123203-31-6

Basic information

• Product Name: (1E,4E)-1,5-bis[4-(allyloxy)phenyl]penta-1,4-dien-3-one
• Synonyms: (1E,4E)-1,5-bis[4-(allyloxy)phenyl]penta-1,4-dien-3-one
• CAS NO: 123203-31-6
• Molecular Weight: 346.426
• Mol File: 123203-31-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1E,4E)-1,5-bis[4-(allyloxy)phenyl]penta-1,4-dien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1E,4E)-1,5-bis[4-(allyloxy)phenyl]penta-1,4-dien-3-one(123203-31-6)
• EPA Substance Registry System: (1E,4E)-1,5-bis[4-(allyloxy)phenyl]penta-1,4-dien-3-one(123203-31-6)

Safety Data

• Hazardous Substances Data: 123203-31-6(Hazardous Substances Data)

Upstream product

• 40663-68-1 4-(2-propenyloxy)benzaldehyde 
• 67-64-1 acetone 
• 3654-49-7 (1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one 
• 106-95-6 allyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 

Relevant articles and documents

Photophysical and charge transport properties of pyrazolines

Pyrazoline, an intense green emitting molecule both in solution and solid state, with extended π-conjugation has been synthesized via simple two-step reactions in high yields. Having the electron rich pyrazoline moiety with good redox behavior, pyrazoline

Synthesis and biological evaluation of allylated and prenylated mono-carbonyl analogs of curcumin as anti-inflammatory agents

Curcumin has been shown to possess anti-inflammatory activities but has been limited for its low stability and poor bioavailability. We have previously reported four series of 5-carbon linker-containing mono-carbonyl analogs of curcumin (MACs). In continuation of our ongoing research, we designed and synthesized 33 novel allylated or prenylated MACs here, and evaluated their anti-inflammatory effects in RAW 264.7 macrophages. A majority of them effectively inhibited the LPS-induced expression of TNF-α and IL-6, especially IL-6. The preliminary SAR and quantitative SAR analysis were conducted. Compound 14q is the most potent analog among them, and exhibits significant protection against LPS-induced death in septic mice. Together, these data present a series of new analogs of curcumin as promising anti-inflammatory agents.

Synthesis and anti-inflammatory activities of mono-carbonyl analogues of curcumin

Curcumin has been extensively studied for its anti-inflammatory activities. However, its potential beneficial effects on various disease preventions and treatments are limited by its unstable structure. The β-diketone moiety renders curcumin to be rapidly metabolized by aldo-keto reductase in liver. In the present study, a series of curcumin analogues with more stable chemical structures were synthesized and several compounds showed an enhanced ability to inhibit lipopolysaccharide (LPS)-induced TNF-α and IL-6 synthesis in macrophages.