834884-75-2

Basic information

• Product Name: METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&
• Synonyms: Methyl 5-(4-cyanophenyl)-2-furoate, 95%
• CAS NO: 834884-75-2
• Molecular Formula: C₁₃H₉NO₃
• Molecular Weight: 227.218
• Product Categories: API intermediates
• Mol File: 834884-75-2.mol

Chemical Properties

• Melting Point: 154-158 °C(lit.)
• Boiling Point: 406.9°C at 760 mmHg
• Flash Point: 199.9°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 7.88E-07mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&(834884-75-2)
• EPA Substance Registry System: METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&(834884-75-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 834884-75-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY& is used as a research compound for the development of new pharmaceuticals. Its unique structural and biological properties make it a valuable asset in the discovery and design of novel drug candidates.
Used in Agrochemical Research and Development:
In the agrochemical industry, METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY& is utilized as a research compound for the development of new agrochemicals. Its potential applications in this field can contribute to the creation of innovative products for agricultural use.
Used as a Building Block for Synthesis:
METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY& is employed as a building block in the synthesis of complex molecules. Its chemical properties allow it to be a key component in the creation of a variety of compounds used in different industries.

InChI:InChI=1/C13H9NO3/c1-16-13(15)12-7-6-11(17-12)10-4-2-9(8-14)3-5-10/h2-7H,1H3

Upstream product

• 2527-99-3 methyl 5-bromo-2-furoate 
• 126747-14-6 4-cyanophenylboronic acid 
• 585-70-6 5-bromo-furan-2-carboxylic acid 
• 611-13-2 2-furoic acid methyl ester 
• 623-03-0 4-Cyanochlorobenzene 
• 676501-87-4 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carboxylic acid methyl ester 
• 623-00-7 4-bromobenzenecarbonitrile 
• 110-00-9 furan 

Downstream Products

• 52938-94-0 5-(4-cyanophenyl)furan-2-carboxylic acid 
• 597565-49-6 5-(4'-carboxyphenyl)-2-furanylcarboxylic acid 

Relevant articles and documents

Synthesis and SAR of 5-aryl-furan-2-carboxamide derivatives as potent urotensin-II receptor antagonists

The synthesis and biological evaluation as potential urotensin-II receptor antagonists of a series of 5-arylfuran-2-carboxamide derivatives 1, bearing a 4-(3-chloro-4-(piperidin-4-yloxy)benzyl)piperazin-1-yl group, are described. The results of a systemat

Discovery and development of novel salicylate synthase (MbtI) furanic inhibitors as antitubercular agents

We report on the virtual screening, synthesis, and biological evaluation of new furan derivatives targeting Mycobacterium tuberculosis salicylate synthase (MbtI). A receptor-based virtual screening procedure was applied to screen the Enamine database, identifying two compounds, I and III, endowed with a good enzyme inhibitory activity. Considering the most active compound I as starting point for the development of novel MbtI inhibitors, we obtained new derivatives based on the furan scaffold. Among the SAR performed on this class, compound 1a emerged as the most potent MbtI inhibitor reported to date (Ki = 5.3 μM). Moreover, compound 1a showed a promising antimycobacterial activity (MIC99 = 156 μM), which is conceivably related to mycobactin biosynthesis inhibition.

Hedgehog signal pathway inhibitor

The invention provides a Hedgehog signal pathway inhibitor as well as stereoisomers, tautomers, hydrates, solvates or pharmaceutically acceptable salts thereof, and the structural formula of the inhibitor is as shown in a formula (I). The invention further provides a preparation method and application of a compound. The compound provided by the invention is novel in structure; a signal transduction pathway adjusted by Hedgehog protein, Ptch, Gli and/or Smo can be adjusted through the compound of the formula I.

Diphenylpyrazoles as replication protein A inhibitors

Replication Protein A is the primary eukaryotic ssDNA binding protein that has a central role in initiating the cellular response to DNA damage. RPA recruits multiple proteins to sites of DNA damage via the N-terminal domain of the 70 kDa subunit (RPA70N). Here we describe the optimization of a diphenylpyrazole carboxylic acid series of inhibitors of these RPA-protein interactions. We evaluated substituents on the aromatic rings as well as the type and geometry of the linkers used to combine fragments, ultimately leading to submicromolar inhibitors of RPA70N protein-protein interactions.

A C-H borylation approach to suzuki-miyaura coupling of typically unstable 2-heteroaryl and polyfluorophenyl boronates

A method for the synthesis of biaryls and heterobiaryls from arenes and haloarenes without the intermediacy of unstable boronic acids is described. Pinacol boronate esters that are analogous to unstable boronic acids are formed in high yield by iridium-catalyzed C-H borylation of heteroarenes and fluoroarenes. These boronates are stable in the solid state or in solution and can be generated and used in situ. They couple with aryl halides in the presence of simple palladium catalysts, providing a convenient route to biaryl and heteroaryl products that have been challenging to prepare via boronic acids.

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.

Palladium-catalyzed direct arylations of five-membered heteroarenes bearing N-monoalkylcarboxamide substituents

The palladium-catalyzed direct arylation of furan, thiophene, pyrrole, or pyrazole derivatives bearing CONHR substituents on C2, C3, or C5 with aryl bromides was studied. The use of KOAc as the base, DMAc as the solvent, and PdCl(C3H5)(dppb) as the catalyst was found to give regioselectively and without decarbamoylation the arylated heteroaromatics. Under these conditions, the amide substituent on the heteroaromatic does not act as a directing group. A wide range of functional groups such as acetyl, formyl, ester, nitrile, trifluoromethyl, and fluoro on the aryl bromide is tolerated. The palladium-catalyzed direct arylation of furan, thiophene, pyrrole, or pyrazole derivatives bearing CONHR substituents on C2, C3, or C5 with aryl bromides was studied. The use of KOAc as the base, DMAc as the solvent, and PdCl(C3H5)(dppb) as the catalyst was found to give regioselectively the arylated heteroaromatics.

Low catalyst loading ligand-free palladium-catalyzed direct arylation of furans: An economically and environmentally attractive access to 5-arylfurans

The direct 5-arylation of furans at very low catalyst loading using Pd(OAc)2 as catalyst without added ligand proceed in high yields. Turnover numbers up to 10000 have been obtained for the coupling of several activated aryl bromides. A wide ra