5394-42-3

Basic information

• Product Name: 6-ethyl-1-phenyl-1,2-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
• CAS NO: 5394-42-3
• Molecular Formula: C₁₃H₁₂N₄O
• Molecular Weight: 240.2606
• Mol File: 5394-42-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 389.7°C at 760 mmHg
• Flash Point: 189.5°C
• Density: 1.35g/cm³
• Vapor Pressure: 2.81E-06mmHg at 25°C
• Refractive Index: 1.698
• CAS DataBase Reference: 6-ethyl-1-phenyl-1,2-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-ethyl-1-phenyl-1,2-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one(5394-42-3)
• EPA Substance Registry System: 6-ethyl-1-phenyl-1,2-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one(5394-42-3)

Safety Data

• Hazardous Substances Data: 5394-42-3(Hazardous Substances Data)

Usage

Chemical structure

heterocyclic compound with a pyrazolo[3,4-d]pyrimidin-4-one core structure

Application

medicinal chemistry and drug development
Potential therapeutic activities
Specific context and application may influence properties and uses
Varied properties and uses depending on specific application

Upstream product

• 50427-77-5 5-amino-1-phenyl-1H-pyrazole-4-carboxamide 
• 5334-43-0 5-Amino-4-cyano-1-phenylpyrazole 
• 115-80-0 Triethyl orthopropionate 
• 554-12-1 propanoic acid methyl ester 

Downstream Products

• 1081266-51-4 N-propyl-6-ethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1383659-10-6 N-isopropyl-6-ethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1383659-11-7 N-butyl-6-ethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1383659-12-8 N-furfuryl-6-ethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1081242-97-8 6-ethyl-4-(morpholin-4-yl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine 
• 1383659-13-9 6-ethyl-N,1-diphenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 205753-31-7 4-Chloro-6-ethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

Synthesis of novel 2-alkyl-4-substituted-amino-pyrazolo[3,4-d]pyrimidines as new leads for anti-bacterial and anti-cancer activity

Treatment of 6-alkyl-1-phenyl-4-chloro-(1H)-pyrazolo[3,4-d]pyrimidines, with different amines afforded a series of compounds whose identity and purity were confirmed by spectral and analytical means. The compounds were tested for antibacterial activity against four organisms viz. Staphylococcus aureus (Gram positive), S. epidermidis (Gram positive), Bacillus subtilis (Gram positive), Escherichia coli (Gram negative) using amoxicillin as standard control. Compounds 4d, 6b, 6c have shown best antibacterial activity in the series. The antiproliferative activity was tested against human skin cancer cell line G361. The compounds 3d, 4d, 5b, 5d, 5e, 6c, 7a were found to be the best of the series and showed the activity at micromolar concentration.

Synthesis of pyrazolo[3,4-d]pyrimidin-4-ones catalyzed by Bronsted-acidic ionic liquids as highly efficient and reusable catalysts

A convenient and efficient method for the synthesis of pyrazolo[3,4-d] pyrimidin-4-ones via heterocyclization reaction of 5-amino-1H-pyrazole-4- carboxamides with triethyl orthoesters using two Br?nsted-acidic ionic liquids, 3-methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [MIM +(CH2)4SO3H][HSO4 -] or N-(4-sulfonic acid)butyl triethylammonium hydrogen sulfate [Et3N+(CH2)4SO3H] [HSO4-], as efficient homogeneous catalysts under solvent-free conditions is described.