1271724-90-3

Basic information

• Product Name: 4-[2'-(naphthalen-1-yloxymethyl)-biphenyl-4-yl]-1-(2-o-tolyl-ethyl)-1H-[1,2,3]triazole
• Synonyms: 4-[2'-(naphthalen-1-yloxymethyl)-biphenyl-4-yl]-1-(2-o-tolyl-ethyl)-1H-[1,2,3]triazole
• CAS NO: 1271724-90-3
• Molecular Weight: 495.624
• Mol File: 1271724-90-3.mol

Chemical Properties

• CAS DataBase Reference: 4-[2'-(naphthalen-1-yloxymethyl)-biphenyl-4-yl]-1-(2-o-tolyl-ethyl)-1H-[1,2,3]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2'-(naphthalen-1-yloxymethyl)-biphenyl-4-yl]-1-(2-o-tolyl-ethyl)-1H-[1,2,3]triazole(1271724-90-3)
• EPA Substance Registry System: 4-[2'-(naphthalen-1-yloxymethyl)-biphenyl-4-yl]-1-(2-o-tolyl-ethyl)-1H-[1,2,3]triazole(1271724-90-3)

Safety Data

• Hazardous Substances Data: 1271724-90-3(Hazardous Substances Data)

Upstream product

• 766-96-1 4-bromo-1-ethynylbenzene 
• 1271724-97-0 4-(4-bromo-phenyl)-1-(2-o-tolyl-ethyl)-1H-[1,2,3]triazole 
• 1072951-77-9 C₁₇H₁₅BO₃ 
• 16793-90-1 1-(2-bromoethyl)-2-methylbenzene 

Relevant articles and documents

Structure-based discovery of inhibitors of microsomal prostaglandin E 2 synthase-1, 5-lipoxygenase and 5-lipoxygenase-activating protein: Promising hits for the development of new anti-inflammatory agents

Microsomal prostaglandin E2 synthase (mPGES)-1 catalyzes the transformation of PGH2 to PGE2 that is involved in several pathologies like fever, pain, and inflammatory disorders. To identify novel mPGES-1 inhibitors, we used in silico screening to rapidly direct the synthesis, based on the copper-catalyzed 3 + 2 Huisgen's reaction (click chemistry), of potential inhibitors. We designed 26 new triazole-based compounds in accordance with the pocket binding requirements of human mPGES-1. Docking results, in agreement with ligand efficiency values, suggested the synthesis of 15 compounds that at least in theory were shown to be more efficient in inhibiting mPGES-1. Biological evaluation of these selected compounds has disclosed three new potential anti-inflammatory drugs: (I) compound 4 displaying selectivity for mPGES-1 with an IC50 value of 3.2 μ-M, (II) compound 20 that dually inhibits 5-lipoxygenase and mPGES-1, and (III) compound 7 apparently acting as 5-lipoxygenase-activating protein inhibitor (IC50 = 0.4 μ-M).