123183-95-9

Basic information

• Product Name: 1,4-Pentanedione, 1-(4-fluorophenyl)-
• CAS NO: 123183-95-9
• Molecular Formula: C11H11FO2
• Molecular Weight: 194.206
• Mol File: 123183-95-9.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 1,4-Pentanedione, 1-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Pentanedione, 1-(4-fluorophenyl)-(123183-95-9)
• EPA Substance Registry System: 1,4-Pentanedione, 1-(4-fluorophenyl)-(123183-95-9)

Safety Data

• Hazardous Substances Data: 123183-95-9(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 78-94-4 methyl vinyl ketone 
• 405-99-2 para-fluorostyrene 
• 67-64-1 acetone 
• 706-06-9 3-(4-flurophenyl)prop-2-ynoic acid 
• 403-43-0 4-fluorobenzoyl chloride 
• 135468-05-2 1-(p-fluorophenyl)pent-2-yne-1,4-diol 
• 64-04-0 phenethylamine 
• 201230-82-2 carbon monoxide 
• 1765-93-1 4-fluoroboronic acid 
• 51594-59-3 1-(4-fluorophenyl)-2-propen-1-one 
• 75-07-0 acetaldehyde 

Downstream Products

• 123184-20-3 4-[2-(4-Fluoro-phenyl)-5-methyl-pyrrol-1-yl]-benzonitrile 
• 908292-48-8 1-(2-fluorophenyl)-2-methyl-5-(4-fluorophenyl)-1H-pyrrole 
• 908292-52-4 1-(2,4-dichlorophenyl)-2-methyl-5-(4-fluorophenyl)-1H-pyrrole 
• 1033281-05-8 2-methyl-1-(4-i-propylphenyl)-5-(4-fluorophenyl)-1H-pyrrole 
• 1033281-03-6 2-methyl-1-(4-propylphenyl)-5-(4-fluorophenyl)-1H-pyrrole 
• 1033281-01-4 2-methyl-1-(4-ethylphenyl)-5-(4-fluorophenyl)-1H-pyrrole 
• 1309456-83-4 (R)-5-(4-fluorophenyl)-2-methyl-3,4-dihydro-2H-pyrrole 
• 820247-79-8 1-(4-fluorophenyl)-1,4-pentanediol 
• 123184-24-7 3-[2-(4-Fluoro-phenyl)-5-methyl-pyrrol-1-yl]-propionitrile 
• 634598-34-8 2-(4-fluorophenyl)-5-methyl-1-phenyl-1H-pyrrole 
• 1609192-92-8 (2S,5R)-2-(4-fluorophenyl)-5-methylpyrrolidine 
• 1609193-08-9 (2S,5S)-2-(4-fluorophenyl)-5-methylpyrrolidine 
• 1458715-57-5 2-(4-(2-(4-fluorophenyl)-5-methyl-1H-pyrrol-1-yl)phenyl)-5,6,7-trimethoxybenzo[d]thiazole 
• 1458715-51-9 2-(4-(2-(4-fluorophenyl)-5-methyl-1H-pyrrol-1-yl)phenyl)-6-methoxybenzo[d]thiazole 

Relevant articles and documents

Cyclooxygenase-2 inhibitors. 1,5-diarylpyrrol-3-acetic esters with enhanced inhibitory activity toward cyclooxygenase-2 and improved cyclooxygenase-2/ cyclooxygenase-1 selectivity

The important role of cyclooxygenase-2 (COX-2) in the pathogenesis of inflammation and side effect limitations of current COX-2 inhibitor drugs illustrates a need for the design of new compounds based on alternative structural templates. We previously reported a set of substituted 1,5-diarylpyrrole derivatives, along with their inhibitory activity toward COX enzymes. Several compounds proved to be highly selective COX-2 inhibitors and their affinity data were rationalized through docking simulations. In this paper, we describe the synthesis of new 1,5-diarylpyrrole derivatives that were assayed for their in vitro inhibitory effects toward COX isozymes. Among them, the ethyl-2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3-fluorophenyl]-1H-pyrrol-3- acetate (1d), which was the most potent and COX-2 selective compound, also showed a very interesting in vivo anti-inflammatory and analgesic activity, laying the foundations for developing new lead compounds that could be effective agents in the armamentarium for the management of inflammation and pain.

A fluorescent target-guided Paal-Knorr reaction

It has become increasingly apparent that high-diversity chemical reactions play a significant role in the discovery of bioactive small molecules. Here, we describe an expanse of this paradigm, combining a ‘target-guided synthesis’ concept with Paal-Knorr chemistry applied to the preparation of fluorescent ligands for human prostaglandin-endoperoxide synthase (COX-2).

Copper-Catalyzed Decarboxylative Oxyalkylation of Alkynyl Carboxylic Acids: Synthesis of ?-Diketones and ?-Ketonitriles

A novel copper-catalyzed decarboxylative oxyalkylation of alkynyl carboxylic acids with ketones and alkylnitriles via direct C(sp3)-H bond functionalization to construct new C-C bonds and C-O double bonds was developed. This transformation is featured by wide functional group compatibility and the use of readily available reagents, thus affording a general approach to ?-diketones and ?-ketonitriles. A possible mechanism is proposed.

Copper/Manganese Cocatalyzed Oxidative Coupling of Vinylarenes with Ketones

A novel copper/manganese cocatalyzed direct oxidative coupling of terminal vinylarenes with ketones via C(sp3)-H bond functionalization following C-C bond formation has been developed using tert-butyl hydroperoxide as the radical initiator. Various ketones underwent a free-radical addition of terminal vinylarenes to give the corresponding 1,4-dicarbonyl products with excellent regioselectivity and efficiency through one step. A possible reaction mechanism has been proposed.