126917-48-4

Basic information

• Product Name: (2R,3R)-3-Azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• Synonyms: (2R,3R)-3-Azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• CAS NO: 126917-48-4
• Molecular Weight: 294.264
• Mol File: 126917-48-4.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R)-3-Azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-3-Azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol(126917-48-4)
• EPA Substance Registry System: (2R,3R)-3-Azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol(126917-48-4)

Safety Data

• Hazardous Substances Data: 126917-48-4(Hazardous Substances Data)

Upstream product

• 135267-12-8 2-((R)-1-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)ethoxy)tetrahydro-2H-pyran 
• 132507-89-2 (2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 126918-21-6 (2R,3R)-2-(2,4-difluorophenyl)-2-hydroxybutane-1,3-diyl dimethanesulfonate 
• 126918-18-1 (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol 
• 126918-19-2 (2R,3R)-2-(2,4-Difluorophenyl)-3-(2-tetrahydropyranyloxy)-1,2-butanediol 
• 377078-82-5 [(1R)-1-[(2S)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl] benzoate 
• 135270-14-3 (R)-1-[(R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl methanesulfonate 
• 127001-03-0 (2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone 
• 127001-03-0 (2S)-2',4'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone 
• 126918-20-5 (2R,3R)-2-(2,4-difluorophenyl)butane-1,2,3-triol 
• 126918-35-2 (1R)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol 
• 126918-33-0 (1S)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol 
• 126918-16-9 (R)-1-(2,4-difluorophenyl)-2-hydroxypropan-1-one 
• 126918-14-7 (2S)-2',4'-Difluoro-2-hydroxypropiophenone 

Downstream Products

• 138989-92-1 (E)-3-(4-Cyano-phenyl)-N-[(1R,2R)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-acrylamide 
• 136926-13-1 N-[(1R,2R)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-4-trifluoromethyl-benzamide 
• 138989-93-2 (E)-N-[(1R,2R)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-3-(4-trifluoromethoxy-phenyl)-acrylamide 
• 127000-91-3 (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol 

Relevant articles and documents

Molecular docking, design, synthesis and antifungal activity study of novel triazole derivatives

The incidence of life-threatening fungal infections has dramatically increased for decades. In order to develop novel antifungal agents, two series of (2R,3R)-1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-(N-substitutied)-2-butanols (3a-o, 5a-f, 8a-u), which were analogues of voriconazole, were designed, synthesized and characterized by 1H NMR, 13C NMR and HRMS. The MIC80 values showed that the target compounds 3a-o indicated better activities than fluconazole on three important fungal pathogens except for 3i. Significant activity of compounds 3d, 3k, 3n, 3m and 3o was observed on the Aspergillus fumigatus strain (MIC80 range: 1–0.125 μg/ml). Especially, compound 3k had strong activity to inhibit the growth of ten fungal pathogens. But it didn't exhibit good activity in in vivo value. Molecular docking experiments demonstrated that 3k possessed superior affinity with target enzyme by strong hydrogen bond from morpholine ring.

Triazole alcohol derivative, and preparation method and application thereof

The invention relates to a triazole alcohol derivative, and a preparation method and an application thereof. The chemical structure of the triazole alcohol derivative is represented by formula I, A inthe formula I represents a benzene ring or a substituted benzene ring, and the substituent group of the substituted benzene ring can be located at each position of the benzene ring, is monosubstituted or polysubstituted, and is selected from: a) halogen which is F, Cl, Br or I; b) an electron-withdrawing group, wherein the electron withdrawing group is a cyano group, a nitro group or a trifluoromethyl group; c) a C1-4 low alkyl group or a halogen-substituted low alkyl group; and d) a C1-4 low alkoxy group or a halogen-substituted low alkoxy group. The compound has the advantages of high antifungal activity, low toxicity, wide antibacterial spectrum and the like, and can be used for preparing antifungal medicines.

Design, synthesis, and structure-activity relationship studies of novel triazole agents with strong antifungal activity against Aspergillus fumigatus

The incidence of invasive fungal infections has dramatically increased for several decades. In order to discover novel antifungal agents with broad spectrum and anti-Aspergillus efficacy, a series of novel triazole derivatives containing 1,2,3-benzotriazin-4-one was designed and synthesized. Most of the compounds exhibited stronger in vitro antifungal activities against tested fungi than fluconazole. Moreover, 6m showed comparable antifungal activity against seven pathogenic strains as voriconazole and albaconazole, especially against Aspergillus fumigatus (MIC = 0.25 μg/ml), and displayed moderate antifungal activity against fluconazole-resistant strains of Candida albicans. A clear SAR study indicated that compounds with groups at the 7-position resulted in novel antifungal triazoles with more effectiveness and a broader-spectrum.

Improved laboratory synthesis of YC-071, a potent azole antifungal agent

An improved laboratory synthesis of YC-071, a potent azole antifungal agent, has been developed. Compared with the original route, the new route is operationally simple, requiring only limited purification of all the intermediates. The new route is an imp

Triazole antifungals. III. Stereocontrolled synthesis of an optically active triazolylmethyloxirane precursor to antifungal oxazolidine derivatives

Stereocontrolled synthesis of an optically active triazolylmethyloxirane 2, an important intermediate for the preparation of antifungal oxazolidine compounds 1, was achieved by two methods using L-lactic acid as a starting material. The key intermediate ketone 6 used in the procedures also served for the synthesis of the enantiomer of 2 and the corresponding diastereomeric epoxide.

Triazole derivatives, their preparation and their use as fungicides

Compounds of formula (I): in which: Ar is optionally substituted phenyl; R1 is hydrogen or alkyl; X is optionally unsaturated alkylene, cycloalkylene or both; mis 0 or 1; -Yn-R2 is azido, phthalimido, 1-oxo-2,3-dihydro-2-isoindolyl, protected hydroxy or -OSO2R4 (in which R4 is alkyl group, haloalkyl or optionally substituted phenyl); or Y represents a group of formula -N(R5)CO-, -N(R5)CO-CH=CH-, -O-CO-, -O-CO-CH=CH-, -S-CO- or -S-CO-CH=CH- (in which R5 is hydrogen or alkyl); nis 0 or 1; R2 is alkyl, haloalkyl or optionally substituted phenyl, naphthyl or heterocyclic; and R3 is hydrogen; or R3 and -Xm-Yn-R2 together are a group of formula (II): in which R2 is as defined above, pis 0 or 1, and qis 0 or 1;, and acid addition salts thereof are fungicides, which find considerable value in the eradication of fungi in both agriculture and medicine.