34035-05-7

Basic information

• Product Name: 5-(4-METHYLPHENYL)-2-FURALDEHYDE
• Synonyms: 5-(4-methylphenyl)-2-furaldehyde(SALTDATA: FREE)
• CAS NO: 34035-05-7
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• Mol File: 34035-05-7.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 332.2°Cat760mmHg
• Flash Point: 107.5°C
• Appearance: /
• Density: 1.125g/cm³
• Vapor Pressure: 0.000148mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 5-(4-METHYLPHENYL)-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHYLPHENYL)-2-FURALDEHYDE(34035-05-7)
• EPA Substance Registry System: 5-(4-METHYLPHENYL)-2-FURALDEHYDE(34035-05-7)

Safety Data

• Hazardous Substances Data: 34035-05-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H10O2/c1-9-2-4-10(5-3-9)12-7-6-11(8-13)14-12/h2-8H,1H3

Upstream product

• 98-01-1 furfural 
• 106-43-4 para-chlorotoluene 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 624-31-7 4-tolyl iodide 
• 106-49-0 p-toluidine 
• 106-38-7 para-bromotoluene 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 5142-75-6 tri(p-tolyl)bismuth 
• 126403-71-2 p-tolylzinc bromide 
• 5720-05-8 4-methylphenylboronic acid 
• 2028-84-4 p-methylbenzenediazonium chloride 

Downstream Products

• 463351-37-3 5-[5-(4-methyl-phenyl)-furan-2-ylmethylene]thiazolidine-2,4-dione 
• 301312-51-6 5-[5-(4-methyl-phenyl)furan-2-ylmethylene]-2-thioxo-dihydropyrimidine-4,6-dione 
• 108196-96-9 4-<5-(4-methylphenyl-2-furfurylidene)>-2-butenolide 
• 41939-44-0 5-nitro-2-(5-p-tolyl-furan-2-yl)-1⁽³⁾H-benzoimidazole 
• 35274-42-1 2-thioxo-5-(5-p-tolyl-furan-2-ylmethylene)-thiazolidin-4-one 
• 39170-16-6 (5-(p-tolyl)furan-2-yl)methanamine 

Relevant articles and documents

Carbon–Carbon Bond Formation for the Synthesis of 5-Aryl-2-Substituted Furans Catalyzed by K3[Fe(CN)6]

An efficient method for the carbon–carbon bond formation at C-5 position of 2-substituted furans to provide a range of π-diverse 5-aryl-2-substituted furan derivatives in 58–80% yield has been reported. The method employs several advantages such as use of catalytic amount of K3[Fe(CN)6] under mild conditions and short reaction time with high yields. Also, a variety of anilines with a variety of functional groups can be employed for the synthesis of 5-aryl-2-substituted furans. Graphic Abstract: [Figure not available: see fulltext.]

Discovery of (5-Phenylfuran-2-yl)Methanamine derivatives as new human sirtuin 2 Inhibitors

Human sirtuin 2 (SIRT2), a member of the sirtuin family, has been considered as a promising drug target in cancer, neurodegenerative diseases, type II diabetes, and bacterial infections. Thus, SIRT2 inhibitors have been involved in effective treatment strategies for related diseases. Using previously established fluorescence-based assays for SIRT2 activity tests, the authors screened their in-house database and identified a compound, 4-(5-((3-(quinolin-5-yl)ureido)methyl) furan-2-yl)benzoic acid (20), which displayed 63 ± 5% and 35 ± 3% inhibition against SIRT2 at 100 μM and 10 μM, respectively. The structure-activity relationship (SAR) analyses of a series of synthesized (5-phenylfuran-2-yl)methanamine derivatives led to the identification of a potent compound 25 with an IC50 value of 2.47 μM, which is more potent than AGK2 (IC50 = 17.75 μM). Meanwhile, 25 likely possesses better water solubility (cLogP = 1.63 and cLogS = ?3.63). Finally, the molecular docking analyses indicated that 25 fitted well with the induced hydrophobic pocket of SIRT2.

Access to Densely Functionalized Chalcone Derivatives with a 2-Pyridone Subunit via Pd/Cu-Catalyzed Oxidative Furan-Yne Cyclization of N -(2-Furanylmethyl) Alkynamides under Air

A protocol for synthesis of chalcone derivatives with a 2-pyridone subunit from N-(2-furanylmethyl) alkynamides is reported. This synthesis involves Pd/Cu-catalyzed oxidative furan-yne cyclization at room temperature in air and may proceed via nucleopalladation of the alkyne to form a vinylpalladium intermediate, with a furan ring acting as the nucleophile.