5848-05-5

Basic information

• Product Name: 4-(4-FLUOROPHENYL)-1H-PYRAZOL-5-AMINE
• Synonyms: (2E)-2-(6-Methyl-1H-benziMidazol-2-yl)-3-[5-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)furan-2-yl]prop-2-enenitrile;[4-(4-fluorophenyl)-2H-pyrazol-3-yl]amine;4-(4-fluorophenyl)-2H-pyrazol-3-amine;4-(4-FLUOROPHENYL)-1H-PYRAZOL-5-AMINE;4-(4-FLUORO-PHENYL)-2H-PYRAZO-3-YLAMINE;BUTTPARK 49\07-32;5-AMINO-4-(4-FLUOROPHENYL)-1H-PYRAZOLE, 97%;4-(4-fluorophenyl)-1H-pyrazol-5-ylamine
• CAS NO: 5848-05-5
• Molecular Formula: C₉H₈FN₃
• Molecular Weight: 177.18
• Product Categories: Building Blocks;C9;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles;Pyrazoles
• Mol File: 5848-05-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 174 °C
• Boiling Point: 388.8 °C at 760 mmHg
• Flash Point: 189 °C
• Appearance: /
• Density: 1.334 g/cm³
• Vapor Pressure: 9.4E-20mmHg at 25°C
• Refractive Index: 1.725
• CAS DataBase Reference: 4-(4-FLUOROPHENYL)-1H-PYRAZOL-5-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-FLUOROPHENYL)-1H-PYRAZOL-5-AMINE(5848-05-5)
• EPA Substance Registry System: 4-(4-FLUOROPHENYL)-1H-PYRAZOL-5-AMINE(5848-05-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 5848-05-5(Hazardous Substances Data)

Usage

General Description

4-(4-Fluorophenyl)-1H-pyrazol-5-amine, also known as 4-Fluorophenylpyrazol-5-ylamine, is a chemical compound with the molecular formula C9H8N3F. It is a pyrazole derivative used in medicinal chemistry research as a building block for the development of potential pharmaceutical drugs. The compound has been studied for its potential applications in the treatment of various diseases, including cancer, inflammation, and neurological disorders. Its unique structure and properties make it a valuable tool for scientists and researchers working in the fields of drug discovery and development. Further studies and investigations are ongoing to explore the full potential of 4-(4-Fluorophenyl)-1H-pyrazol-5-amine in the field of medicinal chemistry.

InChI:InChI=1/C23H15N3O3/c1-13-2-6-19-20(8-13)26-22(25-19)15(11-24)10-17-4-7-21(29-17)14-3-5-18-16(9-14)12-28-23(18)27/h2-10H,12H2,1H3,(H,25,26)/b15-10+

Upstream product

• 320416-88-4 C₁₁H₁₁FN₂ 
• 398-42-5 2-formyl-2-(4-fluorophenyl) acetonitrile 
• 459-22-3 4-fluorophenylacetonitrile 

Downstream Products

• 1448466-65-6 8-(4-fluorophenyl)-2-thioxo-2,3-dihydropyrazolo[1,5-a][1,3,5]triazin-4(1H)-one 
• 1306753-76-3 ethyl 4-(2-dimethylaminovinyl)-8-(4-fluorophenyl)pyrazolo[5,1-c][1,2,4]triazin-3-carboxylate 
• 1609188-71-7 3β-hydroxy-5'-methyl-3'-(p-fluorophenyl)-5-en-androst[17,16-g]pyrazolo[1,5-a]pyrimidine 
• 1030476-76-6 C₁₃H₁₀FN₃O 
• 919745-15-6 C₁₃H₉ClFN₃ 
• 1031654-17-7 C₁₇H₂₀FN₅ 
• 1404447-04-6 3-(4-fluorophenyl)-5-(pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 1404447-12-6 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 1404447-05-7 3-(4-fluorophenyl)-5-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 

Relevant articles and documents

Synthesis and biological evaluation of novel pyrazolo[1,5-a]pyrimidines: Discovery of a selective inhibitor of JAK1 JH2 pseudokinase and VPS34

A series of novel 3,6-di-substituted or 3-substituted pyrazolo[1,5-a]pyrimidines were prepared via a microwave-assisted approach that generated a broad array of derivatives in good yields (20–93%, ave. = 59%). The straightforward synthesis involved sequential treatment of commercially-available acetonitrile derivatives with DMF-dimethylacetal (120 °C, 20 min), followed by treatment with NH2NH2·HBr (120 °C, 20 min), and 1,1,3,3-tetramethoxypropane or 2-aryl-substituted malondialdehdyes (120 °C, 20 min). Compounds were screened for antimitotic activities against MCF7 breast cancer and/or A2780 ovarian cancer cell lines in vitro. The most active compounds exhibited EC50 values ranging from 0.5 to 4.3 μM, with the 3-(4-(trifluoromethyl)phenyl)-6-[4-(2-(piperidin-1-yl)ethoxy]phenyl analogue (34e) and the 3-(2-fluorophenyl)-6-[4-(2-(4-methylpiperizin-1-yl)ethoxy]phenyl analogue (35a) being two to three fold more active than Compound C (Dorsomorphin) in A2780 and MCF7 assays, respectively. Importantly, a monosubstituted 3-(benzothiazol-2-yl) derivative (13) was equipotent with the more synthetically challenging 3,6-disubstituted derivatives (34a–e and 35a–e), and exhibited a promising and unique selectivity profile when screened against a panel consisting of 403 protein kinases (Kinomescan selectivity score = 0.005, Kd = 0.55 ± 0.055 μM and 0.410 ± 0.20 μM for JAK1 JH2 pseudokinase and VPS34, respectively).

Discovery and characterization of a novel 7-aminopyrazolo[1,5-a]pyrimidine analog as a potent hepatitis C virus inhibitor

We describe a novel 7-aminopyrazolo[1,5-a]pyrimidine (7-APP) derivative as a potent hepatitis C virus (HCV) inhibitor. A series of 7-APPs was synthesized and evaluated for inhibitory activity against HCV in different cell culture systems. The synthesis and preliminary structure-activity relationship study of 7-APP are reported.