94540-81-5

Basic information

• Product Name: 2-(4-methoxyphenyl)-5-phenylfuran
• Synonyms: 2-(4-methoxyphenyl)-5-phenylfuran
• CAS NO: 94540-81-5
• Molecular Weight: 250.297
• Mol File: 94540-81-5.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-5-phenylfuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-5-phenylfuran(94540-81-5)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-5-phenylfuran(94540-81-5)

Safety Data

• Hazardous Substances Data: 94540-81-5(Hazardous Substances Data)

Upstream product

• 70-11-1 α-bromoacetophenone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 98-86-2 acetophenone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 98-80-6 phenylboronic acid 
• 5720-07-0 4-methoxyphenylboronic acid 
• 16170-45-9 4-phenylbut-3-enenitrile 
• 22078-90-6 2-hydroxymethyl-5-phenylfuran 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 123-11-5 4-methoxy-benzaldehyde 
• 60755-22-8 1-(4-methoxyphenyl)-4-phenyl-1,4-butanedione 
• 100-42-5 styrene 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 1234862-80-6 (3E)-4-(4-methoxyphenyl)-1-phenylbut-3-en-1-one 

Downstream Products

• 144774-54-9 (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione 

Relevant articles and documents

Method for preparing furan compound from brominated arone

The invention provides a method for synthesizing a furan compound by taking brominated arone and methyl ketone or cyclic ketone as raw materials and directly reacting under the action of tetraisopropyl titanate. The method comprises the following steps: under the protection of inert gas, stirring and heating a reaction mixture of methyl ketone or cyclic ketone and bromo-arone, and then adding tetraisopropyl titanate for reaction; and after the reaction is finished, separating and purifying the obtained reaction mixture to obtain the polysubstituted furan compound. The synthesis method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and easy control, no solvent, good substrate universality and functional group compatibility, and is suitable for industrial mass production.

Epoxy-containing skeleton nitrile compound and synthesis method thereof

The invention relates to an epoxy-containing skeleton nitrile compound as shown in the following formula (4) and a synthesis method thereof. The synthesis method adopts the following reaction route: FORMULA, and comprises the following steps: S1: reacting a compound of a formula (1) with a compound of formula (2) in an organic solvent in the presence of a palladium catalyst, an organic ligand, anoxidizing agent and an acidic compound, performing post-treatment after finishing reaction to obtain a compound of formula (3); and S2: performing self-cyclization reaction on the compound of formula(3) in the organic solvent in the presence of the oxidizing agent, performing post-treatment after finishing reaction to obtain a compound of formula (4). The method creatively optimizes multiple technical features in each step so as to provide a novel synthesis method and synthesis route for preparation of such compounds and have excellent industrial prospects and potential application values.

Synthesis and 2D-QSAR studies of neolignan-based diaryl-tetrahydrofuran and -furan analogues with remarkable activity against Trypanosoma cruzi and assessment of the trypanothione reductase activity

Two series of diaryl-tetrahydrofuran and -furan were synthesised and screened for anti-trypanosomal activity against trypomastigote and amastigote forms of Trypanosoma cruzi, the causative agent of Chagas disease. Based on evidence that modification of a natural product may result in a more effective drug than the natural product itself, and using known neolignan inhibitors veraguensin 1 and grandisin 2 as templates to synthesise simpler analogues, remarkable anti-trypanosomal activity and selectivity were found for 3,5-dimethoxylated diaryl-furan 5c and 2,4-dimethoxylated diaryl-tetrahydrofuran 4e analogues with EC50 0.01 μM and EC50 0.75 μM, respectively, the former being 260-fold more potent than veraguensin 1 and 150-fold better than benznidazole, the current available drugs for Chagas disease treatment. The ability of the most potent anti-trypanosomal compounds to penetrate LLC-MK2 cells infected with T. cruzi amastigotes parasite was tested, which revealed 4e and 5e analogues as the most effective, causing no damage to mammalian cells. In particular, the majority of the derivatives were non-toxic against mice spleen cells. 2D-QSAR studies show the rigid central core and the position of dimethoxy-aryl substituents dramatically affect the anti-trypanosomal activity. The mode of action of the most active anti-trypanosomal derivatives was investigated by exploring the anti-oxidant functions of Trypanothione reductase (TR). As a result, diarylfuran series displayed the strongest inhibition, highlighting compounds 5d-e (IC50 19.2 and 17.7 μM) and 5f-g (IC50 8.9 and 7.4 μM), respectively, with similar or 2-fold higher than the reference inhibitor clomipramine (IC50 15.2 μM).