Nifluminic acid

Nicarpi dine 2 150 Nicergoline 2, 478 Niclosamide , 94 Nicotinic acid 1, 253 Nicordanil 3, lT8 Nicotinyl aTcohol 253 Nidroxyzone 1, 228 Nifedipine 283 Nifenazone 1, 234 Nifluminic acid 1, 256 Nifuratrone 2, 2T8 Nifurdazil 2, 239 Nifurmide 239... 

The substantial interest in the pharmacological properties of nonsteroidal antiinflammatories prompted the development of a number of pyridine derivatives with analgesic activity. Thus, treatment of the N-oxide of nicotinic acid with phosphorus trichloride followed by hydrolysis of the resulting acid chloride gives (75), a precursor to nifluminic acid (76a) (66BSF2316), flunixin (76b) (B-80MI20903) and clonixin (76c) (67NEP6603357). 

Good use is made of this chemistry in the synthesis of nifluminic acid 69, an analgesic with a pyridine ring. Disconnection of the C—N bond suggests a 2-chloropyridine 70 starting material easily derived from nicotinic acid 60 and a simple aromatic amine 72 available by functionalisation of trifluorobenzene 74. 69 Is actually available as niflumic acid from Aldrich. 

Szasz, G. Budvari-Barany, Z. Lore, A. Radeczky, G. Shalaby, A. HPLC of antiphlogistic acids on silica dynamically modified with cetylp3uidinium chloride. J.Liq.Chromatogn, 1993, 16, 2335—2345 [also diclofenac, ibuprofen, ketoprofen, naproxen, nicotinic acid, nifluminic acid, salicylic acid]... 

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