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- W2072932257 abstract "In an effort to further test the hypothesis that psychotomimetic potency is related to the availability of the nonbonding electrons on the N of a series of heterocyclic amino glycolate esters, the l-benzilate ester of pyrrolizidine was synthesized. The compound was found to have about 110 the anticholinergic and central nervous system potency of N-methyl 4-piperidylbenzilate, which was among the most potent centrally active glycolates. The final product was a racemic mixture and, as determined by nmr, consisted of one diasteroisomer, with the acid moiety trans to the heterocyclic N. By the use of Dreiding models and measurement of the relative rate of quaternization by CH3I, it was inferred that 1,2-syn interference, by the H′s on the adjacent C′s, with the nonbonding electrons on N was a factor in the diminished pharmacological potency of the pyrrolizidine ester." @default.
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- W2072932257 date "1974-05-01" @default.
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- W2072932257 title "A benzilate ester of pyrrolizidine and its stereochemical relationship to other psychotomimetic glycolates" @default.
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- W2072932257 doi "https://doi.org/10.1016/0024-3205(74)90402-0" @default.
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