Patent · US Expired

Processes for the preparation of hydratropic acids and esters

US4266069A · kind A · utility

5Cited by
5References
12Claims
0Family size

Assignee

Inventor

Key dates

Filing dateDec 19, 1979
Grant dateMay 5, 1981
Priority date
Expiry dateDec 19, 1999

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C201/12
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The invention concerns the novel compounds dialkyl 2-(3-fluoro-4-nitrophenyl)-2-methylmalonate IIIa and dialkyl 2-(3-fluoro-4-aminophenyl)-2-methylmalonate IVa useful as intermediates in an improved process for making 2-(2-fluoro-4-biphenylyl)propionic acid, known as flurbiprofen, having the formula ##STR1## and ester thereof. It has anti-inflammatory activity which is about 240 times that of aspirin and analgesic activity which is about 180 times that of aspirin in standard laboratory tests. However, despite this high activity, the toxicity (LD.sub.50) is only 1.2 to 2.4 times greater than that of aspirin in standard laboratory tests. Also within the invention is a novel method of making the above intermediates and analogs thereof useful to prepare corresponding biaryl compounds which have pharmaceutical uses.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.