57227-28-8

Basic information

• Product Name: 4-(3-CHLOROPROPYL)-1-PIPERAZINE ETHANOL
• Synonyms: 4-(3-CHLOROPROPYL)-1-PIPERAZINE ETHANOL;N1-Chloropropyl-N4-hydroxyethylpiperazine;1-(3-Chloropropyl)-4-(2-hydroxyethyl)-piperazine 2 HCl;N-R-CHLOROPROPYL-N'-BETA-HYDROXYETHYL PIPERAZINE;N-R-CHLOROPROPYL-NB-HYDROXYETHYL PIPERAZINE;1-(3-Chloropropyl)-4-(2-hydroxyethyl)piperazinedihydrochloride;1-(3-chloropropyl)-4-(hydroxyethyl)piperazine dihydrochloride;2-(4-(3-chloropropyl)piperazin-1-yl)ethanol
• CAS NO: 57227-28-8
• Molecular Formula: C9H19ClN2O
• Molecular Weight: 206.71
• Product Categories: Heterocycles;Intermediates
• Mol File: 57227-28-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 323 °C at 760 mmHg
• Flash Point: 149.1 °C
• Appearance: /
• Density: 1.093 g/cm³
• Vapor Pressure: 2.14E-05mmHg at 25°C
• Refractive Index: 1.496
• PKA: 14.96±0.10(Predicted)
• CAS DataBase Reference: 4-(3-CHLOROPROPYL)-1-PIPERAZINE ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-CHLOROPROPYL)-1-PIPERAZINE ETHANOL(57227-28-8)
• EPA Substance Registry System: 4-(3-CHLOROPROPYL)-1-PIPERAZINE ETHANOL(57227-28-8)

Safety Data

• Hazardous Substances Data: 57227-28-8(Hazardous Substances Data)

Usage

Uses

Fluphenazine intermediate.

InChI:InChI=1/C9H19ClN2O/c10-2-1-3-11-4-6-12(7-5-11)8-9-13/h13H,1-9H2

Upstream product

• 103-76-4 1-(2-hydroxyethyl)piperazine 
• 109-70-6 1.3-chlorobromopropane 

Downstream Products

• 14733-75-6 5-chloro-3-{3-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-propyl}-3H-benzooxazol-2-one 
• 14733-76-7 3-{3-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-propyl}-3H-benzooxazol-2-one 

Relevant articles and documents

Identification, isolation, and characterization of two novel impurities from phenothiazine heterocycle derivative: Perphenazine and their control in the process

During the process development of perphenazine, two unknown impurities were found by high-performance liquid chromatography (HPLC) analysis. These two impurities were further identified, isolated, and characterized form the mother liquor. These two impurities were found novel in the process of perphenazine. Also the reaction conditions were controlled for commercial manufacturing of perphenazine with overall good yield and minimal side reactions with control of these two novel impurities.

Phenotypic Prioritization of Diphyllin Derivatives That Block Filoviral Cell Entry by Vacuolar (H+)-ATPase Inhibition

Many viruses use endosomal pathways to gain entry into cells and propagate infection. Sensing of endosomal acidification is a trigger for the release of many virus cores into the cell cytosol. Previous efforts with inhibitors of vacuolar ATPase have been shown to block endosomal acidification and affect viral entry, albeit with limited potential for therapeutic selectivity. In this study, four novel series of derivatives of the vacuolar ATPase inhibitor diphyllin were synthesized to assess their potential for enhancing potency and anti-filoviral activity over cytotoxicity. Derivatives that suitably blocked cellular entry of Ebola pseudotyped virus were further evaluated as inhibitors of endosomal acidification and isolated human vacuolar ATPase activity. Several compounds with significant increases in potency over diphyllin in these assays also separated from cytotoxic doses in human cell models by >100-fold. Finally, three derivatives were shown to be inhibitors of replication-competent Ebola viral entry into primary macrophages with similar potencies and enhanced selectivity toward antiviral activity.