Co-crystals of the antiretroviral nevirapine: crystal structures, thermal analysis and dissolution behaviour
Date
2012Author
Caira, Mino R.
Liebenberg, Wilna
Stieger, Nicole
Aucamp, Marique
Bourne, Susan A.
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Synthesis and physicochemical characterization of co-crystals of the antiretroviral drug nevirapine (NV) with the pharmaceutically acceptable co-formers saccharin, rac-tartaric acid, maleic acid, glutaric acid and salicylic acid are reported for the first time. The respective stoichiometric NV : co-former ratios are 2 : 1, 1 : 1, 1 : 1, 1 : 1 and 2 : 1. In the 1 : 1 co-crystals, the predicted R22(8) NV(amide)–carboxylic acid supramolecular synthon occurs, whereas in the 2 : 1 species, the co-former is H-bonded to a centrosymmetric NV dimer formed via the R22(8) amide–amide synthon. Thermal analysis of three co-crystals revealed the unusual phenomenon of precipitation of NV from the melt. Co-crystallization of NV with maleic acid led to the highest ( fivefold) increase in the aqueous solubility of the drug.
URI
http://hdl.handle.net/10394/9919https://pubs.rsc.org/en/content/articlelanding/2012/CE/C2CE06507J#!divAbstract
https://doi.org/10.1039/C2CE06507J
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- Faculty of Health Sciences [2383]