53646-64-3

Basic information

• Product Name: 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}isoindoline-1,3-dione
• Synonyms: 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}isoindoline-1,3-dione
• CAS NO: 53646-64-3
• Molecular Weight: 367.38
• Mol File: 53646-64-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}isoindoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}isoindoline-1,3-dione(53646-64-3)
• EPA Substance Registry System: 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}isoindoline-1,3-dione(53646-64-3)

Safety Data

• Hazardous Substances Data: 53646-64-3(Hazardous Substances Data)

Usage

Core Structure

Isoindoline-1,3-dione

Functional Groups

Fluoro-substituted phenyl group
Piperazinyl group

Biological Activity

Potential serotonin receptor antagonist or agonist due to the presence of the piperazine group
Isoindoline-1,3-dione core may contribute to:
Anti-inflammatory effects
Anti-cancer properties
Neuroprotective effects

Pharmacological Potential

Candidate for pharmacological applications
Potential for psychotropic effects due to piperazine derivatives commonly used in the pharmaceutical industry

Upstream product

• 2252-63-3 1-(4-Fluorophenyl)piperazine 
• 39538-08-4 Phthalimidoacetic acid imidazolide 
• 4702-13-0 N-phthaloylglycine 
• 85-44-9 phthalic anhydride 

Relevant articles and documents

Synthesis and anticonvulsant properties of new acetamide derivatives of phthalimide, and its saturated cyclohexane and norbornene analogs

The synthesis and anticonvulsant properties of new piperazine or morpholine acetamides derived from 2-(1,3-dioxoisoindolin-2-yl)-, 2-(1,3-dioxo-3a,4,5,6,7, 7a-hexahydroisoindol-2-yl-) and (3,5-dioxo-4-azatricyclo[5.2.1.0 2,6]dec-8-en-4-yl)-acetic acid were described. Initial anticonvulsant screening was performed using maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) seizures tests. The neurotoxicity was determined applying the minimal motor impairment rotarod test. The in vivo results revealed that numerous compounds were effective in the MES screen. The most active was 2-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}isoindoline-1,3-dione (12) that revealed protection in the electrically induced seizures at a dose of 30 mg/kg and 100 mg/kg 0.5 h and 4 h after i.p. administration in mice respectively. This molecule given orally in rats at a dose of 30 mg/kg was more potent than reference anticonvulsant - phenytoin.