636-44-2

Usage

Uses

Used in Chemical Synthesis:
2,5-DIMETHYL-3-FUROIC ACID is used as a carboxylato ligand in the preparation of titanocene complexes. These complexes have significant applications in various chemical reactions and processes, making DMF a valuable component in the synthesis of advanced materials and compounds.
Used in the Preparation of Titanocene Complexes:
2,5-DIMETHYL-3-FUROIC ACID is used as a carboxylato ligand for the formation of titanocene complexes such as [Ti(η5-C5H5)2(OOC-dmf)2] and [Ti(η5-C5H4Me)2(OOC-dmf)2]. These complexes are important in the field of organometallic chemistry and have potential applications in catalysis, materials science, and pharmaceuticals. The use of DMF in the synthesis of these complexes highlights its role in creating novel and functional materials with diverse properties.

InChI:InChI=1/C7H8O3/c1-4-3-6(7(8)9)5(2)10-4/h3H,1-2H3,(H,8,9)/p-1

Upstream product

• 10599-70-9 2,5-dimethyl-3-acetylfuran 
• 36600-70-1 ethyl 2-acetylpent-4-ynoate 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 41892-81-3 ethyl 2-acetyl-4-oxopentanoate 
• 127-09-3 sodium acetate 
• 127-17-3 2-oxo-propionic acid 
• 18152-79-9 ethyl 3-bromo-4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate 
• 64-17-5 ethanol 
• 141-97-9 ethyl acetoacetate 
• 598-31-2 1-bromoacetone 
• 625-86-5 2,5-dimethylfuran 
• 6148-34-1 methyl 2,5-dimethylfuran-3-carboxylate 
• 29113-63-1 ethyl 2,5-dimethyl-3-furoate 

Downstream Products

• 29113-63-1 ethyl 2,5-dimethyl-3-furoate 
• 50990-93-7 2,5-dimethyl-furan-3-carbonyl chloride 
• 110-13-4 2,5-hexanedione 
• 625-86-5 2,5-dimethylfuran 

Relevant academic research and scientific papers

Benzene sulfonamide compound and application of compound in preparing anti-influenza A virus drug

The invention discloses a benzene sulfonamide compound and an application of the compound in preparing an anti-influenza A virus drug and belongs to the technical field of pharmaceuticals. A structural formula of the benzene sulfonamide compound is shown as formula (I) as shown in the specification, and the benzene sulfonamide compound is prepared by preparing a corresponding furoyl chloride compound, a thiophenecarbonyl chloride compound and a benzothiophene formyl chloride compound from a furoic acid compound, a thiophenic acid compound or a thionaphthencarboxylic acid compound under the backflow conditions of thionyl chloride and methylbenzene, further performing amination reaction to form a corresponding furoylamide compound, a thiophenecarboxamide compound and a benzothiophene formamide compound, reducing to a corresponding furylmethylamine compound, a thienylmethylamine compound and a benzothiophene methylamine compound under the condition of lithium aluminium hydride, and performing sulfonylation reaction under the conditions of taking triethylamine as an acid-binding agent and dichloromethane as a solvent. The benzene sulfonamide compound can effectively inhibit activity ofan influenza A virus, is low in cytotoxicity and can be used for preparing the anti-influenza A virus drug.

Diphenylurea derivatives for combating methicillin- and vancomycin-resistant Staphylococcus aureus

A new class of diphenylurea was identified as a novel antibacterial scaffold with an antibacterial spectrum that includes highly resistant staphylococcal isolates, namely methicillin- and vancomycin-resistant Staphylococcus aureus (MRSA & VRSA). Starting with a lead compound 3 that carries an aminoguanidine functionality from one side and a n-butyl moiety on the other ring, several analogues were prepared. Considering the pharmacokinetic parameters as a key factor in structural optimization, the structure-activity-relationships (SARs) at the lipophilic side chain were rigorously examined leading to the discovery of the cycloheptyloxyl analogue 21n as a potential drug-candidate. This compound has several notable advantages over vancomycin and linezolid including rapid killing kinetics against MRSA and the ability to target and reduce the burden of MRSA harboring inside immune cells (macrophages). Furthermore, the potent anti-MRSA activity of 21n was confirmed in?vivo using a Caenorhabditis elegans animal model. The present study provides a foundation for further development of diphenylurea compounds as potential therapeutic agents to address the burgeoning challenge of bacterial resistance to antibiotics.

