115761-79-0

Basic information

• Product Name: 1-(2,4-Difluorophenyl)piperazine
• Synonyms: difluorophenylpiperazine;RARECHEM AH CK 0086;1-(2,4-DIFLUOROPHENYL)PIPERAZINE;1-(2,4-Difluorophenyl)piperazine 97%;1-(2,4-Difluorophenyl)piperazine97%;1-(2,4-DIFLUOROPHENYL)-PIPERAZINE >98%;-(2,4-Difluorophenyl)piperazine;Piperazine, 1-(2,4-difluorophenyl)-
• CAS NO: 115761-79-0
• Molecular Formula: C₁₀H₁₂F₂N₂
• Molecular Weight: 198.21
• Product Categories: Piperaizine;piperazines
• Mol File: 115761-79-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 74-76
• Boiling Point: 100 °C (0.37505 mmHg)
• Flash Point: 108-111°C/0.2mm
• Appearance: white crystals or crystalline powder
• Density: 1.192 g/cm³
• Vapor Pressure: 0.00175mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.75±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 8620369
• CAS DataBase Reference: 1-(2,4-Difluorophenyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-Difluorophenyl)piperazine(115761-79-0)
• EPA Substance Registry System: 1-(2,4-Difluorophenyl)piperazine(115761-79-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• RIDADR: UN2928
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 115761-79-0(Hazardous Substances Data)

Usage

Chemical Properties

white crystals or crystalline powder

InChI:InChI=1/C10H12F2N2/c11-8-1-2-10(9(12)7-8)14-5-3-13-4-6-14/h1-2,7,13H,3-6H2/p+1

Upstream product

• 110-85-0 piperazine 
• 348-57-2 2,4-difluorobromobenzene 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 
• 367-25-9 2,4-difluorophenylamine 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 2265-93-2 2,4-difluoro-1-iodobenzene 

Downstream Products

• 377727-26-9 SCH 412348 
• 946522-89-0 benzyl ester of {2-[4-(2,4-difluorophenyl)piperazin-1-yl]-2-oxoethyl}carbamic acid 
• 760988-94-1 1-(2,4-difluorophenyl)-4-prop-2-ynyl-piperazine 
• 1065584-87-3 7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)propyl)-2-(furan-2-yl)-7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine 
• 1065586-62-0 4-chloro-7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 944402-71-5 1-{3-[4-(2,4-difluorophenyl)piperazin-1-yl]-2-hydroxypropyl}pyrrolidin-2-one 
• 1072849-72-9 (1R,2R)-{2-[4-(2,4-difluoro-phenyl)-piperazin-1-yl]-1,2-dihydro-naphthalen-1-yl}-carbamic acid tert-butyl ester 
• 1159598-37-4 4-(2,4-difluorophenyl)-piperazine-1-carboxylic acid 4-nitrophenyl ester 
• 1159598-52-3 [(2S)-1,4-dimethylpiperazin-2-yl]methyl 4-(2,4-difluorophenyl)piperazine-1-carboxylate 

Relevant articles and documents

TRICYCLIC DEGRADERS OF IKAROS AND AIOLOS

Tricyclic cereblon binders for the degradation of Ikaros or Aiolos by the ubiquitin proteasome pathway for therapeutic applications are described.

Design, synthesis and antimycobacterial activity of novel imidazo[1,2-a]pyridine-3-carboxamide derivatives

We report herein the design and synthesis of “novel imidazo [1,2-a]pyridine-3-carboxamides (IPAs)” bearing a variety of different linkers, based on the structure of IMB-1402 discovered in our lab. Results reveal that 2,6-dimethyl-N-[2-(phenylamino)ethyl] IPAs with an electron-donating group on the benzene ring as a potent scaffold. Compounds 26g and 26h have considerable activity (MIC: 0.041–2.64 μM) against drug-sensitive/resistant MTB strains, and they have acceptable safety indices against MTB H37Rv with the SI values of 4395 and 1405, respectively. Moreover, N-[2-(piperazin-1-yl)ethyl] moiety was also identified as a potentially alternative linker (compound 31), opening a new direction for further SAR studies.

Binding kinetics of ZM241385 derivatives at the human adenosine A 2A receptor

Classical drug design and development rely mostly on affinity- or potency-driven structure-activity relationships (SAR). Thus far, a given compound's binding kinetics have been largely ignored, the importance of which is now being increasingly recognized. In the present study, we performed an extensive structure-kinetics relationship (SKR) study in addition to a traditional SAR analysis at the adenosine A2A receptor (A 2AR). The ensemble of 24 A2AR compounds, all triazolotriazine derivatives resembling the prototypic antagonist ZM241385 (4-(2-((7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino) ethyl)phenol), displayed only minor differences in affinity, although they varied substantially in their dissociation rates from the receptor. We believe that such a combination of SKR and SAR analyses, as we have done with the A 2AR, will have general importance for the superfamily of G protein-coupled receptors, as it can serve as a new strategy to tailor the interaction between ligand and receptor. Above and beyond: Insight into the binding kinetics of ZM241385 derivatives at the human adenosine A2A receptor has provided additional information beyond a traditional structure-activity relationship (SAR) analysis. The strategy, combining a structure-kinetics relationship investigation and SAR, can serve as an important tool for more directed medicinal chemistry efforts in the future.