CHED 121

Determination of nizatidine-guest complexation constants and computer-aided molecular design

Carolyn J. Mordas and Thomas W. Shattuck. Department of Chemistry, Colby College, 7777 Mayflower Hill Drive, Waterville, ME 04901, cjmordas@colby.edu

Nizatidine, N-[2-[[[2-[(dimethylamino)methyl]-4-thiazolyl]methyl]thio]ethyl]-NĘ-methyl-2-nitro-1,1, ethenediamine, has been investigated for its potential to act as a host to small molecules through hydrogen bonding and pi-pi interactions. Pyridoxine (vitamin B6) was hypothesized to have a high guest-host binding constant with nizatidine. This was supported through experimental methods involving NMR spectroscopy, UV-visible spectroscopy, and high performance liquid chromatography. Computer aided molecular design and 3D conformationally flexible database searching led to the discovery of other possible guests, including albuterol, which has exhibited even higher binding constants from HPLC.