96651-85-3

Usage

Uses

2,3-Dihydrospiro[indene-1,4'-piperidine] hydrochloride is a useful research chemical.

Upstream product

• 137419-24-0 1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> 
• 137730-67-7 spiro(1H-indene-1,4'-piperidine) hydrochloride 

Downstream Products

• 185525-88-6 N-[1(R)-[(2,3-dihydrospiro[1H-indene-1,4'-piperidin]-1'-yl)carbonyl]-2-(phenylmethyloxy)ethyl]carbamic acid 1,1-dimethylethyl ester 
• 1309435-78-6 (S)-3-(4-((5-((2,3-dihydrospiro[indene-1,4'-piperidin]-1'-yl)-methyl)thiophen-2-yl)methoxy)phenyl)hex-4-ynoic acid 
• 845552-94-5 1-(2,3-dihydro-1'H-spiro[indene-1,4'-piperidin]-1'-yl)-3-[2-(hydroxymethyl)-3-methoxyphenyl]propan-2-ol 

Relevant academic research and scientific papers

SPIROCYCLIC ANTIPSYCHOTIC AGENTS

A class of spirocyclic piperidine derivatives are selective ligands at sigma recognition sites and are therefore useful in the treatment and/or prevention of psychiatric disorders.

Spiropiperidines as high-affinity, selective σ ligands

A variety of achiral conformationally restricted spirocyclic piperidines have been prepared in an attempt to investigate the functional role of the central σ recognition site. All the compounds possessed a lipophilic N- substituent incorporating either a tetralin, indan, or benzocycloheptane skeleton. Their in vitro affinity at the σ site was assessed in radioligand displacement experiments with guinea pig cerebellum homogenates using the σ- specific radioligand [3H]-N,N'-di-o-tolylguanidine ([3H]-DTG, [3H]-6). A study of the structure-activity relationships identified the N-butyl and N- dimethylallyl substituents as the optimum groups for high affinity and selectivity at the σ site (e.g., 3,4-dihydro-1'-(3-methylbut-2- enyl)spiro[1H-indene-1,4'-piperidine] (48), pIC50 = 8.9 vs [3H]-6 and greater than 10 000-fold selective over the dopamine D2 receptor). Such compounds are amongst the highest affinity σ ligands reported to date, with excellent selectivity over the dopamine D2 receptor, and may serve as a useful tool for exploring the physiological role of the σ site.