Famotidine, 3-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-N-(am
inosulfonyl), is a histamine H-2-recepror blocker that has been used mainly
for the treatment of peptic ulcers and the Zollinger-Ellison syndrome. Its
NMR spectra in different solvents were reported earlier, however, detailed
interpretation has not been done thus far. In this work, experimental H-1,
C-13 and N-15 NMR spectra of famotidine dissolved in DMSO-d(6) are shown.
The assignment of observed chemical shifts is based on quantum chemical cal
culation at the Hartree-Fock/6-31G* level. The geometry optimization of the
famotidine molecule with two internal hydrogen bonds, i.e. [N(3)-H(23)...N
(9) and N(3)...H(34)-N(20)], is done by using the B3LYP method with the 6-3
1G* basis set. (C) 2001 Elsevier Science B.V. All rights reserved.