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2-(4'-Isobutylphenyl)propionic acid, ibuprofen, is an antiinflammatory agent which possesses moderate platelet aggregation inhibitory activity. It was therefore of interest to determine what effect the replacement of the phenyl group of ibuprofen by a 3-pyridyl ring would have on platelet aggregation inhibitory activity. As a result, 6-isobutyl-alpha-methyl-o-pyridineacetic acid (7) and its 2-chloro analogue 13 were synthesized. The key step in the synthesis of 7 and 13 involved the oxidative rearrangement of enol ether 11 to the carboxylic ester 12 with thallium trinitrate. The entire sequences of reactions for the synthesis of compounds 7 and 13 are described in detail. Platelet aggregation inhibitory evaluation of 7 and 13 showed 7 to possess activity equivalent to ibuprofen; however, 13 was devoid of platelet aggregation inhibitory activity at an equivalent dose.
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
January 1993,
Yao xue xue bao = Acta pharmaceutica Sinica,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
January 1990,
Yao xue xue bao = Acta pharmaceutica Sinica,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
February 2012,
European journal of medicinal chemistry,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
July 1989,
Journal of lipid research,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
January 1995,
Bioorganic & medicinal chemistry,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
January 1987,
Advances in prostaglandin, thromboxane, and leukotriene research,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
November 1981,
The Journal of antibiotics,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
December 1974,
Semaine des hopitaux. Therapeutique,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
November 2010,
Bioorganic & medicinal chemistry,
R H Rynbrandt, and
B D Tiffany, and
D P Balgoyen, and
E E Nishizawa, and
A R Mendoza
March 2011,
Yao xue xue bao = Acta pharmaceutica Sinica,
