179420-13-4

Basic information

• Product Name: 2H-Pyran-4-carboxylic acid, 4-[3-fluoro-5-[[4-(2-methyl-1H-imidazol-1-yl)phenyl]methoxy]phenyl]tetra hydro-
• CAS NO: 179420-13-4
• Molecular Formula: C23H23FN2O4
• Molecular Weight: 410.445
• Mol File: 179420-13-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-4-carboxylic acid, 4-[3-fluoro-5-[[4-(2-methyl-1H-imidazol-1-yl)phenyl]methoxy]phenyl]tetra hydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-4-carboxylic acid, 4-[3-fluoro-5-[[4-(2-methyl-1H-imidazol-1-yl)phenyl]methoxy]phenyl]tetra hydro-(179420-13-4)
• EPA Substance Registry System: 2H-Pyran-4-carboxylic acid, 4-[3-fluoro-5-[[4-(2-methyl-1H-imidazol-1-yl)phenyl]methoxy]phenyl]tetra hydro-(179420-13-4)

Safety Data

• Hazardous Substances Data: 179420-13-4(Hazardous Substances Data)

Upstream product

• 179420-66-7 ethyl 4-(5-benzyloxy-3-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate 
• 179420-67-8 ethyl 4-(3-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate 
• 763902-92-7 1-(4-Chloromethylphenyl)-2-methyl-1H-imidazole 
• 167758-58-9 4-(2-Methyl-1H-imidazol-1-yl)benzenemethanol 
• 130722-44-0 5-benzyloxy-3-fluorophenyl bromide 
• 179420-11-2 ethyl 4-[5-fluoro-3-[4-(2-methylimidazol-1-yl)benzyloxy]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate 

Downstream Products

• 179420-14-5 4-(3-fluoro-5-{[4-(2-methyl-1H-imidazol-1-yl)benzyl]oxy}phenyl)tetrahydro-2H-pyran-4-carboxamide 

Relevant articles and documents

Efficient synthesis of 4-(3-fluoro-5-{[4-(2-methyl-1h-imidazol-1-yl)benzyl] -oxy}phenyl)tetrahydro-2h-pyran-4-carboxamide, a novel 5-lipoxygenase inhibitor

An efficient synthesis of 1, a novel orally active 5-lipoxygenase inhibitor, was developed. Key features of the modified synthetic route include facile construction of the benzyl phenyl ether moiety by nucleophilic aromatic substitution and THP ring by cyclization, and base-promoted hydrolysis of the nitrile group to carboxamide. The improved three-step synthesis provides 25 g of 1 for pre-clinical toxicology studies in a total yield of 59%.

5-lipoxygenase inhibitors

Novel compounds having the ability to inhibit 5-lipoxygenase enzyme and having the following formula I: STR1 and the pharmaceutically acceptable salts thereof, wherein Ar1 is a heterocyclic moiety which is selected from imidazolyl, pyrrolyl, py