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Science 11 November 1983:
Vol. 222. no. 4624, pp. 630 - 632
DOI: 10.1126/science.6635662
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Articles

Science, Vol 222, Issue 4624, 630-632
Copyright © 1983 by American Association for the Advancement of Science

articles

Nicarbazin complex yields dinitrocarbanilide as ultrafine crystals with improved anticoccidial activity

EF Rogers, RD Brown, JE Brown, DM Kazazis, WJ Leanza, Nichols JR, DA Ostlind, and TM Rodino

Nicarbazin, a drug used to control the protozoal disease coccidiosis in poultry, is a complex of the highly insoluble drug 4,4'-dinitrocarbanilide with 2-hydroxy-4,6-dimethylpyrimidine. The structures of this and other 4,4'-dinitrocarbanilide complexes have not been determined, but an analogous 2:1 complex of 4,4'-dinitrodiphenylamine with 1,4-diacetylpiperazine has been prepared in which the only possible bonds are hydrogen bonds between the amide carbonyls and amino hydrogens. Scanning electron microscopy revealed that micron-size crystals of nicarbazin disintegrate in water to form much smaller dinitrocarbanilide crystals. Similar complex dissolution in the gut of poultry may account for the greater effectiveness of dinitrocarbanilide when administered as complexed rather than uncomplexed drug. Particle size problems associated with other highly insoluble drugs and pesticides may be resolved by the use of nicarbazin-like complexes.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Effect of Method of Delivering Nicarbazin to Mallards on Plasma 4,4'-Dinitrocarbanilide Levels and Reproduction.
C. A. Yoder, J. K. Graham, L. A. Miller, K. S. Bynum, J. J. Johnston, and M. J. Goodall (2006)
Poult. Sci. 85, 1442-1448
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