53860-74-5

Basic information

• Product Name: 6-Methoxy-2-benzofurancarbaldehyde
• Synonyms: 6-Methoxy-2-benzofurancarbaldehyde;6-Methoxybenzofuran-2-carbaldehyde;6-Methoxy-1-benzofuran-2-carbaldehyde
• CAS NO: 53860-74-5
• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17
• Mol File: 53860-74-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 78-80 °C
• Boiling Point: 296 °C at 760 mmHg
• Flash Point: 132.8 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 6-Methoxy-2-benzofurancarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxy-2-benzofurancarbaldehyde(53860-74-5)
• EPA Substance Registry System: 6-Methoxy-2-benzofurancarbaldehyde(53860-74-5)

Safety Data

• Hazardous Substances Data: 53860-74-5(Hazardous Substances Data)

Usage

General Description

6-Methoxy-2-benzofurancarbaldehyde is a chemical compound with the molecular formula C10H8O3. It is a colorless liquid with a strong, sweet, floral odor. 6-Methoxy-2-benzofurancarbaldehyde is commonly used as a fragrance ingredient in the production of perfumes, soaps, and other cosmetic products. It is also used in the pharmaceutical industry as an intermediate in the synthesis of various organic compounds. Additionally, 6-Methoxy-2-benzofurancarbaldehyde has been researched for its potential medicinal properties, including its anti-inflammatory and anti-cancer effects. However, it is important to handle this chemical with care as it can be harmful if inhaled or ingested and may cause skin and eye irritation.

InChI:InChI=1/C10H8O3/c1-12-8-3-2-7-4-9(6-11)13-10(7)5-8/h2-6H,1H3

Upstream product

• 50551-57-0 ethyl 6-methoxybenzo[b]furan-2-carboxylate 
• 150-19-6 O-methylresorcine 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 108639-46-9 1-(2,2-diethoxyethoxy)-3-methoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 50551-63-8 6-methoxybenzofuran 

Downstream Products

• 1079791-87-9 3-(6-methoxy-1-benzofuran-2-yl)-2-(3-methoxyphenyl)prop-2-enenitrile 

Relevant articles and documents

Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

Chiral β-amino alcohol ligands were found effective for the copper(ii)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, which led to the formation of (S)-enriched benzofuryl β-nitro alcohols with satisfactory enantioselectivities (up to 98% ee). Using this catalytic protocol, bioactive (S)-benzofuryl β-amino alcohols could be conveniently prepared in short steps.

New scaffolds for the design of selective estrogen receptor modulators

In the present work we report the synthesis of four new ER ligands which can be used as scaffolds for the introduction of the basic side chains necessary for antiestrogenic activity. Affinities and agonist/antagonist characterization of the ligands for both ERα and ERβ have been determined in a competitive radioligand assay, and in an in vitro coactivator recruitment functional assay, respectively. Molecular modelling techniques have been used in order to rationalize the experimental results. Compound 2 is reported as a novel ERβ-agonist/ERα-antagonist. Two compounds show an interesting antitumour profile towards two pancreatic cancer cell lines and have been selected for in vivo assays.

Synthesis of 2-amino-4-(2-benzofuryl)Δ1 pyrrolines and study of their antidysrhythmic properties

The synthesis of 2-amino 4(2-benzofuryl)Δ1 pyrrolines, substituted in the aromatic ring and/or on the nitrogen atom of the amino group, is described. These derivatives are obtained from 3 (2-benzofuryl) acrylic esters, on which nitromethane is added. The reduction of 4-nitrobutyric esters lead to pyrrolidinones, and then to the entitled derivatives. Some analogs, the benzofuran ring of which is replaced by another heterocycle, were also prepared. Some of them exhibit interesting antidysrhythmic properties.