34035-03-5

Basic information

• Product Name: 5-(4-CHLOROPHENYL)-2-FURALDEHYDE
• Synonyms: AURORA KA-4235;ART-CHEM-BB B004122;ASISCHEM N16482;5-(4-CHLOROPHENYL)FURFURAL;5-(4-CHLORO-PHENYL)-FURAN-2-CARBALDEHYDE;5-(4-CHLOROPHENYL)-2-FURALDEHYDE;5-(4-CHLOROPHENYL)-2-FURANCARBOXALDEHYDE;AKOS BAR-0548
• CAS NO: 34035-03-5
• Molecular Formula: C₁₁H₇ClO₂
• Molecular Weight: 206.63
• Product Categories: API intermediates
• Mol File: 34035-03-5.mol
• Article Data: 37

Chemical Properties

• Melting Point: 128-131 °C(lit.)
• Boiling Point: 350.7 °C at 760 mmHg
• Flash Point: 165.9 °C
• Appearance: Pale brown/Needles
• Density: 1.282 g/cm³
• Vapor Pressure: 4.32E-05mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5-(4-CHLOROPHENYL)-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-CHLOROPHENYL)-2-FURALDEHYDE(34035-03-5)
• EPA Substance Registry System: 5-(4-CHLOROPHENYL)-2-FURALDEHYDE(34035-03-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 34035-03-5(Hazardous Substances Data)

Usage

Chemical Properties

Pale brown needles

Uses

Different sources of media describe the Uses of 34035-03-5 differently. You can refer to the following data:
1. 5-(4-Chlorophenyl)furfural is a metabolite of Azimilide (A926950, 2 HCl); an oral type III potassium channel blocker agent that blocks both the rapid activating component and the slow activating component of the delayed rectifier potassium current. Both preclinical and clinical studies have demonstrated the efficacy of Azimilide and its safety in the treatment of supraventricular and ventricular tachyarrhythmia. Azimilide is also being studied in a worldwide multicenter trial for prevention of sudden cardiac death in patients after myocardial infarction.
2. 5-(4-Chlorophenyl)furfural was used as one of the aldehydes in the synthesis of uridine-based library.

General Description

5-(4-Chlorophenyl)furfural is a furfural derivative.

InChI:InChI=1/C11H7ClO2/c12-9-3-1-8(2-4-9)11-6-5-10(7-13)14-11/h1-7H

Upstream product

• 106-39-8 bromochlorobenzene 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 637-87-6 1-Chloro-4-iodobenzene 
• 98-01-1 furfural 
• 106-47-8 4-chloro-aniline 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 5575-51-9 tris(4-chlorophenyl)bismuthane 
• 151073-70-0 (4-chloro)phenylzinc iodide 
• 41019-45-8 5-(4-chlorophenyl)-2-furoic acid 
• 1679-18-1 4-Chlorophenylboronic acid 
• 2689-65-8 5-iodofuran-2-carbaldehyde 
• 108-90-7 chlorobenzene 

Downstream Products

• 65697-76-9 2-(4-{trans-2-[5-(4-chloro-phenyl)-furan-2-yl]-vinyl}-phenyl)-5-phenyl-oxazole 
• 14960-37-3 2-(5-(4-chlorophenyl)furan-2-yl)-1H-benzo[d]imidazole 
• 41939-46-2 2-[5-(4-chloro-phenyl)-furan-2-yl]-5-nitro-1⁽³⁾H-benzoimidazole 
• 41939-51-9 2-[5-(4-chloro-phenyl)-furan-2-yl]-1-methyl-5-nitro-1H-benzoimidazole 
• 269740-02-5 C₂₆H₂₀Cl₂N₄O₄ 
• 344943-67-5 C₁₈H₁₅ClN₂O₃S 
• 906543-67-7 (E)-3-[5-(4-Chloro-phenyl)-furan-2-yl]-1-(4-methylsulfanyl-phenyl)-propenone 
• 87165-47-7 3-[[5-(4-Chlorophenyl)furfurylidene]amino]-5-[(1-pyrrolidinyl) methyl]-2-oxazolidinone Hydrochloride 

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.]

5-Aryl-furan derivatives bearing a phenylalanine- or isoleucine-derived rhodanine moiety as potential PTP1B inhibitors

Two series of 5-aryl-furan derivatives bearing a phenylalanine- or isoleucine-derived rhodanine moiety were identified as competitive protein tyrosine phosphatase 1B (PTP1B) inhibitors. Among the compounds studied, 5g was found to have the best PTP1B inhibitory potency (IC50 = 2.66 ± 0.16 μM) and the best cell division cycle 25 homolog B (CDC25B) inhibitory potency (IC50 = 0.25 ± 0.02 μM). Enzymatic data together with molecular modeling results demonstrated that the introduction of a sec-butyl group at the 2-position of the carboxyl group remarkably improved the PTP1B inhibitory activity.

Discovery of novel inhibitors of human phosphoglycerate dehydrogenase by activity-directed combinatorial chemical synthesis strategy

Serine, the source of the one-carbon units essential for de novo purine and deoxythymidine synthesis plays a crucial role in the growth of cancer cells. Phosphoglycerate dehydrogenase (PHGDH) which catalyzes the first, rate-limiting step in de novo serine biosynthesis has become a promising target for the cancer treatment. Here we identified H-G6 as a potential PHGDH inhibitor from the screening of an in-house small molecule library based on the enzymatic assay. We adopted activity-directed combinatorial chemical synthesis strategy to optimize this hit compound. Compound b36 was found to be the noncompetitive and the most promising one with IC50 values of 5.96 ± 0.61 μM against PHGDH. Compound b36 inhibited the proliferation of human breast cancer and ovarian cancer cells, reduced intracellular serine synthesis, damaged DNA synthesis, and induced cell cycle arrest. Collectively, our results suggest that b36 is a novel PHGDH inhibitor, which could be a promising modulator to reprogram the serine synthesis pathway and might be a potential anticancer lead worth further exploration.