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Steric and rotational constraints in the X-ray structure of the animalarial drug amodiaquine

Yennawar, HP and Viswamitra, MA (1991) Steric and rotational constraints in the X-ray structure of the animalarial drug amodiaquine. In: Current Science (Bangalore), 61 (1). pp. 39-43.

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Official URL: http://www.ias.ac.in/j_archive/currsci/61/vol61con...

Abstract

In the crystal structure of the antimalarial drug amodiaquine, the bonds linking the quinoline and the phenyl groups show partial double-bond character. The partial double-bond character of the two exocyclic bonds, together with stereochemical constraints, reduce flexibility of the two ring systems of the molecule. The dihedral angle between the two ring planes is lowest compared to those in the antileukaemic drug amsacrine and its derivatives. CPK-modelling studies suggest the way amodiaquine can bind to DNA. Stacking interaction between the quinoline and phenyl groups of independent molecules and the hydrogen-bond network stabilize the crystal structure.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Indian Academy of Sciences.
Department/Centre: Division of Physical & Mathematical Sciences > Physics
Date Deposited: 30 Nov 2010 13:14
Last Modified: 30 Nov 2010 13:14
URI: http://eprints.iisc.ernet.in/id/eprint/34145

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