1314034-62-2

Basic information

• Product Name: 2-phenyl-3-(prop-2-ynyl)-3H-imidazo[4,5-c]quinoline
• Synonyms: 2-phenyl-3-(prop-2-ynyl)-3H-imidazo[4,5-c]quinoline
• CAS NO: 1314034-62-2
• Molecular Weight: 283.332
• Mol File: 1314034-62-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-phenyl-3-(prop-2-ynyl)-3H-imidazo[4,5-c]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-3-(prop-2-ynyl)-3H-imidazo[4,5-c]quinoline(1314034-62-2)
• EPA Substance Registry System: 2-phenyl-3-(prop-2-ynyl)-3H-imidazo[4,5-c]quinoline(1314034-62-2)

Safety Data

• Hazardous Substances Data: 1314034-62-2(Hazardous Substances Data)

Upstream product

• 65-85-0 benzoic acid 
• 106-96-7 propargyl bromide 
• 87751-33-5 quinoline-3,4-diamine 

Relevant articles and documents

Preliminary evaluation of a 3H imidazoquinoline library as dual TLR7/TLR8 antagonists

Toll-like receptors (TLR) -7 and -8 are thought to play an important role in immune activation processes underlying the pathophysiology of HIV and several clinically important autoimmune diseases. Based on our earlier findings of TLR7-antagonistic activity in a 3H imidazoquinoline, we sought to examine a pilot library of 3H imidazoquinolines for dual TLR7/8 antagonists, since they remain a poorly explored chemotype. 2D-NOE experiments were employed to unequivocally characterize the compounds. A quinolinium compound 12, bearing p-methoxybenzyl substituents on N3 and N5 positions was identified as a lead. Compound 12 was found to inhibit both TLR7 and TLR8 at low micromolar concentrations. Our preliminary results suggest that alkylation with electron-rich substituents on the quinoline N5, or conversely, elimination of the fixed charge of the resultant quaternary amine on the quinolinium may yield more active compounds.