135272-34-3

Basic information

• Product Name: 2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• Synonyms: 2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• CAS NO: 135272-34-3
• Molecular Formula: C₁₂H₁₃F₂N₃OS
• Molecular Weight: 285.3129264
• Mol File: 135272-34-3.mol

Chemical Properties

• Boiling Point: 451.8°Cat760mmHg
• Flash Point: 227°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol(135272-34-3)
• EPA Substance Registry System: 2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol(135272-34-3)

Safety Data

• Hazardous Substances Data: 135272-34-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H13F2N3OS/c1-8(19)12(18,5-17-7-15-6-16-17)10-3-2-9(13)4-11(10)14/h2-4,6-8,18-19H,5H2,1H3

Upstream product

• 124627-86-7 1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole 
• 127001-03-0 (2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone 
• 132507-89-2 (2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 126945-34-4 (2R,3R)-2-(2,4-difluorophenyl)-3-methanesulfonyloxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 844879-56-7 (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H-1,2,4-triazol-1-yl)2-butanol 
• 212890-35-2 2-[(1R)-1-(3,4,5,6-Tetrahydro-2H-pyran-2-yl)oxyethyl]-2-(2,4-difluorophenyl)oxirane 

Downstream Products

• 137404-80-9 [(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H,1,2,4-triazol-1-yl)-2-butyl] N-(2,3-difluorophenyl)dithiocarbamate 
• 137404-79-6 [(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H,1,2,4-triazol-1-yl)-2-butyl] N-(2-methoxycarbonylphenyl)dithiocarbamate 
• 137404-81-0 [(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H,1,2,4-triazol-1-yl)-2butyl] N-(4-trifluoromethylphenyl)dithiocarbamate 
• 137404-85-4 [(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)-2-butyl] N,N-dimethyldithiocarbamate 
• 145942-95-6 (2R,3R)-3-acetylthio-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butyl acetate 
• 136598-92-0 bis<(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl> disulfide 

Relevant articles and documents

Triazole aromatic alcohol heterocyclic ether derivative and preparing method and application thereof

The invention relates to a triazole aromatic alcohol heterocyclic ether derivative and the preparing method and application thereof, and particularly provides the general structure, crystal form, pharmaceutically acceptable inorganic acid salt or organic acid salt, aquo-complex, and solvate or prodrug of the triazole aromatic alcohol heterocyclic ether derivative. In-vitro and in-vivo bacteriostasis experiments prove that the compound has remarkable activity in inhibiting human body pathomycete candida albicans, candida parapsilosis, cryptococcus neoformans, candida glabrata, aspergillus fumigates, gypseous microsporum and trichophyton rubrum, and the activity is higher than that of fluconazole. Furthermore, the compound has the advantages of being low in toxicity, wide in antifungal spectrum and the like, and therefore the compound can be used for preparing antifungal drugs.

Anti-fungal triazole derivatives

Compounds of formula (I): STR1 in which: Ar is optionally substituted phenyl; R1 is alkyl; R2 is substituted alkyl or substituted cycloalkyl; and n is 0, 1 or 2; and pharmaceutically acceptable salts and esters thereof have valuable anti-fungal properties and can be used for pharmaceutical and veterinary treatment. Methods of preparing these compounds are also provided.

Optically active antifungal azoles. I. Synthesis and antifungal activity of (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2- butanol and its stereoisomers

(2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2- butanol [(2R,3R)-7] and its stereoisomers [(2S,3R)-, (2S,3S)- and (2R,3S)-7] were prepared from the optically active oxiranes 6 by a newly developed ring- opening reaction and evaluated for antifungal activity. The thiol (2R,3R)-7 showed extremely potent antifungal activity in vitro and in vivo. The optically active oxirane (2R,3S)-6, a useful intermediate for the synthesis of sulfur-containing antifungal azoles 5, was synthesized from methyl (R)- lactate [(R)-8] via eight steps in a stereocontrolled manner. The key step in the synthesis is the Grignard reaction of an amide derivative [(R)-12a] of (R)-lactic acid with 2,4-difluorophenyl-magnesium bromide (13).