Volume 22, Issue 39
Heterocyclic Compounds
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ChemInform Abstract: Muscarinic Cholinergic Agonists and Antagonists of the 3-(3-Alkyl-1,2, 4-oxadiazol-5-yl)-1,2,5,6-tetrahydropyridine Type. Synthesis and Structure-Activity Relationships.

P. SAUERBERG

P. SAUERBERG

Ferrosan A/S, CNS Div., 2860 Soeborg, Denmark

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J. W. KINDTLER

J. W. KINDTLER

Ferrosan A/S, CNS Div., 2860 Soeborg, Denmark

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L. NIELSEN

L. NIELSEN

Ferrosan A/S, CNS Div., 2860 Soeborg, Denmark

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M. J. SHEARDOWN

M. J. SHEARDOWN

Ferrosan A/S, CNS Div., 2860 Soeborg, Denmark

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T. HONORE

T. HONORE

Ferrosan A/S, CNS Div., 2860 Soeborg, Denmark

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First published: October 1, 1991

Abstract

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ChemInform Abstract

Reaction of the tetrahydro-3-pyridinecarboxylates (I) with amidoximes such as (II) forms the corresponding oxadiazolyl derivatives (III). The isomers (VIII) are prepared by reaction of the nitrile (IV) with hydroxylamine hydrochloride (V) followed by cyclization with the carboxylic anhydrides (VII). In biological tests mentioned in the title, the branched or cyclic derivatives (IIIc) are antagonists, whereas the unbranched compounds, e.g. (IIIb), are agonists.

chemical structure image

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