105243-58-1

Basic information

• Product Name: (4,6-dimethoxybenzofuran-2-yl)(phenyl)methanone
• Synonyms: (4,6-dimethoxybenzofuran-2-yl)(phenyl)methanone
• CAS NO: 105243-58-1
• Molecular Weight: 282.296
• Mol File: 105243-58-1.mol

Chemical Properties

• CAS DataBase Reference: (4,6-dimethoxybenzofuran-2-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4,6-dimethoxybenzofuran-2-yl)(phenyl)methanone(105243-58-1)
• EPA Substance Registry System: (4,6-dimethoxybenzofuran-2-yl)(phenyl)methanone(105243-58-1)

Safety Data

• Hazardous Substances Data: 105243-58-1(Hazardous Substances Data)

Upstream product

• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 70-11-1 α-bromoacetophenone 
• 500-99-2 3,5-dimethoxyphenol 
• 105243-57-0 2-(3,5-dimethoxyphenoxy)-1-phenylethan-1-one 
• 1170149-79-7 (Z)-2-(3,5-dimethoxyphenoxy)-3-dimethylamino-1-phenylprop-2-en-1-one 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1170149-97-9 2-benzyl-4,6-dimethoxybenzofuran 

Relevant articles and documents

Synthesis and evaluation of methoxy substituted 2-benzoyl-1-benzofuran derivatives as lead compounds for the development adenosine A1 and/or A2A receptor antagonists

A series of fourteen methoxy substituted 2-benzoyl-1-benzofuran derivatives were synthesised and their affinities determined for adenosine A1 and A2A receptors via radioligand binding assays to establish the structure activity relationships pertinent for A1 and A2A affinity. Compound 3j (6,7-dimethoxybenzofuran-2-yl)(3-methoxyphenyl)methanone exhibited A1 affinity (A1Ki (rat) = 6.880 μM) as well as A2A affinity (A2AKi (rat) = 0.5161 μM). Compounds 3a–b & 3i–k exhibited selective affinity towards A1 with Ki values below 10 μM. The results indicate that C6,7-diOCH3 substitution on ring A in combination with meta (C3′)–OCH3 substitution on ring B is beneficial for A1 and A2A affinity and activity. Compounds 3a–b & 3j–k showed low cytotoxicity. Upon in vitro and in silico evaluation, compound 3j may be considered lead-like (i.e. a molecular entity suitable for optimization) and, thus, of value in the design of novel, potent and selective adenosine A1 and A2A receptor antagonists.

Efficient synthetic approach to substituted benzo[b]furans and benzo[b]thiophenes by iodine-promoted cyclization of enaminones

An efficient synthetic approach to the substituted benzo[b]furan and benzo[b]thiophene scaffolds by iodine-mediated cyclization of the corresponding enaminones is described. This protocol was applied to a large series of these latter precursors to afford the respective benzoheterocycles substituted at the C-2 position by a carbonyl group functionality. A study of the factors that control this process reveals that the reactivity depends on the presence of electron-donor groups in the aryl ring of the aryloxycarbonylic and arylthiocarbonylic moieties.

A new synthetic route of 2-aroyl- and 2-benzyl-benzofurans and their application in the total synthesis of a metabolite isolated from dorstenia gigas

The Lewis acid-catalyzed cyclization of the (Z)-3-(dimethylamino)-2- aryloxy-1-arylprop-2-en-1-ones 4ah leads to a regioselective and short synthesis of 2-aroylbenzofurans 2ah. The WolffKishner reduction of the latter yielded a series of substituted 2-ben

A VERSATILE NOVEL SYNTHESIS OF BENZOFURAN AND RELATED COMPOUNDS. II. THE VILSMEIER REACTION OF α-PHENOXYACETOPHENONES

A novel synthesis of 2-benzoylbenzofurans by the Vilsmeier reaction of α-phenoxyacetophenones are described.