116686-15-8

Basic information

• Product Name: FK-3311
• Synonyms: FK-3311;N-[4-Acetyl-2-(2,4-difluorophenoxy)phenyl]methanesulfonamide;N-[4-Acetyl-2-(2,4-difluorophenoxy)phenyl]-methanesulfonamide FK3311;COX-2 Inhibitor V, FK3311
• CAS NO: 116686-15-8
• Molecular Formula: C₁₅H₁₃F₂NO₄S
• Molecular Weight: 341.333
• Mol File: 116686-15-8.mol

Chemical Properties

• Boiling Point: 431.3°Cat760mmHg
• Flash Point: 214.6°C
• Appearance: /
• Density: 1.419g/cm³
• Vapor Pressure: 1.21E-07mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Store at RT
• Solubility: Soluble in DMSO
• PKA: 6.82±0.10(Predicted)
• CAS DataBase Reference: FK-3311(CAS DataBase Reference)
• NIST Chemistry Reference: FK-3311(116686-15-8)
• EPA Substance Registry System: FK-3311(116686-15-8)

Safety Data

• Hazardous Substances Data: 116686-15-8(Hazardous Substances Data)

Usage

Uses

COX-2 Inhibitor V, FK3311 is a selective Cox-2 inhibitor and NSAID.

Biological Activity

Cyclooxygenase-2 (COX-2) inhibitor. Inhibits zymosan-induced prostaglandin E 2 production by rat peritoneal neutrophils in vitro and adjuvant-induced arthritis in vivo . Anti-inflammatory.

InChI:InChI=1/C15H13F2NO4S/c1-9(19)10-3-5-13(18-23(2,20)21)15(7-10)22-14-6-4-11(16)8-12(14)17/h3-8,18H,1-2H3

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 116686-86-3 4'-amino-3'-(2,4-difluorophenoxy)acetophenone 
• 367-27-1 2,4-difluorophenol 
• 6953-83-9 1-(4-amino-3-chlorophenyl)ethan-1-one 
• 116686-84-1 3'-chloro-4-nitroacetophenone 
• 116687-24-2 2-(3-chloro-4-nitrophenyl)-2-methyl-1,3-dioxolane 
• 116686-85-2 3'-(2,4-difluorophenoxy)-4'-nitroacetophenone 
• 146139-79-9 2-[3-(2,4-Difluoro-phenoxy)-4-nitro-phenyl]-2-methyl-[1,3]dioxolane 

Downstream Products

• 116687-65-1 4'-bromoacetyl-2'-(2,4-difluorophenoxy)methanesulfonanilide 
• 116686-59-0 4'-(2-amino-4-thiazolyl)-2'-(2,4-difluorophenoxy)methanesulfonanilide 
• 116686-41-0 4'-[1-(tertbutyloxycarbonylmethoxyimino)ethyl]-2'-(2,4-difluorophenoxy)methanesulfonanilide 

Relevant articles and documents

Studies on antiinflammatory agents. I. Synthesis and pharmacological properties of 2'-phenoxymethanesulfonanilide derivatives

Various 2'-phenoxymethanesulfonanilide derivatives were synthesized and evaluated for antiinfiammatory and analgesic activities. Some compounds bearing an electron-attracting substituent at the 4'-position strongly inhibited adjuvant-induced arthritis in rats and acetic acid-induced writhing syndrome in mice without causing gastro-intestinal irritation. Among them, 4'-cyano-(FK867) and 4'-acetyl-(FK3311) 2'-(2,4-difluorophenoxy)methanesulfonanilides were selected as the candidates for further development.

Alkanesulfonanilide derivatives, processes for preparation thereof and pharmaceutical composition comprising the same

This invention relates to new alkane-sulfonanilide derivatives of the formula: STR1 wherein R1, R2 and R8 are each hydrogen, cyano, halogen, lower alkyl, halo (lower) alkyl, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl or lower alkoxy, R3 is lower alkyl, R4 is acyl, cyano, carboxy, hydroxy(lower)-alkyl, mercapto, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, 5-membered unsaturated heterocyclic group which may have amino, lower alkanoylamino, lower alkylthio or lower alkylsulfonyl, phenylthio which may have nitro or amino, lower alkanoyl(lower)alkenyl or a group of the formula: STR2 wherein R6 is hydrogen, amino or lower alkyl and R7 is hydroxy, lower alkoxy, carboxy(lower)alkoxy, lower alkoxycarbonyl(lower)alkoxy, ureido or thioureido, and R5 is hydrogen, halogen, lower alkyl or lower alkanoyl, and pharmaceutically acceptable salts thereof. More particularly, it relates to alkanesulfonanilide derivatives and pharmaceutically acceptable salts thereof which have antiinflammatory activities and analgesic activities, to processes for the preparation thereof, to a pharmaceutical composition comprising the same and to a method for the treatment of inflammatory disease or pains in human being and animals".