3822-28-4

Basic information

• Product Name: 2-Propen-1-one, 3-(2-fluorophenyl)-1-(4-methoxyphenyl)-
• CAS NO: 3822-28-4
• Molecular Formula: C16H13FO2
• Molecular Weight: 256.276
• Mol File: 3822-28-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 3-(2-fluorophenyl)-1-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 3-(2-fluorophenyl)-1-(4-methoxyphenyl)-(3822-28-4)
• EPA Substance Registry System: 2-Propen-1-one, 3-(2-fluorophenyl)-1-(4-methoxyphenyl)-(3822-28-4)

Safety Data

• Hazardous Substances Data: 3822-28-4(Hazardous Substances Data)

Upstream product

• 20912-79-2 4-methoxyphenacylidene dimethylsulphurane 
• 90555-36-5 N′-(2-fluorobenzylidene)-4-methylbenzenesulfonohydrazide 
• 446-52-6 2-Fluorobenzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 1403750-54-8 (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(5-(2-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone 
• 1403750-39-9 (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(5-(2-fluorophenyl)-3-(4-methoxybenzyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone 
• 610277-61-7 C₁₆H₁₅FN₂O 

Relevant articles and documents

Alkene Synthesis by Photo-Wolff-Kischner Reaction of Sulfur Ylides and N-Tosylhydrazones

A visible-light-driven and room temperature photo-Wolff-Kischner reaction of sulfur ylides and N-tosylhydrazones has been developed for the first time to provide modular access to alkene synthesis. The high functional group tolerance and broad substrate scope were demonstrated by more than 60 examples. Both E- and Z-olefinic stereochemistry in the products could be controlled with excellent stereoselectivity. A series of mechanistic studies support that the reaction should proceed through a radical-carbanion crossover pathway, specifically involving addition of photo-generated sulfur ylide radical cations to N-tosylhydrazones to form carbanions and subsequent Wolff-Kischner process.

4-Fluoro-3′,4′,5′-trimethoxychalcone as a new anti-invasive agent. From discovery to initial validation in an in vivo metastasis model

Invasion and metastasis are responsible for 90% of cancer-related mortality. Herein, we report on our quest for novel, clinically relevant inhibitors of local invasion, based on a broad screen of natural products in a phenotypic assay. Starting from micromolar chalcone hits, a predictive QSAR model for diaryl propenones was developed, and synthetic analogues with a 100-fold increase in potency were obtained. Two nanomolar hits underwent efficacy validation and eADMET profiling; one compound was shown to increase the survival time in an artificial metastasis model in nude mice. Although the molecular mechanism(s) by which these substances mediate efficacy remain(s) unrevealed, we were able to eliminate the major targets commonly associated with antineoplastic chalcones.

Synthesis of a series of unsaturated ketone derivatives as selective and reversible monoamine oxidase inhibitors

We have synthesized three categories of α,β-unsaturated carbonyl derivatives and evaluated their MAO-A and MAO-B inhibitory activities. Among them, compound 10b including α,β-unsaturated ketone group showed the most potent and selective MAO-B inhibitory activity (IC50 human MAO-B 16 nM, >6000-fold selective vs MAO-A) and compound 10b exhibited good reversibility compared with selegiline, a well-known irreversible MAO-B inhibitor. However, both α,β-unsaturated amide and ester derivatives exhibited weaker MAO-B inhibition potencies. The docking studies provided insights into the possible binding modes and the key interaction sites of the synthesized MAO-B inhibitors.