Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles.

doi:10.1021/jm00383a012

Paper

Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles.

Published Jun 1, 1985 · J. Strupczewski, R. Allen, B. A. Gardner

Journal of medicinal chemistry

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52

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1

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Abstract

The synthesis of a series of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles is described. The neuroleptic activity of the series was evaluated by utilizing the climbing mice assay and inhibition of [3H]spiroperidol binding. Structure-activity relationships were studied by variation of the substituent on the benzisoxazole ring with concomitant variation of four different 1-piperidinyl substituents. Maximum neuroleptic activity was realized when there was a 6-fluoro substituent on the benzisoxazole ring. The 1-piperidinyl substituent appeared less significant, although in most cases, the (1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl group imparted maximum potency. The most potent compound in both assays was 6-fluoro-3-[1-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl) propyl]-4-piperidinyl]-1,2-benzisoxazole (11b).

In Vitro Study

Study Snapshot

The most potent neuroleptic compound, 6-fluoro-3-[1-(3-dihydro-2-oxo-2H-benzimidazol-1-yl) propyl]-4-piperidinyl]-1,2-benzisoxazole (11b), was synth

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles.

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References

Citations

Synthesis of the substituted 7H-pyrano[2,3-d]isoxazol-7-ones from allomaltol-containing oximes

This study presents a two-stage method for synthesizing unknown 7H-pyrano[2,3-d]isoxazol-7-one cores using TsCl/Et3N, offering easy access to starting compounds and simple experimental procedures.

Halogenated class of oximes as a new class of monoamine oxidase-B inhibitors for the treatment of Parkinson's disease: Synthesis, biochemistry, and molecular dynamics study

CHBO4 is a potent, reversible, competitive, and selective hMAO-B inhibitor with low toxicity, making it a promising treatment agent for neurological disorders like Parkinson's disease.

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Converting zwitterionic P2Y14 receptor antagonists into neutral molecules can produce potent in vivo P2Y14 receptor antagonists for in vivo applications.

Novel Class of Chalcone Oxime Ethers as Potent Monoamine Oxidase-B and Acetylcholinesterase Inhibitors

COE-6 and COE-22 are potent, selective MAO-B inhibitors, with COE-22 showing potential as a dual-targeting molecule for MAO-B and AChE.

In silico docking studies and synthesis of new phosphoramidate derivatives of 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole as potential antimicrobial agents

The synthesized phosphoramidate derivatives of 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole show promising antibacterial and antifungal activity, making them promising antimicrobial drug candidates in the future.

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Benzisoxazole-containing compounds show potential as antimicrobial, anticancer, anti-inflammatory, and anti-glycation agents, making them a promising scaffold for drug discovery.

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This novel one-pot method efficiently synthesizes 3-aryl or alkyl 1,2-benzisoxazoles with good to excellent yields, offering easier recovery of PPh3 than metallic catalysts.