53860-74-5

Usage

Uses

Used in Fragrance Industry:
6-Methoxy-2-benzofurancarbaldehyde is used as a fragrance ingredient for its strong, sweet, floral scent. It is incorporated into the production of perfumes, soaps, and other cosmetic products to enhance their aroma.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 6-Methoxy-2-benzofurancarbaldehyde serves as an intermediate in the synthesis of various organic compounds, contributing to the development of new medications.
Used in Medicinal Research:
6-Methoxy-2-benzofurancarbaldehyde has been researched for its potential medicinal properties, such as anti-inflammatory and anti-cancer effects, indicating its possible use in the development of therapeutic agents.
However, it is crucial to handle 6-Methoxy-2-benzofurancarbaldehyde with care due to its potential harmful effects if inhaled or ingested, and its ability to 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 
• 50551-63-8 6-methoxybenzofuran 
• 68-12-2 N,N-dimethyl-formamide 
• 150-19-6 O-methylresorcine 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 108639-46-9 1-(2,2-diethoxyethoxy)-3-methoxybenzene 

Downstream Products

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

Relevant academic research and scientific papers

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.

S1P RECEPTORS MODULATORS

The invention relates to novel compounds that have S1P receptor modulating activity and, preferably, apoptotic activity and/or anti proliferative activity against cancer cells and other cell types. Further, the invention relates to a pharmaceutical comprising at least one compound of the invention for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression, for example, cancer. A further aspect of the invention relates to the use of a pharmaceutical comprising at least one compound of the invention for the manufacture of a medicament for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression such as cancer.

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.

A Novel Synthesis of Benzofuran and Related Compounds. III. The Vilsmeier Reaction of Phenoxyacetaldehyde Diethyl Acetals

A novel synthesis of 2-benzofurancarbaldehydes by the Vilsmeier reaction of phenoxyacetaldehyde diethyl acetals is described.

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.