301698-94-2

Usage

Type of compound

Substituted phenyl compound

Functional groups

Hydroxy (-OH) group
Methylthio (-SCH3) group
Methyl (-CH3) group
Pentyn-1-one (C≡C-C≡O) group

Structure

The compound has a phenyl ring with a hydroxy and methylthio group attached, a methyl group, and a pentyn-1-one group.

Applications

Synthesis of pharmaceuticals
Organic synthesis

Potential uses

Medicinal chemistry
Organic synthesis

Biological activity

May have potential for biological activity due to its diverse functional groups.

Upstream product

• 301698-93-1 1-{4-(methylthio)phenyl}-4-hydroxy-4-methyl-2-pentyn-1-ol 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 115-19-5 2-methyl-but-3-yn-2-ol 

Downstream Products

• 301698-95-3 2,2-dimethyl-5-(4-(methylthio)phenyl)-3(2H)furanone 
• 301692-24-0 4-(2,5-Difluorophenyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301691-77-0 4-(3,4-Difluorophenyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301691-45-2 2,2-Dimethyl-4-(2-methoxyphenyl)-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301691-55-4 4-(2-Chlorophenyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301692-94-4 5-{4-(Aminosulfonyl)phenyl}-4-(3,4-difluorophenyl)-2,2-dimethyl-3(2H)-furanone 
• 301690-37-9 4-(4-acetylphenyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301692-76-2 polemacoxib 
• 301692-70-6 5-{4-(Aminosulfonyl)phenyl}-4-(3-chlorophenyl)-2,2-dimethyl-3(2H)-furanone 
• 301692-07-9 2,2-Dimethyl-4-(3-methoxyphenyl)-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301691-73-6 4-(4-Bromophenyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone 
• 301692-84-2 5-{4-(Aminosulfonyl)phenyl}-2,2-dimethyl-4-phenyl-3(2H)-furanone 

Relevant academic research and scientific papers

In Vitro Structure-Activity Relationship and in Vivo Studies for a Novel Class of Cyclooxygenase-2 Inhibitors: 5-Aryl-2,2-dialkyl-4-phenyl-3(2H)furanone Derivatives

5-Aryl-2,2-dialkyl-4-phenyl-3(2H)furanone derivatives were studied as a novel class of selective cyclooxygenase-2 inhibitors with regard to synthesis, in vitro SAR, antiinflammatory activities, pharmacokinetic considerations, and gastric safety. If, a representative compound for methyl sulfone derivatives, showed a COX-2 IC50 comparable to that of rofecoxib. In case of 20b, a representative compound for sulfonamide derivatives, a potent antiinflammatory ED50 of 0.1 mg kg-1 day-1 was observed against adjuvant-induced arthritis by a preventive model, positioning 20b as one of the most potent COX-2 inhibitors ever reported. Furthermore, 20b showed strong analgesic activity as indicated by its ED50 of 0.25 mg/kg against carrageenan-induced thermal hyperalgesia in the Sprague-Dawley rat. 3(2H)Furanone derivatives showed due gastric safety profiles as selective COX-2 inhibitors upon 7-day repeat dosing. A highly potent COX-2 inhibitor of the 3(2H)furanone scaffold could be considered suitable for a future generation COX-2 selective arthritis medication with improved safety profiles.

4,5-diaryl-3(2H)-furanone derivatives as cyclooxygenase-2 inhibitors

The present invention provides a novel class of 4,5-diaryl-3(2H)-furanone derivatives, which inhibit strongly and selectively COX-2 over COX-1. They are useful to treat inflammation, inflammation-associated disorders, and COX-2 mediated diseases.

2,2-dimethyl-4,5-diaryl-3(2H)furanone derivatives as selective cyclo-oxygenase-2 inhibitors

A series of 2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-4-phenyl-3(2H)furanones was prepared and evaluated for their ability to inhibit cyclo-oxygenase-2 (COX-2).