Methyl 9-Methyl-11-thioxo-8-oxa-10,12-diazatricyclo[7.3.1.0^2,7]trideca-2,4,6-triene-13-carboxylate

The title compound, C₁₃H₁₄N₂O₃S, represents a conformationally restricted pyrimidine analogue of 1,4-dihydropyridine-type calcium antagonists and was designed to probe the chemical and spatial requirements of the dihydropyridine binding site on the calcium channel. The phenyl ring is fixed in a pseudoaxial and perpendicular orientation with respect to the pyrimidine ring by an O-atom bridge. Either of the two fused six-membered rings assumes an approximate sofa conformation distorted towards a half-chair. The molecules are linked by hydrogen bonds to form chains.

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