2150-50-7

Basic information

• Product Name: 1,4-Pentadien-3-one, 1,5-bis(4-hydroxy-3-methoxyphenyl)-
• CAS NO: 2150-50-7
• Molecular Formula: C19H18O5
• Molecular Weight: 326.349
• Mol File: 2150-50-7.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: 1,4-Pentadien-3-one, 1,5-bis(4-hydroxy-3-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Pentadien-3-one, 1,5-bis(4-hydroxy-3-methoxyphenyl)-(2150-50-7)
• EPA Substance Registry System: 1,4-Pentadien-3-one, 1,5-bis(4-hydroxy-3-methoxyphenyl)-(2150-50-7)

Safety Data

• Hazardous Substances Data: 2150-50-7(Hazardous Substances Data)

Usage

Source

Root of the turmeric plant

Usage

Food coloring and flavoring

Traditional medicine

Potential health benefits

Properties

Antioxidant, anti-inflammatory, and anti-cancer

Popularity

Ingredient in dietary supplements and skincare products

Health benefits

May help reduce the risk of chronic diseases such as heart disease, Alzheimer's, and certain types of cancer

Research status

Further research needed to fully understand the effects and potential uses of this compound

Upstream product

• 7647-01-0 hydrogenchloride 
• 121-33-5 vanillin 
• 67-64-1 acetone 
• 91471-08-8 3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 123-54-6 acetylacetone 
• 946161-22-4 (1E,4E)-2,5-bis(3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)penta-1,4-dien-3-one 
• 5533-00-6 3-methoxy-4-methoxymethoxy-benzaldehyde 
• 1080-12-2 Dehydrozingerone 
• 148625-89-2 (1E,4E)-1,5-Bis-(3-methoxy-4-methoxymethoxy-phenyl)-penta-1,4-dien-3-one 

Downstream Products

• 946161-24-6 (1E,4E)-1,5-bis(4-(allyloxy)-3-methoxyphenyl)penta-1,4-dien-3-one 
• 51777-54-9 1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one 
• 47375-84-8 1,5-bis-(4-hydroxy-3-methoxy-phenyl)-pentan-3-one 

Relevant articles and documents

Supramolecular polymeric aggregation behavior and its impact on catalytic properties of imidazolium based hydrophilic ionic liquids

Ionic Liquids (ILs) self-assemble to form supramolecular polymeric clusters/aggregates. The aggregation behavior of ILs influences its activity in the organic synthesis. However, the precise role of ILs in organic reactions is still unknown. It is, therefore, important to comprehend the supramolecular polymeric aggregation behavior of ILs. We are exploring the supramolecular polymeric aggregation behavior of ILs using Electrospray Ionization Mass Spectrometry (ESI-MS). We have synthesized four hydrophilic ILs (1–4) and investigated their aggregation behavior and its impact on catalytic activity in Carbon-Carbon bond formation (Knoevenagel and Claisen-Schmidt condensation). Here, we show that the aggregation behavior of ILs depends on the type and nature of cation and anion. ESI-MS (?ve) spectra reveals two different type of aggregation i.e. [CnAn+1]? & [A2 + H+]?. We have found that catalytic activity increases with increased [CnAn+1]? supramolecular aggregation. Consequently, highest yield of products obtained in ILs which show decreased anion-anion aggregation [A2 + H+]? abundance in ESI-MS. We anticipate our results to be a starting point for the establishment of desired ILs for organic synthesis.

Synthesis and cytotoxic evaluation of monocarbonyl curcuminoids and their pyrazoline derivatives

Abstract: A small set of structurally different monocarbonyl curcuminoids was prepared and screened for cytotoxic activity. In particular, bis-3-methoxy-4-hydroxy- and bis-4-methoxyphenyl-substituted monocarbonyls were synthesized and transformed into the corresponding three-dimensional N-acetylpyrazoline derivatives. In addition, a non-symmetrical indole-based monocarbonyl curcumin was prepared as well. Preliminary cytotoxic evaluation revealed significant effects for 4-hydroxy (pyrazoline) monocarbonyl curcuminoids, whereas the non-phenolic variants displayed rather poor activity. Graphic abstract: [Figure not available: see fulltext.].

Synthesis and Cytotoxic Evaluation of Monocarbonyl Analogs of Curcumin as Potential Anti-Tumor Agents

(Table Presented) A series of mono-carbonyl curcumin analogs with different substituents at the 4/4′-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines using a methyl thiazolyl tetrazolium assay. Several of the curcumin analogs, especially B114, exhibited a wide-spectrum of anti-tumor properties in all tested cell lines, indicating their potential in as anti-cancer lead compounds. Further toxicity testing in the NRK-52E kidney cell line revealed that the analogs A111, A113, and B114 had comparable or higher safety than curcumin. These data suggested that the introduction of appropriate substituents in the 4/4′-positions could be a promising approach for curcumin-based drug design.