185345-82-8

Basic information

• Product Name: Benzenesulfonamide, 4-[2-(4-fluorophenyl)-2-oxoethyl]-
• CAS NO: 185345-82-8
• Molecular Formula: C14H12FNO3S
• Molecular Weight: 293.319
• Mol File: 185345-82-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-[2-(4-fluorophenyl)-2-oxoethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-[2-(4-fluorophenyl)-2-oxoethyl]-(185345-82-8)
• EPA Substance Registry System: Benzenesulfonamide, 4-[2-(4-fluorophenyl)-2-oxoethyl]-(185345-82-8)

Safety Data

• Hazardous Substances Data: 185345-82-8(Hazardous Substances Data)

Upstream product

• 40281-50-3 1-(3-fluorophenyl)-2-phenylethan-1-one 
• 103-80-0 phenylacetyl chloride 
• 462-06-6 fluorobenzene 
• 347-84-2 1-(4-fluorophenyl)-2-phenylethanone 
• 395682-94-7 4-aminosulfonylphenylacetyl chloride 

Downstream Products

• 699003-39-9 4-[3-(4-fluoro-phenyl)-pyrazin-2-yl]-N-propionyl-benzenesulfonamide 
• 699003-42-4 4-[6-(4-fluorophenyl)-2,3-dihydro-5-pyrazinyl]-1-benzenesulfonamide 
• 699003-16-2 4-[3-(4-fluoro-phenyl)-pyrazin-2-yl]-benzenesulfonamide 
• 699003-03-7 4-[2-(4-fluorophenyl)-2-oxoacetyl]-1-benzenesulfonamide 
• 185345-83-9 2-(4-aminosulfonylphenyl)-2-bromo-1-(4-fluorophenyl)ethanone 

Relevant articles and documents

2,3-Diaryl-substituted indole based COX-2 inhibitors as leads for imaging tracer development

A series of 2,3-diaryl-substituted indoles containing a fluorine or methoxy group was synthesized via Fischer indole synthesis, McMurry cyclization, or Bischler-Moehlau reaction to identify potential leads for positron emission tomography (PET) radiotracer development as well as for optical imaging. All 2,3-diaryl-substituted indoles possess autofluorescent properties with an emission maximum in a range of 443-492 nm, which is acceptable for biological studies in vitro and, in part, in vivo. The molecular structure of compounds 3a and 3j was confirmed by X-ray crystal structure analysis. COX inhibitory activity was evaluated by a fluorescence-based and enzyme immunoassay-based assay. Redox activity of all target compounds was also determined. All synthesized 2,3-diaryl-substituted indoles are inhibitors of COX-2 enzyme in the low micromolar range. Compounds 3e, 3f, 3g and 3m displayed a 30-40% inhibition of COX-2 at 0.1 μM concentration while compounds 3f and 3g also exhibited COX-1 inhibitory activity. Various compounds like 3g showed substantial antioxidative potential (RDIENE = 2.85, RHAVA = 1.98), an effect that was most measurable with methoxy-substituted compounds. With respect to PET radiotracer synthesis, OMe-containing compound 3j was selected as a promising candidate for carbon-11 labeling, and F-containing compound 3m as a lead for the development of a fluorine-18 labeled derivative. the Partner Organisations 2014.

1,2-Diaryl-1-ethanone and pyrazolo [4,3-c] quinoline-4-one as novel selective cyclooxygenase-2 inhibitors

Novel 1,2-diaryl-1-ethanone 1 and pyrazolo [4,3-c] quinoline-4-one 2, with pharmacophores different from the known COX inhibitors were identified as selective COX-2 inhibitors. The communication briefly describes SAR of both the series.

SUBSTITUTED IMIDAZO 1,2A]AZINES AS SELECTIVE INHIBOTORS OF COX-2

The invention refers to new compounds of formula (I), wherein A and B are selected from the group consisting of N and CH, with the condition that when A is N, B is N; R1 is selected from the group consisting of CH3 and NH2; R2 and R3 are selected from the group consisting of H, CH3, Br, Cl, COCH3 and OCH3; and R4, R5 and R6, are selected from the group consisting of H, F, Cl, Br, (C1-C3)-alkyl, trifluoromethyl, (C1-C3)-alkoxy and trifluoromethoxy. Compounds of formula (I) are prepared by reaction of a substituted aminoazine with a substituted 2-bromo-2-(4-R1-sulfonylphenyl)-1-phenylethanone in a polar solvent. These new compounds inhibit COX-2 with high selectivity over COX-1. They are useful for the treatment of inflamation and/or cyclooxygenase-mediated diseases, having the additional advantage of a reduced potencial for ulcerogenic effects.