119607-54-4

Basic information

• Product Name: 1-(2-hydroxy-phenyl)-5-(4-methoxy-phenyl)-penta-1,4-dien-3-one
• Synonyms: 1-(2-hydroxy-phenyl)-5-(4-methoxy-phenyl)-penta-1,4-dien-3-one
• CAS NO: 119607-54-4
• Molecular Weight: 280.323
• Mol File: 119607-54-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-(2-hydroxy-phenyl)-5-(4-methoxy-phenyl)-penta-1,4-dien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxy-phenyl)-5-(4-methoxy-phenyl)-penta-1,4-dien-3-one(119607-54-4)
• EPA Substance Registry System: 1-(2-hydroxy-phenyl)-5-(4-methoxy-phenyl)-penta-1,4-dien-3-one(119607-54-4)

Safety Data

• Hazardous Substances Data: 119607-54-4(Hazardous Substances Data)

Upstream product

• 6051-53-2 (E)-4-(2-hydroxyphenyl)but-3-en-2-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 90-02-8 salicylaldehyde 
• 22214-28-4 4-(2-hydroxyphenyl)but-3-en-2-one 

Relevant articles and documents

Antiviral activity and interaction mechanisms study of novel glucopyranoside derivatives

Novel glucopyranoside derivatives were synthesized and evaluated for their antiviral activities against tobacco mosaic virus (TMV). Bioassay results indicated that some of the target compounds exhibited good in vivo antiviral activities against TMV. Among the title compounds, f6 showed appreciable inactivation effect against TMV, with the 50% effective concentration value (EC50) of 52.9 μg/mL, which was better than that of ribavirin (145.1 μg/mL). In addition, interaction between f6 and TMV-CP was characterized by fluorescence spectroscopy, isothermal titration calorimetry (ITC), and microscale thermophoresis (MST). Results showed that f6 bound to TMV-CP with micromole affinity, and thermodynamic parameters suggested that this interaction was typically endothermic and spontaneous, with 1:1.53 ratio of TMV-CP to f6. Thus, the synthesized glucopyranoside derivatives containing 1,4-pentadien-3-one moiety could be promising antiviral agents.

Design, synthesis, and antiviral activity of novel rutin derivatives containing 1, 4-pentadien-3-one moiety

Rutin (compound 5) and some compounds (compounds 1e4 and 6) were isolated from Artemisia princeps Pamp (A. princeps Pamp.) and a series of novel rutin derivatives containing 1,4-pentadien-3-one moiety were designed and synthesized. The target compounds were characterized by proton nuclear magnetic resonance spectroscopy (1H NMR), carbon nuclear magnetic resonance spectroscopy (13C NMR), and ESIMS. Bioassay results indicated that some of the compounds showed good to excellent antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) at 500 μg/mL in vivo. The 50% effective concentrations (EC50) of the compound 7r against CMV was 394.78 μg/mL, which was better than that of Ningnanmycin (432.22 μg/mL). These results indicated that novel rutin derivatives containing 1,4-pentadien-3-one moiety can effectively control CMV.

POLYMETHINE DYES BASED ON BENZOPYRYLIUM IONS

A method is described for the synthesis of a series of benzopyrylium polymethine dyes by the acid cyclization of 2-hydroxystyryl polyenyl ketones, obtained by the successive crotonic condensation of aliphatic or alicyclic ketones initially with salicylaldehyde and its alkyl or halogen derivatives and then with aromatic aldehydes containing a p-methoxyphenyl or 9-alkylcarbazole fragment.The electronic absorption spectra of the new benzopyrylium dyes were studied.