Oxolin - Oxolinic acid

Veterinary Potential or Fiorfenicol. The absolute ban on the use of chloramphenicol ia food producing animals ia the United States and Canada has accentuated the need for an effective broad spectmm antibiotic ia animal food medicine. Fiorfenicol and other antibiotics commonly used ia veterinary medicine have been evaluated in vitro against a variety of important veterinary and aquaculture pathogens. Some of these data ate shown in Tables 4 and 5, respectively. Fiorfenicol was broadly active having MICs lower than those of chloramphenicol in each of the genera tested (Table 4). Florfenicol was also superior to chloramphenicol, thiamphenicol, oxytetracycline [79-57-2] ampicillin [69-53-4] and oxolinic acid [14698-29-4] against the most commonly isolated bacterial pathogen of fish in Japan (Table 5) (37). 

Under current regulations, chemicals allowed for use in various European countries (Table 3) are either fully Hcensed for aquacultural use (oxytetracycline, oxolinic acid) or can be prescribed by veterinarians if they are Hcensed for use on other food animals (14—16). In addition, previously unHcensed chemicals that are appHed to the water (topicals) may now be used under a grandfather clause if no one questions their safety. The question of whether a chemical is a medicine or a pesticide has also been addressed. Eor example, dichlorvos (Nuvan 500 EC) was initially designated as a pesticide in the United Kingdom, but was later categorized as a medicine. A similar product, trichlorfon (Masoten), was treated the same way in the United States. 

Several promising antibacterial compounds are available and may be considered for use in U.S. aquaculture. In addition to sarafloxacin, other quinolones, flumequine and oxolinic acid, are already registered in Europe. However, resistance to both of these compounds developed in bacteria in just a few years (20). Enrofloxacin, [95106-60-6], C22H22FN2O2, a quinolone product of Bayer A.G. (Germany), is also a candidate for aquaculture registration in Europe and may be considered for registration in the United States. 

Because of the number of citations, only selected imidazoquinolines are described, and biological activity is mentioned only briefly. The largest increase in the number of citations was caused by the discovery of the antibacterial properties of nalidixic acid type drugs. Efforts to prepare the bioisosters, for example of oxolinic acid, intensified in the early 1970s, and the discovery of the carcinogenic properties of 2-aminoimidazoquinolines followed in the early 1980s. These azoloquinolines can be considered as benzene-separated deazapurines. 

Droxacin (16) is a carbabioisostere of the clinically useful antimicrobial agent, oxolinic acid. Its synthesis... 

Gallamine triethiodide Ibuprofen Nalidixic acid Oxetorone fumarate Oxolinic acid Piroheptine Rosoxacin Tridihexethyl iodide Ethyl 4-iodobutyrate Meptazinol... 

Oxolinic acid Pefloxacin Pipemidic acid Rosoxacin ... 

C2H5I 75-03-6) see Butibufen Cinoxacin Diethylstilbestrol Enoxacin Ethotoin Gallamine triethiodide Imiquimod Lomefloxacin Mosapride citrate Nalidixic acid Oxolinic acid Pefloxacin Pipemidic acid Tridihexethyl chloride Zaleplon... 

BHA, BHT, PG, TBHQ and tocopherols) a variety of stationary phases, mobile phases and detectors can be used [711]. Common antibacterials such as carba-dox, thiamphenicol, furazolidone, oxolinic acid, sul-fadimethoxine, sulfaquinoxaline, nalidixic and piromidic acid can be analysed by GE-RPLC-UV (at 254 nm). Collaborative studies have been reported for the HPLC determination of the antimicrobial sodium benzoate in aqueous solutions [712], Plastics devices used for field collection of water samples may contain polymer additives (such as resorcinol monobenzoate, 2,4-dihydroxybenzophenone or bisphenol A) or cyanobac-terial microcystins [713],... 

CINNOLINES AND QUINOXALINES Replacement of a methine in oxolinic acid (46) by nitrogen is apparently consistent with retention of antibacterial activity. One approach begins with reduction of nitroacetophenone 144 to afford the corresponding aminoketone (145). Treatment of this intermediate with nitrous acid leads to the diazonium salt the diazonium group condenses with the ketone methylene group (as its enol form) to lead to the cyclized product, cinnoline 147. Bromination proceeds at the position adjacent the enol grouping (148) ... 

Holten Liitzhoft, H.-C., Yaes, W. H. J., Freidig, A. P., Halling-Sorensen, B. and Hermens, J. L. M. (2000). 1-Octanol/water distribution coefficient of oxolinic acid influence of pH and its relation to the interaction with dissolved organic carbon, Chemosphere, 40, 711-714. 

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