68386-88-9

Basic information

• Product Name: (1E,4E)-1-(4-nitrophenyl)-5-phenylpenta-1,4-dien-3-one
• CAS NO: 68386-88-9
• Molecular Weight: 279.295
• Mol File: 68386-88-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1E,4E)-1-(4-nitrophenyl)-5-phenylpenta-1,4-dien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1E,4E)-1-(4-nitrophenyl)-5-phenylpenta-1,4-dien-3-one(68386-88-9)
• EPA Substance Registry System: (1E,4E)-1-(4-nitrophenyl)-5-phenylpenta-1,4-dien-3-one(68386-88-9)

Safety Data

• Hazardous Substances Data: 68386-88-9(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 100-52-7 benzaldehyde 
• 67-64-1 acetone 
• 1896-62-4 (E)-benzalacetone 

Downstream Products

• 1371579-23-5 2-bromo-N-(4-((1E,4E)-3-oxo-5-phenylpenta-1,4-dienyl)phenyl)acrylamide 
• 79462-01-4 2-phenyl-4-(p-nitrostyryl)-2,3-dihydro-1H-1,5-benzodiazepine 
• 115846-91-8 3-Methyl-5-[(E)-2-(4-nitro-phenyl)-vinyl]-1,7-diphenyl-1,6,7,8-tetrahydro-pyrazolo[3,4-b][1,4]diazepine 
• 1262238-78-7 (S,S)-4-oxo-2-(4-nitrophenyl)-6-phenyl-1,1-cyclohexanedicarbonitrile 

Relevant articles and documents

Further studies on anti-invasive chemotypes: An excursion from chalcones to curcuminoids

In our ongoing search for new anti-invasive chemotypes, we have made an excursion from previously reported potent 1,3-diarylpropenones (chalcones) to congeners bearing longer linkers between the aromatic moieties. Nine 1,ω-diarylalkenones, including curcumin and bisdemethoxycurcumin, were evaluated in the chick heart invasion assay. Unfortunately, these compounds proved less potent and more toxic than earlier evaluated chemotypes. In the 1,3-diarylpenta-2,4-dien-1-one series, fluoro and/or trimethoxy substitution caused an increase in potency. This agrees with observations made earlier for the chalcone class.

Design, synthesis and biological evaluation of hybrid molecules containing conjugated styryl ketone and α-bromoacryloyl moieties

There was a major interest in the last years in the design of anticancer agents containing the 1,5-diaryl-3-oxo-1,4-pentadienyl system. The modification of this pharmacophore by the introduction of an additional Michael acceptor represents a strategy to obtain novel potential antiproliferative agents. In a continuing study of hybrid compounds containing the α-bromoacryloyl moiety as potential anticancer drugs, we synthesized two novel series of hybrids 3a-i and 4a-i, in which this moiety was linked to the 1,5-diaryl-1,4-pentadien-3-one system. Many of the conjugates prepared (3b, 3c and 3g) demonstrated pronounced antiproliferative activity against five cancer cell lines, being more active than the reference compound Melphalan. Compounds 3e and 4b were also examined for their effects on the cell cycle progression of K562 cells. The detection of a sub-G1 peak upon incubation with these compounds suggested that 3e and 4b also exert their growth inhibiting effects by induction of apoptosis.