RESUMO
Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.
Assuntos
Quinuclidinil Benzilato/análogos & derivados , Receptores Muscarínicos/metabolismo , Animais , Bromo , Corpo Estriado/química , Radioisótopos do Iodo , Masculino , Estrutura Molecular , Quinuclidinil Benzilato/química , Quinuclidinil Benzilato/metabolismo , Ratos , Ratos Endogâmicos , Relação Estrutura-AtividadeRESUMO
Five analogues of 3-quinuclidinyl benzilate were prepared in which one phenyl ring was substituted by a heterocycle; a bromine was included on either the remaining phenyl or the heterocycle to provide information relating to the affinity of potential radiohalogenated derivatives. Their affinities for the muscarinic cholinergic receptor were determined. Replacing a phenyl ring with either the 2- or 3-furyl moiety or the 2- or 3-thienyl moiety did not significantly alter the affinity to the muscarinic receptor compared with 3-quinuclidinyl 4-bromobenzilate.