Abstract
The crystal and molecular structures of methyl β-carboline-3-carboxylate, C13H10N2O, a high-affinity ligand for the benzodiazepine receptor, are reported. This candidate for the endogenous ligand for the receptor produces a biological response that is opposite to the anxiety-reducing effect of the usual agonists of the receptor and is, therefore, classified as an inverse-agonist. The space group is P21/c with a = 11.4866(9), b = 5.8091(3), c = 32.417(3) Å, β = 97.111(3)°, Z = 8. In both of the unique molecules, the ester side chain has an extended conformation and is coplanar with the β-carboline moiety. The carbonyl oxygen atom and the aromatic nitrogen atom are cis and form a three-centre hydrogen bond to the amine nitrogen atom of the other molecule in the asymmetric unit.
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