4842-77-7

Basic information

• Product Name: 2,4-Pentadien-1-one, 5-(4-methoxyphenyl)-1-phenyl-
• CAS NO: 4842-77-7
• Molecular Formula: C18H16O2
• Molecular Weight: 264.324
• Mol File: 4842-77-7.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadien-1-one, 5-(4-methoxyphenyl)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadien-1-one, 5-(4-methoxyphenyl)-1-phenyl-(4842-77-7)
• EPA Substance Registry System: 2,4-Pentadien-1-one, 5-(4-methoxyphenyl)-1-phenyl-(4842-77-7)

Safety Data

• Hazardous Substances Data: 4842-77-7(Hazardous Substances Data)

Usage

General Description

2,4-Pentadien-1-one, 5-(4-methoxyphenyl)-1-phenyl- is a chemical compound with a molecular formula C16H14O2. It is a yellowish liquid with a strong odor, commonly used in the manufacturing of perfumes and flavorings. 2,4-Pentadien-1-one, 5-(4-methoxyphenyl)-1-phenyl- is also known for its potential pharmaceutical applications, as it exhibits anti-inflammatory and antioxidant properties. Additionally, it has been used in the synthesis of various biologically active compounds, making it an important intermediate in organic chemistry. However, it should be handled with caution and protective measures, as it can be harmful if ingested, inhaled, or if it comes into contact with the skin or eyes.

Upstream product

• 853400-97-2 [2-(4-methoxyphenyl)cyclopropyl]acetaldehyde 
• 1963-36-6 4-methoxycinnamaldehyde 
• 98-86-2 acetophenone 
• 76711-42-7 (E)-2-(4-methoxyphenyl)-1-trimethylsilylethene 
• 65420-47-5 (E)-1-phenyl-3-(trimethylsilyl)prop-2-en-1-one 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 1438403-18-9 (3R,4E)-5-(4-methoxyphenyl)-3-methyl-1-phenylpent-4-en-1-one 
• 1239278-99-9 (S,E)-2-[5-(4-methoxyphenyl)-1-oxo-1-phenylpent-4-en-3-yl]malononitrile 
• 1235563-71-9 (R,E)-5-(4-methoxyphenyl)-3-(nitromethyl)-1-phenylpent-4-en-1-one 
• 3185-60-2 1-(4-Methoxy-phenyl)-5-phenyl-pentadien-(1,3)-ol-⁽⁵⁾ 

Relevant articles and documents

Palladium-Catalyzed Aminomethylation of Nitrodienes and Dienones via Double C—N Bond Activation

A new strategy for the generation of the active Pd-alkyl species from aminal via C—N bond activation has been established, in which the formation of zwitterionic intermediate through aza-Michael addition of aminal to nitrodienes or dienones is identified as a key step for the activation of the C—N bond. The efficient strategy has enabled a new palladium-catalyzed α-aminomethylation of nitrodienes and dienones via double C—N bond activation. The scope and versatility of the reaction were demonstrated and a broad range of substrates bearing electron-donating and -withdrawing groups on the aromatic rings were all compatible with this reaction to furnish the desired α-aminomethylated products in moderate to good yields with excellent regioselectivities and E/Z selectivities.

Anti-corrosive property of bioinspired environmental benign imidazole and isoxazoline heterocyclics: A cumulative studies of experimental and DFT methods

In the present study, four imidazoline (IDZ) and four isoxazolines (ISO) heterocyclics differing in the nature of methoxy (-OCH3) and aromatic (phenyl and naphthyl) moieties are synthesized, characterized and evaluated as corrosion inhibitors for mild steel in acidic solution of 1 M HCl. Results showed that imidazoline based heterocyclic compounds are better corrosion inhibitors than isoxazoline based heterocyclics and both classes of compounds showed inhibition efficiency of more than 85% at 20 mgL?1 concentration. Results further showed that inhibitors containing methoxy, phenyl, and naphthyl moieties showed higher protection efficiency as compared to the inhibitors without these moieties. PDP Study revealed that investigated IDZs and ISOs acted as mixed type inhibitors and their adsorption on the metallic surface followed the Langmuir adsorption isotherm model. All the experimental results were corroborated by density function theory (DFT) based quantum chemical calculations. Numerous DFT based indices calculated for neutral as well as protonated forms of the IDZs and ISOs in order to get better insight about metal-IDZs/ISOs interactions. Outcomes of the DFT analysis showed that protonated (cationic) form of the all the inhibitors are more strongly adsorbed on the metallic surface as compared to their neutral form.

Synthesis, biological evaluation and QSAR studies of diarylpentanoid analogues as potential nitric oxide inhibitors

A series of forty-five 1,5-diphenylpenta-2,4-dien-1-one analogues were synthesized and evaluated for their nitric oxide (NO) inhibition activity in IFN-γ/LPS-activated RAW 264.7 cells. Compounds 3h, 7a, 7d and 7e exhibited comparable or significantly higher activity than the standard, curcumin (IC50 = 14.69 ± 0.24 μM). Compound 7d, a 5-methylthiophenyl-bearing analogue, displayed the most promising NO-inhibitory activity with an IC50 value of 10.24 ± 0.62 μM. The 2D and 3D QSAR analyses performed revealed that a para-hydroxyl group on ring B and an α,β-unsaturated ketone moiety on the linker are crucial for a remarkable anti-inflammatory activity. Based on ADMET and TOPKAT analyses, compounds 3h, 7a and 7d are predicted to be nonmutagenic and to exhibit high blood-brain barrier (BBB) penetration, which indicates that they are potentially effective drug candidates for treating central nervous system (CNS) related disorders.