41973-42-6

Basic information

• Product Name: 1,5-bis(2-methoxyphenyl)penta-1,4-dien-3-one
• CAS NO: 41973-42-6
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.3444
• Mol File: 41973-42-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 467.2°C at 760 mmHg
• Flash Point: 228.4°C
• Density: 1.128g/cm³
• Vapor Pressure: 6.67E-09mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: 1,5-bis(2-methoxyphenyl)penta-1,4-dien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-bis(2-methoxyphenyl)penta-1,4-dien-3-one(41973-42-6)
• EPA Substance Registry System: 1,5-bis(2-methoxyphenyl)penta-1,4-dien-3-one(41973-42-6)

Safety Data

• Hazardous Substances Data: 41973-42-6(Hazardous Substances Data)

Usage

Source

Roots of the turmeric plant

Appearance

Yellow crystalline solid

Molecular Weight

368.38 g/mol

Solubility

Soluble in ethanol, acetone, and dimethyl sulfoxide; slightly soluble in water

Anti-Inflammatory Properties

Reduces inflammation by inhibiting the production of pro-inflammatory cytokines and enzymes

Antioxidant Properties

Neutralizes free radicals and reactive oxygen species, protecting cells from oxidative stress

Anticancer Properties

Inhibits the growth of cancer cells by interfering with various cellular signaling pathways and promoting apoptosis

Traditional Medicine

Used for its medicinal properties, such as treating digestive issues, skin conditions, and wound healing

Brain Function

Investigated for its potential to improve cognitive function and reduce the risk of neurodegenerative diseases like Alzheimer's

Health Benefits

Widely regarded for its potential therapeutic benefits, including reducing inflammation, fighting oxidative stress, and inhibiting cancer cell growth

Safety

Generally considered safe for consumption, but may cause gastrointestinal upset in high doses or for sensitive individuals

Bioavailability

Low bioavailability due to poor absorption and rapid metabolism in the body, which limits its effectiveness when taken orally

Synergistic Effects

Curcumin's bioavailability and effectiveness can be enhanced when combined with other compounds, such as piperine (found in black pepper)

Upstream product

• 131359-24-5 bis(2-hydroxybenzylidene)acetone 
• 77383-11-0 (E)-4,5-Dibromo-1,5-bis-(2-methoxy-phenyl)-pent-1-en-3-one 
• 135-02-4 ortho-anisaldehyde 
• 74-88-4 methyl iodide 
• 90-02-8 salicylaldehyde 
• 67-64-1 acetone 

Downstream Products

• 122228-63-1 bis (4-o-methoxyphenyl-2-pyrazolin-3-yl) ketone 
• 1198331-07-5 C₂₁H₂₂N₂O₃ 
• 41973-43-7 1,5-bis(2'-methoxyphenyl)pentan-3-one 

Relevant articles and documents

Anti-inflammatory activity of ortho-trifluoromethoxy-substituted 4-piperidione-containing mono-carbonyl curcumin derivatives in vitro and in vivo

Curcumin was reported as an anti-inflammatory agent. However, curcumin's poor bioavailability limited its clinical utility. Here, thirty ortho-substituted mono-carbonyl curcumin derivatives, containing acetone, cyclopentanone, cyclohexanone or 4-piperidione (N—H, N-methyl or N-acrylyl) moieties replacing β-diketone moiety of curcumin, were investigated for anti-inflammatory activity. Two active ortho-trifluoromethoxy-substituted 4-piperidione-containing derivatives 22 and 24 owned good cell uptake ability, and displayed excellent anti-inflammatory activity in both lipopolysaccharide-induced Raw264.7 macrophages and a dextran sulfate sodium (DSS)-induced mouse model of colitis. They inhibited the production of nitric oxide, reactive oxygen species, malonic dialdehyde and cyclooxygenase-2; and the expression of pro-inflammatory cytokines interleukin-1β, tumor necrosis factor-α and myeloperoxidase; the phosphorylation of mitogen-activated protein kinases; and the nucleus translocation of p65. What's more, 22 or 24 oral administered reduced the severity of clinical symptoms of ulcerative colitis (body weight and disease activity index), and reduced obviously DSS-induced colonic pathological damage (the colon length and histopathology analysis). These results suggested that ortho-trifluoromethoxy-substituted 4-piperidione-containing mono-carbonyl curcumin derivatives 22 and 24 were potential anti-inflammatory agents; and offered the important information for design and discovery of more potent anti-inflammatory drug candidates.

Mild and ecofriendly tandem synthesis, and spectral and antimicrobial studies of n1-acetyl-5-aryl-3-(substituted styryl)pyrazolines

N1-acetyl-5-aryl-3-(substituted styryl)pyrazolines were synthesized by the cyclocondensation of 1,5-substituted diphenyl-1,4-pentadien-3-ones with hydrazine hydrate and a cyclizing agent such as acetic acid in ethanol. The title compounds were synthesized using conventional and solvent-free approaches, which involves mechano-chemical mixing, microwave-irradiation, and ultrasound-irradiation methods in the presence of a solid support. The synthesized compounds have been characterized by elemental analyses and spectral data (IR, PMR, and FAB-mass). All the synthesized compounds have been evaluated for their antibacterial and antifungal activities. Some compounds have shown promising biological activity.

Debromination of Chalkone Dibromides and Dibenzalacetone Dibromides with Sodium Hydrogen Selenide

Chalkone dibromides (Ia-c) undergo debromination when treated with sodium hydrogen selenide in boiling ethanol to give chalkones (IIa-c).Likewise dibenzalacetone dibromides (IIIa-c) suffer debromination to give dibenzalacetones (IVa-c) which further interact with sodium hydrogen selenide to give 2,4-diaryltetrahydroselenopyran-4-ones (Va-c).