Design, synthesis and antifungal activity of novel furancarboxamide derivatives

Twenty-seven novel furancarboxamide derivatives with a diphenyl ether moiety were synthesized and evaluated for their antifungal activity against Rhizoctonia solani, Botrytis cirerea, Valsa Mali and Sphaceloma ampelimum. Antifungal bioassay results indicated that most compounds had good or excellent fungicidal activities for R. solani and S. ampelimum at 20 mg L-1. Among synthesized compounds, compound 18e showed a greater inhibitory effect against S. ampelimum, with half maximal effective concentration (EC50) values of 0.020 mg L-1. This strong activity rivals currently used commercial fungicides, such as Boscalid and Carbendazim, and has great potential as a lead compound for future development of novel fungicides.

Synthesis and biological evaluation of 3-phenyl-3-aryl carboxamido propanoic acid derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26A1)

All-trans-retinoic acid (ATRA), the biologically active metabolite of vitamin A, is used medicinally for the treatment of hyperproliferative diseases and cancers. However, it is easily metabolized. In this study, the leading compound S8 was found based on virtual screening. To improve the activity of the leading compound S8, a series of novel S8 derivatives were designed, synthesized and evaluated for their in vitro biological activities. All of the prepared compounds showed that substituting the 5-chloro-3-methyl-1-phenyl-1H-pyrazole group for the 2-tertbutyl-5-methylfuran scaffold led to a clear increase in the biological activity. The most promising compound 32, with a CYP26A1 IC50 value of 1.36 μM (compared to liarozole (IC50 = 2.45 μM) and S8 (IC50 = 3.21 μM)) displayed strong inhibitory and differentiation activity against HL60 cells. In addition, the study focused on the effect of β-phenylalanine, which forms the coordination bond with the heme of CYP26A1. These studies suggest that the compound 32 can be used as an appropriate candidate for future development.

A simple preparation of ethyl 2,5-dimethylfuran-3-carboxylate and 2,5-dimethylfuran-3,4-dicarboxylic acid from diethyl 2,3-diacetylsuccinate

(Chemical Equation Presented) A simple preparation of ethyl 2,5-dimethylfuran-3-carboxylate (3), 2,5-dimethylfuran-3,4-dicarboxylic acid (4), and diethyl 2,5-dimethylfuran-3,4-dicarboxylate (5) by treatment of diethyl 2,3-diacetylsuccinate (2) with aqueous HCl is reported. The reaction is performed under organic solvent free conditions from a readily available cheap starting material.

Wood preservative compositions containing dimethylfurancarboxyanilide derivatives

A dimethylfurancarboxyanilide compound of the formula (I): STR1 wherein R1 and R2 are the same or different and each is hydrogen, (C2 -C6)-alkyl, (C3 -C6)-cycloalkyl, (C3 -C6)-alkenyl, (C2 -C6) alkynyl, (C1 -C3)-halogenoalkyl, (C2 -C6)-alkoxy, (C1 -C6)-alkoxy- (C1 -C6)-alkyl, cyano, substituted amide, (C1 -C6)-alkoxy-carbonyl, benzoyl which is unsubstituted or has 1 to 2 substituents, benzoylamino which is unsubstituted or has 1 to 2 substituents; (C2 -C6)-alkanoylamino, (C3 -C6)-cycloalkylcarbonylamino, benzyl which is unsubstituted or has 1 to 2 substituents, phenyl which is unsubstituted or has 1 to 2 substituents, or (C1 -C6)-alkoxycarbonyl-(C2 -C5)-alkenylene; and R1 and R2 do not both represent hydrogen at the same time. A wood preservative containing the dimethylfurancarboxyanilide compound as an active ingredient. A method of preserving wood by applying the dimethylfurancarboxyanilide compound to wood. A wood preservative composition in which the dimethylfurancarboxyanilide compound is combined with at least one of 3-bromo-2,3-diiodo-2-propenylethylcarbamate, 3-iodo-2-propynylbutylcarbamate and 4-chlorophenyl-3-iodopropargylformal.

Phosphorylamides, their preparation and use

A phosphorylamide derivative represented by the general formula (I): STR1 wherein R represents an amino group that may be substituted, or a salt thereof, possesses potent antibacterial activity against Helicobacter bacterium, especially Helicobacter pylori, and is useful for prevention or treatment of digestive diseases caused by Helicobacter bacterium, solely or in combination with an antacid or an acid secretion inhibitor.

Furan-3-carboxamide derivatives and method of preparing same

A broad class of furan-3-Carboxamide derivatives, including many novel compounds, can be made reliably and in good yields by a novel one step reaction between an α-hydroxyketone and an acetamide in the presence of a Friedel-Crafts agent in an inert solvent. The broad class of derivatives has fungicidal and insecticidal utility.