148245-18-5

Basic information

• Product Name: 1-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-PIPERAZINE
• Synonyms: TIMTEC-BB SBB011449;1-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)PIPERAZINE;1-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-PIPERAZINE;1-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-PIPERAZINE DIHYDROCHLORIDE;AKOS BB-5568;BUTTPARK 121\50-51;OTAVA-BB 1047751;1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperazine
• CAS NO: 148245-18-5
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.27
• Mol File: 148245-18-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 402.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.180±0.06 g/cm3(Predicted)
• PKA: 8.91±0.10(Predicted)
• CAS DataBase Reference: 1-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-PIPERAZINE(148245-18-5)
• EPA Substance Registry System: 1-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-6-YL)-PIPERAZINE(148245-18-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 148245-18-5(Hazardous Substances Data)

Usage

General Description

1-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-piperazine is a chemical compound consisting of a piperazine ring and a benzo[1,4]dioxin ring. It is a synthetic compound that has been studied for its potential as a pharmaceutical agent, particularly in the treatment of various psychiatric and neurological disorders. The compound exhibits binding affinity for certain neurotransmitter receptors in the brain, and has been investigated for its potential role in modulating dopamine and serotonin levels. Research on 1-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-piperazine is ongoing, with the goal of understanding its pharmacological properties and potential therapeutic applications.

Upstream product

• 22013-33-8 6-amino-3,4-benzodioxane 
• 493-09-4 benzo-1,4-dioxane 
• 140681-55-6 Selectfluor 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 52287-51-1 6-bromo-1,4-benzodioxane 
• 750573-08-1 tert-butyl 4-(2H,3H-benzo[e]-1,4-dioxin-6-yl)piperazinecaboxylate 

Downstream Products

• 253689-49-5 1-(1,4-benzodioxan-6-yl)-4-(4-fluorobenzyl)piperazine oxalate 
• 1328317-21-0 (4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperazine-1-yl)(4-fluorophenyl)methanone 
• 1535195-96-0 (4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperazine-1-yl)(4-nitrophenyl)methanone 
• 1350900-68-3 5-((4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperazin-1-yl)-methyl)-2-fluorophenol 
• 1535195-92-6 1-(3-(benzyloxy)-4-fluorobenzyl)-4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperazine 
• 1350900-66-1 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-(4-fluoro-3-methoxybenzyl)piperazine 
• 1350900-75-2 6-(4-[4-[¹⁸F]fluorobenzyl]piperazine-1-yl)benzodioxin 
• 1610471-65-2 C₁₉H₁₉⁽¹⁸⁾FN₂O₃ 
• 1350900-76-3 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-(4-[¹⁸F]fluoro-3-methoxybenzyl)piperazine 
• 1350900-77-4 6-(4-[4-[¹⁸F]fluoro-3-hydroxybenzyl]piperazine-1-yl)benzodioxin 
• 1535195-99-3 C₂₆H₂₇⁽¹⁸⁾FN₂O₃ 

Relevant articles and documents

Synthesis of arylpiperazines via palladium-catalysed aromatic amination reactions of bromoarenes with N-tert-butoxycarbonylpiperazine

Reaction of a series of bicyclic bromoarenes with N-tert- butoxycarbonylpiperazine (N-Boc-piperazine) under palladium-catalysed coupling conditions followed by routine removal of the Boc group with trifluoroacetic acid in dichloromethane gave the corresponding arylpiperazines in moderate to good yield.

Labeling of benzodioxin piperazines with fluorine-18 as prospective radioligands for selective imaging of dopamine D4 receptors

The D4 receptor is of high interest for research and clinical application but puts high demands on appropriate radioligands to be useful tools for investigation. Search for adequate radioligands suitable for in vivo imaging is therefore still in progress. The potential neuroleptic drug 6-(4-[4-fluorobenzyl]piperazin-1-yl)benzodioxin shows high affinity and selectivity to the D4 receptor. Derivatization of this lead structure by adding hydrophilic moieties was carried out in order to lower its lipophilicity what led to three new putative dopamine receptor D4 ligands. A comprehensive description of the syntheses of standard compounds and corresponding labeling precursors is given which were obtained in satisfactory yields. Furthermore, the radiosyntheses by direct 18F-labeling and build-up synthesis were compared. All derivatives of 6-(4-[4-fluorobenzyl]- piperazin-1-yl)benzodioxin were successfully synthesized in 18F- labeled form with radiochemical yields of 9-35% and molar activities of 30-60 GBq/μmol using one-pot procedures. 2013 John Wiley & Sons, Ltd. Derivatives of the lead structure 6-(4-[4-fluorobenzyl]-piperazine-1-yl) benzodioxin were successfully synthesized, labeled via direct 18F-substitution or build-up synthesis leading to new putative radioligands for imaging of the dopamine D4 receptor. Reductive amination proved as the method of choice for preparation of substituted benzyl-derivatives of piperazine as precursors and standards, and also superior for build-up radiofluorination (RCY = 9 - 35;%) in comparison to direct 18F- labeling (RCY = 1 - 5;%).

6-(4-Benzylpiperazin-1-yl)benzodioxanes as selective ligands at cloned primate dopamine D4 receptors

A series of novel 6-(4-benzylpiperazin-1-yl)benzodioxanes were prepared and screened at selected dopamine receptor subtypes. 6-(4-[4-Chlorobenzyl]piperazin-1-yl)benzodioxane (2d) had high affinity and selectivity for the D4 dopamine receptor su