493021-42-4

Basic information

• Product Name: 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-
• CAS NO: 493021-42-4
• Molecular Formula: C23H17N3
• Molecular Weight: 335.408
• Mol File: 493021-42-4.mol

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-(493021-42-4)
• EPA Substance Registry System: 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-(493021-42-4)

Safety Data

• Hazardous Substances Data: 493021-42-4(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 5499-67-2 5-chloro-1,3-diphenyl-1H-pyrazole-4-carboxaldehyde 
• 67-68-5 dimethyl sulfoxide 
• 4845-49-2 1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole 
• 100-63-0 phenylhydrazine 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 493021-43-5 6-bromomethyl-1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline 
• 879865-21-1 (1,3-diphenyl-1H-pyrazolo[3,4-b]quinolin-6-ylmethyl)-diethyl phosphonate 
• 493021-44-6 2-[(2-hydroxyethyl)(1,3-diphenyl-1H-pyrazolo[3,4-b]quinolin-6-ylmethyl)amino]ethanol 

Relevant articles and documents

Applications of fluorescent sensor based on 1H-pyrazolo[3,4-b]quinoline in analytical chemistry

Fluorescent dye 2-[(2-Hydroxyethyl)-(1,3-diphenyl-1H-pyrazolo[3,4-b] quinolin-6-ylmethyl)-amino]ethanol (LL1) was examined for its efficiency in the detection of small inorganic cations (lithium, sodium, barium, calcium, magnesium, cadmium, lead and zinc)

1,3-Diphenyl-1H-pyrazolo[3,4-b]quinoline: A Versatile Fluorophore for the Design of Brightly Emissive Molecular Sensors

(Matrix Presented) The 1.3-diphenyl-1H-pyrazolo[3,4-b]-quinoline chromophore is a versatile building block for the construction of brightly fluorescent molecular sensors. Facile synthetic procedures allow integration of the chromophore into fluorophore-spacer-receptor systems as well as fluoroionophores operating via intramolecular charge transfer. Whereas the former photoinduced electron-transfer probes show strong analyte-induced fluorescence enhancement, the latter exhibit bright ratiometric dual emission. Employing prototype macrocyclic receptors, the favorable signaling features for metal ion recognition are demonstrated.

DMSO as a Methine Source in TFA-Mediated One-Pot Tandem Regioselective Synthesis of 3-Substituted-1-Aryl-1 H-Pyrazolo-[3,4- b]quinolines from Anilines and Pyrazolones

An acid-mediated and DMSO participant one-pot tandem synthesis of 3-substituted-1-aryl-1H-pyrazolo-[3,4- b]quinoline from readily available anilines and pyrazolones was achieved. This method enables regioselective construction of the valuable heterocycles under transition-metal and oxidant-free conditions in which DMSO acts as a methine source as well as solvent making this process an environmentally benign approach. A broad range of diversely substituted aryl amines and pyrazolines are successfully employed in this reaction to access a series of pyrazolo[4,3-c]quinolones through a novel cascade mechanism. Furthermore, the application and mechanistic studies of the present methodology also demonstrated.