Abstract
The asymmetric unit of the title compound, C15H15N3O3·0.5H2O, comprises two 2-{[(4-iminiumyl-3-methyl-1,4-di-hydro-pyridin-1-yl)meth-yl]carbamo-yl}benzoate zwitterions (A and B) and a water mol-ecule. The dihedral angles between the pyridine and phenyl rings in the zwitterions are 53.69 (10) and 73.56 (11)° in A and B, respectively. In the crystal, mol-ecules are linked by N-H⋯O, O-H⋯O, C-H⋯O and C-H⋯π(ring) hydrogen bonds into a three-dimensional network. The crystal structure also features π-π inter-actions involving the centroids of the pyridine and phenyl rings [centroid-centroid distances = 3.5618 (12) Å in A and 3.8182 (14) Å in B].
Highlights
2-{[(4-iminiumyl-3-methyl-1,4-dihydropyridin-1-yl)methyl]carbamoyl}benzoate zwitterions (A and B) and a water molecule
The dihedral angles between the pyridine and phenyl rings in the zwitterions are 53.69 (10) and 73.56 (11) in A
The crystal structure features – interactions involving the centroids of the pyridine and phenyl rings [centroid–centroid distances =
Summary
Zwitterions are high-performance materials that can be used as drug protein stabilizers without affecting the activity of the drug (Keefe & Jiang, 2012). Drug protein stabilizers maintain the native chemical structure, but the native secondary and higher order structures necessary for biological activity and can increase the stability of the therapeutic protein and enhancs protein–substrate hydrophobic interactions without affecting the activity of the drugs. Zwitterionic polymers grafted from polysulfone (PSF) membranes show improved protein anti-fouling properties, together with good blood compatibility and cytocompatibility in comparison with the pristine PSF membrane (Yue et al, 2013). Zwitterionic nanocarrier drugs showed excellent biocompatibility and non-fouling properties, and were found to extend blood circulation times in vivo. The study and synthesis of new zwitterions is important in the search for new biomedical applications (Jin et al, 2014).
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