57897-70-8

Usage

Primary use

synthetic intermediate in pharmaceuticals, fragrances, and organic compound production

Odor

aromatic and aldehydic
Commonly used in fragrance industry as scent additive
Used in manufacturing of antihistamines, antifungal agents, and other medicinal products
Studied for potential antibacterial and antifungal properties

Caution

should be handled with care and proper safety procedures to avoid health risks

Upstream product

• 179728-47-3 (2-formyl-6-methylphenoxy)acetaldehyde diethyl acetal 
• 17059-52-8 7-methylbenzofuran 
• 68-12-2 N,N-dimethyl-formamide 
• 117516-63-9 1-(2,2-diethoxyethoxy)-2-methylbenzene 
• 95-48-7 ortho-cresol 
• 824-42-0 2-methoxy-3-methylbenzaldehyde 
• 1188296-80-1 2-(1,2-dichloroethenyloxy)-1,3-dimethylbenzene 
• 53715-90-5 ethyl 7-methyl-1-benzofuran-2-carboxylate 

Downstream Products

• 1026278-52-3 4-[5-(7-methyl-benzofuran-2-yl)-1H-pyrrol-2-yl]-benzoic acid methyl ester 
• 1027281-66-8 4-[4-(7-methyl-benzofuran-2-yl)-4-oxo-butyryl]-benzoic acid methyl ester 

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.

Palladium-catalyzed hydrobenzylation of ortho-tolyl alkynyl ethers by benzylic C-H activation: Remarkable alkynoxy-directing effect

It's selective: The title reaction involves palladium(0)-catalyzed insertion of Ci￡C bonds into benzylic C(sp3)-H bonds, thus providing efficient access to 2-methylene-2,3-dihydrobenzofurans, which transform into benzofurans upon treatment with a weak acid (e.g., AcOH) and electrophiles. The alkynoxy group serves as a directing group in promoting C-H bond functionalization. Copyright

Discovery of novel and potent retinoic acid receptor α agonists: Syntheses and evaluation of benzofuranyl-pyrrole and benzothiophenyl-pyrrole derivatives

In the course of our studies on retinoic acid receptor (RAR) agonists, we have designed and synthesized a series of benzofuran and benzothiophene derivatives. Some of these compounds (1a,b,e,f,j) markedly inhibited LPS- induced B-lymphocyte proliferation and exerted RARα selectivity. One of them, 4-[5-(4,7-dimethylbenzofuran-2-yl)pyrrol-2-yl]benzoic acid (1b), when orally administered significantly inhibited mouse antibody production and delayed type hypersensitivity (DTH) responses from a dose of 0.1 mg/kg.

3-Benzo[b]furyl- and 3-benzo[b]thienylaminobutyric acids as GABA(B) ligands. Synthesis and structure-activity relationship studies

Baclofen (β-p-chlorophenyl GABA) is one of the selective agonists for the bicuculline-insensitive GABA(B) receptors. In the search for new compounds that bind to GABA(B) receptors it is very important to clarify the structural requirements. We report the syntheses of and binding studies on various 3- heteroaromatic (benzo[b]furan and benzo[b]thiophen)aminobutyric acids. The 4- amino-3-(7-methyl-benzo[b]furan-2-yl)butanoic acid 8g is a potent and specific ligand for GABA(B) receptors, with an IC50 value of 5.4 μM in the displacement of [3H]GABA.