51138-53-5

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2-[2-(4-methoxyphenyl)ethenyl]-
• CAS NO: 51138-53-5
• Molecular Formula: C18H14O3
• Molecular Weight: 278.307
• Mol File: 51138-53-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2-[2-(4-methoxyphenyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2-[2-(4-methoxyphenyl)ethenyl]-(51138-53-5)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2-[2-(4-methoxyphenyl)ethenyl]-(51138-53-5)

Safety Data

• Hazardous Substances Data: 51138-53-5(Hazardous Substances Data)

Upstream product

• 5751-48-4 2-methylchromone 
• 123-11-5 4-methoxy-benzaldehyde 
• 90-02-8 salicylaldehyde 
• 16636-62-7 1-(2'-hydroxyphenyl)butane-1,3-dione 
• 104387-18-0 (E)-3-(4-Methoxy-phenyl)-acrylic acid 2-acetyl-phenyl ester 
• 118-93-4 o-hydroxyacetophenone 
• 98977-48-1 (E)-3-(4-methoxyphenyl)acrylic anhydride 
• 128671-34-1 2-acetylphenyl (E)-2-(4-methoxyphenyl)acrylate 
• 153854-89-8 ω-para methyl cinnamoyl 2-hydroxyacetophenone 
• 126525-75-5 1-(2-hydroxyphenyl)-3-[2-(4-methoxyphenyl)ethenyl]propane-1,3-dione 
• 205308-05-0 (2Z,4E)-3-Hydroxy-1-(2-hydroxy-phenyl)-5-(4-methoxy-phenyl)-penta-2,4-dien-1-one 

Downstream Products

• 1522165-46-3 C₂₁H₁₆N₂O₃ 
• 1522165-55-4 C₂₁H₁₆N₂O₃ 
• 1522165-37-2 C₂₅H₂₆O₇ 
• 1354549-05-5 C₁₉H₁₇NO₅ 
• 1000997-13-6 2-[3-(4-methoxyphenyl)-1,2,3,4-tetrahydronaphth-2-yl]chromone 
• 752233-12-8 (E)-3-bromo-2-[2-(4-methoxyphenyl)vinyl]-4H-chromen-4-one 
• 122542-18-1 2-(4-methoxy-β-o-tolylmercapto-phenethyl)-chromen-4-one 
• 122542-19-2 2-(4-methoxy-β-p-tolylmercapto-phenethyl)-chromen-4-one 
• 113324-16-6 2-(4-methoxy-β-phenylsulfanyl-phenethyl)-chromen-4-one 
• 122542-72-7 2-(4-methoxy-β-m-tolylmercapto-phenethyl)-chromen-4-one 
• 115829-14-6 4-(4-methoxy-phenyl)-2-phenyl-3a,4,11a,11b-tetrahydro-chromeno[3,2-e]isoindole-1,3,11-trione 

Relevant articles and documents

Rh-Catalyzed aldehydic C-H alkynylation and annulation

Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-

2-Styrylchromone derivatives as potent and selective monoamine oxidase B inhibitors

A series of eighteen 2-styrylchromone derivatives (see Chart 1) were synthesized and evaluated for their monoamine oxidase (MAO) A and B inhibitory activities. Many of the derivatives inhibited MAO-B comparable to pargyline (a positive control), and most of them inhibited MAO-B selectively. Of the eighteen derivatives, compound 9 having methoxy group at R1 and chlorine at R4 showed both the best MAO-B inhibitory activity (IC50 = 17 ± 2.4 nM) and the best MAO-B selectivity (IC50 for MAO-A/IC50 for MAO-B = 1500). The mode of inhibition of compound 9 against MAO-B was competitive and reversible. Quantitative structure–activity relationship (QSAR) analyses of the 2-styrylchromone derivatives were conducted using their pIC50 values with the use of Molecular Operating Environment (MOE) and Dragon, demonstrating that the descriptors of MAO-B inhibitory activity and MAO-B selectivity were 1734 and 121, respectively, that showed significant correlations (P 50 value indexes for MAO-B exhibited a determination coefficient (R2) of 0.873 as well as a Leave-One-Out cross-validated determination coefficient (Q2) of 0.675. These data suggested that the 2-styrylchromone structure might be a useful scaffold for the design and development of novel MAO-B inhibitors.

Structure elucidation of a series of fluoro-2-styrylchromones and methoxy-2-styrylchromones using 1D and 2D NMR spectroscopy

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