring, variations on the alkyl chain and modifications in the core heterocycle, in order to probe potency and metabolic stability, where 4k showed a long half-life in rats.

Palladium-catalyzed decarboxylative C-H bond arylation of furans

A Pd/PCy3/Ag2CO3 (Cy = cyclohexyl) catalytic system was found to promote decarboxylative arylation through the combination of decarboxylation and C-H bond functionalization. This protocol features a good substrate scope of

A novel three-component synthesis of triazinothiazolones

A series of 4-arylidene-2-methyloxazol-5-ones 1 were condensed with thiosemi-carbazide to yield 6-arylmethyl-3-mercapto-1,2,4-triazin-5-ones 2. The resulting mercapto triazinones 2 were condensed with monochloroacetic acid and 5-aryl-furan-2-carboxaldehydes 3 in a one-pot three-component reaction in the presence of acetic anhydride, acetic acid, and sodium acetate to yield 4-substituted-5-oxo-7-(5-aryl-2-furfurylidene)-1,2,4-triazino[3,4-b] -thiazol-6-ones 4. Some of the newly synthesized compounds were tested for their antibacterial activity against Gram (+)ve and Gram (-)ve bacteria. The results of such studies are discussed in this paper. Copyright Taylor & Francis, Inc.

Facile synthesis of 5-aryl-furan-2-aldehyde and 5-aryl-furan-2-carboxylic acid using ceric ammonium nitrate

A new method for the synthesis of furan-2-carboxaldehyde and 5-(substituted-phenyl)-furan-2-carboxylic acids using ceric ammonium nitrate (CAN) is reported.

5-Phenyl-2-furamidines: A new chemical class of potential antidepressants

A series of 5-phenyl-2-furamidines has been synthesized and evaluated for antidepressant activities. Substitution in the phenyl ring with a nitro (4) or an amino (12) group in the ortho-position resulted in an increase in antidepressant activity. Both 4 and 12 antagonized tetrabenazine-induced ptosis in rodents and inhibited norepinephrine (noradrenaline) uptake into crude synaptosomes of whole mouse brain at doses or concentrations comparable to those of the tricyclic antidepressants. However, these compounds did not possess the anticholinergic and antihistaminic activities common to tricyclic antidepressants. In addition, they lacked monoamine oxidase inhibitory activity. The 5-phenyl-2-furamidines represent a new chemical class of antidepressants and may be useful for depressive patients who cannot tolerate the compromising side effects of the tricyclic antidepressants and monoamine oxidase inhibitors.