63472-04-8

Usage

InChI:InChI=1/C17H16O3/c1-12(17(19)20)11-16(18)15-9-7-14(8-10-15)13-5-3-2-4-6-13/h2-10,12H,11H2,1H3,(H,19,20)

Upstream product

• 92-52-4 biphenyl 
• 4100-80-5 2-methylsuccinic anhydride 
• 7446-70-0 aluminium trichloride 
• 98-95-3 nitrobenzene 
• 88598-79-2 2-(2-Biphenyl-4-yl-2-oxo-ethyl)-2-methyl-malonic acid diethyl ester 
• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 2170-03-8 itaconic acid anhydride 
• 88598-78-1 acide (biphenylyl-4)-4 methyl-2 oxo-4 carboxy-2 butyrique 
• 19340-35-3 4-(4-biphenylyl)-4-oxo-2-methyl butanoic acid 

Downstream Products

• 29304-67-4 2-methyl-7-phenyl-3,4-dihydro-2H-naphthalen-1-one 
• 29304-68-5 Phenyl-7-methyl-2-dihydro-3,4-naphthalin 
• 111259-41-7 5-Biphenyl-4-yl-3-methyl-dihydro-furan-2-one 
• 111259-56-4 (biphenylyl-4)-6 methyl-4 dihydro-4,5 pyridazine (2-H) one-3 

Relevant academic research and scientific papers

ON THE QUANTITATIVE RELATIONS BETWEEN STRUCTURE AND ANTIAGGREGATION ACTIVITY OF ω-ARYL-ω-OXOALKANOIC ACIDS

A series of ω-aryl-ω-oxoalkanoic acids, I-IV, has been prepared and investigated for dissociation constants in 80percent methylcellosolve, retention characteristics in thin-layer partition chromatography and partition coefficients P in the system octanol-water.Also evaluated were their anti-inflammatory efficacy and inhibitory effect on the platelet aggregation induced by collagen.Analysing the relations between structure and antiaggregation effect, we obtained a non-linear, quadratic dependence of this effect on lipophilicity, the optimum being at log P = 3.The antiaggregation effect increased with shortening the chain between the carbonyl and the carboxyl, and with increasing acidity.It was also diminished by the presence of a methyl group on the interlinking chain.To assess the role of lipophilicity we used the RM values of partition chromatography.The relation between anti-inflammatory efficacy and structure was assessed only qualitatively.In this aspect, too, the nature of the chain between the carbonyl and carboxyl proved to have a marked influence.The anti-inflammatory activity proved considerably enhanced by the presence of another aromatic ring in ω-oxoalkanoic acids derived from biphenyl.

Fenbufen, a new anti inflammatory analgesic: synthesis and structure activity relationships of analogs

100 analogs of fenbufen were prepared and tested using the carrageenan, polyarthritis, and UV erythema anti inflammatory tests and the 2 phenyl 1,4 benzoquinone writhing and inflamed paw pressure analgesic tests. Only 3 retained the same full spectrum of activity as fenbufen: dl 4 (4 biphenylyl) 4 hydroxybutyric acid, dl 4 (4 biphenylyl) 1,4 butanediol, and 4 biphenylacetic acid. Fenbufen had the same spectrum of activity as aspirin, phenylbutazone, and indomethacin in the 5 tests. In addition, dose response derived potencies show fenbufen more potent than aspirin and at least as potent as phenylbutazone in all 5 tests. Two related compounds were generally similar.