169154-09-0

Basic information

• Product Name: 5-(3,4-difluorophenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene
• Synonyms: 5-(3,4-difluorophenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene
• CAS NO: 169154-09-0
• Molecular Weight: 360.425
• Mol File: 169154-09-0.mol

Chemical Properties

• CAS DataBase Reference: 5-(3,4-difluorophenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3,4-difluorophenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene(169154-09-0)
• EPA Substance Registry System: 5-(3,4-difluorophenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene(169154-09-0)

Safety Data

• Hazardous Substances Data: 169154-09-0(Hazardous Substances Data)

Upstream product

• 1026728-76-6 2-[2-(3,4-Difluoro-phenyl)-2-oxo-ethyl]-2-[2-(4-methanesulfonyl-phenyl)-2-oxo-ethyl]-malonic acid dimethyl ester 
• 1026243-50-4 3-(3,4-Difluoro-phenyl)-4-(4-methanesulfonyl-phenyl)-cyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester 
• 1027584-46-8 [3-(3,4-Difluoro-phenyl)-1-hydroxymethyl-4-(4-methanesulfonyl-phenyl)-cyclopent-3-enyl]-methanol 
• 173776-65-3 dimethyl 2-<2-<4-(methylsulfonyl)phenyl>-2-oxoethyl>propanedioate 
• 369-33-5 3',4'-difluoroacetophenone 
• 40706-98-7 3,4-difluorophenacyl bromide 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 10297-73-1 4-(methanesulfonyl)acetophenone 
• 1778-09-2 4-(Methylthio)acetophenone 
• 50413-24-6 2-bromo-1-(4-methanesulfonylphenyl)ethanone 
• 1026491-58-6 C₃₄H₃₂F₂O₈S₃ 

Relevant articles and documents

Diarylspiro[2.4]heptenes as orally active, highly selective cyclooxygenase-2 inhibitors: Synthesis and structure-activity relationships

A novel series of 5,6-diarylspiro[2.4]hept-5-enes was shown to provide highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. A study of structure-activity relationships in this series suggests that 3,4- disubstituted phenyl analogs are generally more selective than 4-substituted phenyl analogs and that replacement of the methyl sulfone group on the 6- phenyl ring with a sulfonamide moiety results in compounds with superior in vivo pharmacological properties, although with lower COX-2 selectivity. Several compounds have been shown to possess promising pharmacological properties in adjuvant-induced arthritis and edema analgesia models. The absence of gastrointestinal (GI) toxicity at 200 mpk of several selected compounds in rats and mice corresponds well with the weak potency for inhibition of COX-1 observed in the enzyme assay. Methyl sulfone 55 and sulfonamide 24 were shown to have superior in vivo pharmacological profiles, low GI toxicity, and good oral bioavailability and duration of action.

Substituted spiro compounds for the treatment of inflammation

A class of substituted spiro compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula III: STR1 wherein n is a number selected from 0, 1 and 2; wherein R3 is methylsulfonyl or sulfamyl; and wherein R8 is selected from hydrido, fluoro, chloro, bromo, iodo, methyl, ethyl, n-propyl, isopropyl, butyl, tert-butyl, isobutyl, methoxy, ethoxy, propoxy, butoxy, hydroxyl, mercapto, methylthio, ethylthio, cyano, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, pentafluoroethyl, heptafluoropropyl, difluorochloromethyl, dichlorofluoromethyl, difluoroethyl, difluoropropyl, dichloroethyl, dichloropropyl, trifluoromethoxy, hydroxymethyl, methoxymethyl and ethoxymethyl; or a pharmaceutically-acceptable salt thereof.