516453-68-2

Basic information

• Product Name: 2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one
• Synonyms: 2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one
• CAS NO: 516453-68-2
• Molecular Formula: C₁₁H₁₂O₃S
• Molecular Weight: 224.27618
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 516453-68-2.mol

Chemical Properties

• Appearance: /
• Solubility: Acetone, Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one(516453-68-2)
• EPA Substance Registry System: 2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one(516453-68-2)

Safety Data

• Hazardous Substances Data: 516453-68-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one is used as a key intermediate in the preparation of DFP (diisopropyl fluorophosphate) analogs. These analogs are potent inhibitors of COX-2, an enzyme that plays a crucial role in the inflammation process. By inhibiting COX-2, these analogs can help in the development of anti-inflammatory drugs, which are essential for treating various inflammatory conditions and pain management.
2-Methyl-1-[4-(Methylsulfonyl)phenyl]-2-propen-1-one's chemical properties, including its pink solid state and the presence of a methylsulfonyl group, contribute to its reactivity and utility in the synthesis of DFP analogs. Its role as a precursor in the pharmaceutical industry highlights the importance of understanding and utilizing the unique characteristics of organic compounds for the development of new drugs and therapies.

Upstream product

• 189955-79-1 2-bromo-2-methyl-1-[4-(methylsulfonyl)phenyl]propan-1-one 
• 50-00-0 formaldehyd 
• 69566-95-6 1-[4-(methylsulfonyl)phenyl]propan-1-one 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 189956-08-9 (S)-2-Methyl-1-(4-methylsulfonylphenyl)-prop-2-en-1-ol 
• 189954-93-6 (S)-5-ethyl-5-methyl-3-(1-methylethoxy)-4-[(4-methylsulfonyl)phenyl]-3-oxolen-2-one 
• 455878-44-1 (S)-1-ethyl-1-methyl-2-[(4-methylsulfonyl)phenyl]-2-oxoethyl 2-(1-methylethoxy)acetate 
• 189956-09-0 (R)-(4-Methanesulfonyl-phenyl)-((S)-2-methyl-oxiranyl)-methanol 
• 189956-13-6 (S)-2-hydroxy-2-methyl-1-[4-(methylsulfonyl)phenyl]butan-1-one 
• 189956-10-3 (S)-2-[(R)-(1-Ethoxy-ethoxy)-(4-methanesulfonyl-phenyl)-methyl]-2-methyl-oxirane 
• 190966-58-6 (1R,2S)-1-(1-Ethoxy-ethoxy)-1-(4-methanesulfonyl-phenyl)-2-methyl-butan-2-ol 

Relevant articles and documents

Synthesis of novel pyrazole and dihydropyrazoles derivatives as potential anti-inflammatory and analgesic agents

Novel dihydropyrazole 5-8, 10 and pyrazole derivatives 12, 14, 15, 17 were synthesized. The structures of the newly synthesized compounds were elucidated by spectral and elemental analyses. The anti-inflammatory activity of all new compounds was evaluated

Discovery of a potent and selective COX-2 inhibitor in the alkoxy lactone series with optimized metabolic profile.

The COX-2 inhibitor DFP [5,5-dimethyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone] was found to have a long half-life in humans. Analogues have been characterized in order to optimize pharmacokinetics. This has lead to the discovery of 5(S)-(5-ethyl-5-methyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone analogue 11 a potent and selective COX-2 inhibitor which is metabolized to a greater extent than DFP upon incubation with rat and human hepatocytes, suggesting a shorter half-life in humans.