155432-74-9

Basic information

• Product Name: 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone
• Synonyms: 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone
• CAS NO: 155432-74-9
• Molecular Weight: 527.426
• Mol File: 155432-74-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone(155432-74-9)
• EPA Substance Registry System: 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone(155432-74-9)

Safety Data

• Hazardous Substances Data: 155432-74-9(Hazardous Substances Data)

Upstream product

• 124627-86-7 1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole 
• 155431-83-7 1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone 
• 174563-01-0 1-[(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone 
• 174563-02-1 1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone 
• 174563-21-4 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone 
• 1026312-14-0 1-(2,2-diethoxy-ethyl)-3-[4-(1,1,2,2-tetrafluoro-ethoxy)-phenyl]-urea 
• 174563-08-7 (2S)-2',4'-difluoro-2-trifluoromethanesulfonyloxypropiophenone 
• 138373-69-0 (1S)-1-<(2S)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol 
• 126918-14-7 (2S)-2',4'-Difluoro-2-hydroxypropiophenone 
• 288-88-0 1,2,4-Triazole 
• 174563-22-5 1-[(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone 

Relevant articles and documents

Optically active antifungal azoles. VIII synthesis and antifungal activity of 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1- methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4-substituted phenyl)2(1H,3H)- imidazolones and 2-imidazolidinones

New optically active antifungal azoles, 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4- substituted phenyl)-2(1H,3H)-imidazolones (1, 2) and 2-imidazolidinones (3, 4), were prepared in a stereocontrolled manner from (1S)-1-[(2R)-2-(2,4- difluoro- and 2-fluorophenyl)-2-oxi-ranyl]ethanols (15, 16). Compounds 1 - 4 showed potent antifungal activity against Candida albicans in vitro and in vivo, as well as a broad antifungal spectrum for various fungi in vitro. Furthermore, the imidazolidinones, 3b - e and 4d, e, were found to exert extremely strong growth-inhibitory activity against Aspergillus fumigatus.

Production of optically active triazole compounds and their intermediates

A compound of the formula (V): STR1 wherein Ar' is a halogenated phenyl group, R is a hydrocarbon residue having a functional group at the α-carbon, R3' is an optionally substituted aliphatic or aromatic hydrocarbon residue or an optionally substituted aromatic heterocyclic group, Y and Z are, the same or different, a nitrogen atom or a methine group optionally substituted with a lower alkyl group, and (R) and (S) represent configurations, which is an optically active intermediate for production of optically active triazole compounds (I): STR2 wherein the symbols have the same meanings as defined above, and methods of preparing the compounds (V) and (I).