The pharmacology of benoxaprofen (2-[4-chlorophenyl]-α-methyl-5-benzoxazole acetic acid), LRCL 3794, a new compound with anti-inflammatory activity apparently unrelated to inhibition of prostaglandin synthesis

Abstract

Benoxaprofen is a potent and long‐acting anti‐inflammatory and antipyretic compound. Its anti‐inflammatory activity has been demonstrated in carrageenan‐induced oedema, in cellulose pellet granuloma and in both developing and established adjuvant arthritis tests in rats. Its antipyretic activity is greater than either aspirin or paracetamol in tests inducing pyrexia with yeast or ‘E’ pyrogen in rats and rabbits. Benoxaprofen has analgesic activity in tests where pain is accompanied by inflammation but not in other experimental models of pain. The weak prostaglandin synthetase inhibiting properties of this compound differentiate it from other acid anti‐inflammatory compounds. The low ulcerogenic potential of benoxaprofen seen in animal models may be related to its relative inability to inhibit PG synthetase.

Pharmacological modulation of responses of guinea‐pig airways contracted with antigen and calcium ionophore A23187

“…The present study was designed to examine the efficacy of six agents that have been shown to inhibit leukotriene synthesis in leukocytes and, in some cases, lung tissue and to inhibit the contraction of the airways induced by antigen and calcium ionophore A23 187. The compounds include nafazatrom (Mardin & Busse, 1983), 3-amino-i-[m-trifluoromethyl)-phenyl]-2-pyrazoline (BW755C) (Higgs et al, 1979), nordihydroguaiaretic acid (NDGA) (Tappel et al, 1953), benoxaprofen (Cashin et al, 1977), 6,9-deoxy-6,9-Nphenylimino-A6,8 prostaglandin b1 (piriprost) (Bach et al, 1982) and diethylcarbamazine citrate (DECC) (Harned et al, 1948). In addition sodium 7-[3-(4-acetyl -3-hydroxy-2-propylphenoxy)-2-hydroxypropoxy]-4-oxo-8-propyl-4H-benzopyran-2-carboxylate (FPL55712) (Augstein et al, 1973) was examined as it blocks peptidoleukotriene receptors in the airways (Sheard et al, 1977;Jones et al, 1983).…”

Preliminary studies of absorption and excretion of benoxaprofen in man.

“…Benoxaprofen ( Figure 1) is a novel acidic compound (Dunwell, Evans, Hicks, Cashin & Kitchen, 1975) exhibiting notable anti-inflammatory, analgesic and antipyretic activity in animals (Cashin, Dawson & Kitchen, 1977). Single-dose studies in several animal species have shown that the compound is well absorbed after oral administration .…”

Synthesis of aryl-2-propionic acids by electrocarboxylation of methyl aryl bromides

“…2 These are used to cure cold, fever and inflammation in various musculoskeletal disorders, menstrual cramps, and body pains. [3][4][5][6][7][8][9] The conventional synthesis of these drugs reported in the literature, 10,11 has certain drawbacks such as the formation of hazardous chemicals like cyanides, and low yields due to high temperatures required, which make these methods inefficient. In this paper, we report the synthesis using an electrochemical approach.…”