55368-37-1

Usage

Uses

Used in Pharmaceutical Industry:
4,4'-(2,5-Furandiyl)bis-benzonitrile is used as a key component in the preparation of antimicrobial agents. Its application is particularly focused on the treatment of Pneumocystis carinii infections, which are significant concerns in the field of medicine.
Chemical Properties:
As a brown solid, 4,4'-(2,5-Furandiyl)bis-benzonitrile exhibits distinct chemical properties that make it suitable for use in the development of antimicrobial agents. Its structure and composition contribute to its effectiveness in targeting and treating specific infections, such as those caused by Pneumocystis carinii.

Upstream product

• 1443-80-7 4-cyanophenyl methyl ketone 
• 20099-89-2 4-Cyanophenacyl bromide 
• 110-00-9 furan 
• 623-00-7 4-bromobenzenecarbonitrile 
• 63366-23-4 2,5-bis(trimethylstannyl)furan 
• 611-13-2 2-furoic acid methyl ester 
• 88-14-2 2-furanoic acid 

Downstream Products

• 80498-71-1 DB 60 
• 80498-74-4 DB 103 
• 65356-05-0 1,3,1',3'-tetramethyl-3,4,5,6,3',4',5',6'-octahydro-2,2'-(4,4'-furan-2,5-diyl-diphenyl)-bis-pyrimidinium; dihydrochloride 
• 80498-72-2 1,1'-dimethyl-4,5,4',5'-tetrahydro-1H,1'H-2,2'-(4,4'-furan-2,5-diyl-diphenyl)-bis-imidazole 
• 61829-78-5 1,3,1',3'-tetramethyl-4,5,4',5'-tetrahydro-3H,3'H-tetrahydro-2,2'-(4,4'-furan-2,5-diyl-diphenyl)-bis-imidazolium; dichloride 
• 80498-75-5 1,1'-dimethyl-1,4,5,6,1',4',5',6'-octahydro-2,2'-(4,4'-furan-2,5-diyl-diphenyl)-bis-pyrimidine 
• 61829-76-3 2,5-bis<4-(4,5-dihydro-1H-imidazol-2-yl)phenyl>furan dihydrochloride 
• 236098-07-0 C₂₂H₂₂N₂O₃ 
• 194298-15-2 2,5-bis(4-carboxyphenyl)furan 
• 166601-11-2 4,4’-(furan-2,5-diyl)bis(N-(3-(dimethylamino)propyl)benzimidamide) 
• 1026402-20-9 2,5-bis[4-(N-ethylcarbamoyl)phenyl]furan 
• 199918-98-4 2,5-bis[4-(N-methylcarbamoyl)phenyl]furan 
• 199918-99-5 C₂₀H₁₆Cl₂N₂O 

Relevant academic research and scientific papers

Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles

An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied in the Paal-Knorr synthesis of a large number of structurally diverse pyrroles including the synthetically challenging tetra- and penta-substituted pyrroles in moderate to excellent yields. HFIP can also be used as solvent in the Paal-Knorr synthesis of furans and thiophenes; however, the solvent effect is more pronounced in synthesis of pyrroles.

Well-Defined Palladium N-Heterocyclic Carbene Complexes: Direct C-H Bond Arylation of Heteroarenes

A series of palladium N-heterocyclic carbene (NHC) complexes of type trans-{(NHC)PdCl2L} (L = C5H5N, 3-ClC5H4N, and PPh3) (3-5) have been developed as efficient precatalysts for direct C-H bond arylation of various heteroarenes. In particular, an in situ generated new NHC ligand derived from {1,3-di-(2,6-diethylphenyl)acenaphtho[1,2-d] imidazolium} chloride (2) is used for the stabilization of the palladium metal center. Among the screened palladium precatalysts (3-5), the most active PEPPSI themed complex (3) was successfully employed toward direct C-H bond arylation of various heteroarenes and aryl bromides. A range of functional groups on aryl bromides as well as on heteroarenes sustained throughout the standard reaction conditions for easy access of various arylated heterocyclic compounds. Significantly, the utility of the protocol was demonstrated by the effective synthesis of a precursor of raloxifene, a selective estrogen receptor modulator.

Discovery of Small Molecule Ligands for MALAT1 by Tuning an RNA-Binding Scaffold

Structural studies of the 3′-end of the oncogenic long non-coding RNA metastasis-associated lung adenocarcinoma transcript 1 (MALAT1) confirmed a unique triple-helix structure. This structure enables accumulation of the transcript, and high levels of MALAT1 are found in several cancers. Here, we synthesize a small molecule library based on an RNA-binding scaffold, diphenylfuran (DPF), screen it against a variety of nucleic acid constructs, and demonstrate for the first time that the MALAT1 triple helix can be selectively targeted with small molecules. Computational analysis revealed a trend between subunit positioning and composition on DPF shape and intramolecular interactions, which in turn generally correlated with selectivity and binding strengths. This work thus provides design strategies toward chemical probe development for the MALAT1 triple helix and suggests that comprehensive analyses of RNA-focused libraries can generate insights into selective RNA recognition.

Methyl 2-furoate: An alternative reagent to furan for palladium-catalysed direct arylation

The palladium-catalysed direct arylation of methyl 2-furoate with aryl bromides was studied. The use of KOAc as the base, dimethylacetamide (DMAc) as the solvent and Pd(OAc)2 as the catalyst was found to give 5-arylfurans regioselectively and without decarboxylation. These methyl 5-aryl-2-furoates gave 2,5-diarylfurans by decarboxylative coupling by using Pd(OAc)2 as the catalyst. Methyl 2-furoate thus represents a convenient alternative substrate to furan for the synthesis of mono- or poly-arylated furans.

Synthesis and?evaluation of?cytotoxic activity of?arylfurans

A series of 2-aryl and 2,5-diarylfurans were synthesized and evaluated for their in vitro cytotoxicity against human cancer cells lines and on the proliferation of human peripheral blood mononuclear cells (PBMC) stimulated with phytohemaglutinin (PHA). Three compounds were found to present significant activity against the cancer cell lines without affecting the lymphocyte proliferation in PBMCs, indicating low toxicity to normal cells.

Small molecule inhibition of RNA/ligand binding

Disclosed is a method for the inhibition of binding of a ligand to an RNA, the inhibition being mediated by a small organic molecule that binds to the RNA, thereby inhibiting ligand binding. A preferred class of small organic molecules are compounds exemplified by 2,5-Bis?4-(2-N,N-dimethylaminopropylamidino)phenyl!furan.