917078-24-1

Basic information

• Product Name: 2?(2,4?difluorophenyl)?1?(1H?1,2,4?triazol?1?yl)pent?4?yn?2?ol
• Synonyms: 2?(2,4?difluorophenyl)?1?(1H?1,2,4?triazol?1?yl)pent?4?yn?2?ol
• CAS NO: 917078-24-1
• Molecular Weight: 263.247
• Mol File: 917078-24-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2?(2,4?difluorophenyl)?1?(1H?1,2,4?triazol?1?yl)pent?4?yn?2?ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2?(2,4?difluorophenyl)?1?(1H?1,2,4?triazol?1?yl)pent?4?yn?2?ol(917078-24-1)
• EPA Substance Registry System: 2?(2,4?difluorophenyl)?1?(1H?1,2,4?triazol?1?yl)pent?4?yn?2?ol(917078-24-1)

Safety Data

• Hazardous Substances Data: 917078-24-1(Hazardous Substances Data)

Upstream product

• 51336-94-8 2-chloro-1-(2,4-dichlorophenyl)ethanone 
• 372-18-9 1,3-Difluorobenzene 
• 106-96-7 propargyl bromide 
• 86404-63-9 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone 

Downstream Products

• 1373760-35-0 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(2-fluorobenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol 
• 1373761-00-2 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(3,4-dimethoxybenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol 
• 1373761-02-4 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-(1-(2,5-dimethoxybenzyl)-1H-1,2,3-triazol-4-yl)-2-propanol 
• 1373760-58-7 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(3-methylbenzyl)-1H-1,2,3-triazol4-yl]-2-propanol 
• 1373760-49-6 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(3-bromobenzyl)-1H-1,2,3-triazol4-yl]-2-propanol 
• 1373760-87-2 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-propanol 
• 1373760-40-7 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(2-chlorobenzyl)-1H-1,2,3-triazol4-yl]-2-propanol 
• 1373760-88-3 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(4-ter-butylbenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol 
• 1373760-61-2 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(4-methylbenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol 
• 1373760-44-1 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol 
• 1373760-52-1 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(4-bromobenzyl)-1H-1,2,3-triazol4-yl]-2-propanol 
• 1373760-55-4 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(2-methylbenzyl)-1H-1,2,3-triazol4-yl]-2-propanol 
• 1373760-36-1 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(3-fluorobenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol 
• 1373760-43-0 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(3-chlorobenzyl)-1H-1,2,3-triazol4-yl]-2-propanol 

Relevant articles and documents

Design and synthesis of new fluconazole analogues

We have synthesized new fluconazole analogues containing two different 1,2,3-triazole units in the side chain. The synthesis of new amide analogues using a variety of acids is also described. All the compounds showed very good antifungal activity. A hemol

Synthesis and biological evaluation of new fluconazole β-lactam conjugates linked via 1,2,3-triazole

Novel 1,2,3-triazole-linked β-lactam-fluconazole conjugates 12(a-l) were designed and synthesized. The compounds showed potent antifungal activity against two pathogenic Candida strains; Candida albicans ATCC 24433 and Candida albicans ATCC 10231 with MIC values in the range of 0.0625-2 μg mL-1. Compounds 12h, 12j and 12k showed promising antifungal activity against all the tested fungal pathogens except C. neoformans ATCC 34554 compared to fluconazole. Compound 12j in which the β-lactam ring was formed using para-anisidine and benzaldehyde was found to be more potent than fluconazole against all the fungal strains with an IC50 value of -1 for Candida albicans (ATCC 24433). Mechanistic studies for active compounds revealed that the antifungal action was due to ergosterol inhibition. Compounds 12h and 12j at a concentration of 0.125 μg mL-1 caused 91.5 and 96.8% ergosterol depletion, respectively, compared to fluconazole which at the same concentration caused 49% ergosterol depletion. The molecular docking study revealed that all the fluconazole β-lactam conjugates 12(a-l) could snugly fit into the active site of lanosterol 14α-demethylase (CYP51) with varying degrees of affinities. As anticipated, the binding energy for compound 12j (-58.961 kcal mol-1) was much smaller than that for fluconazole (-52.92 kcal mol-1). The synthesized compounds have therapeutic potential for the control of candidemia.

A model [...] fungal compound and its preparation method and application

The invention provides a novel azole antifungal compound. According to the azole antifungal compound, a structural general formula is shown in the specification, wherein X is hydroxyl, Ar is 2,4-difluoro phenyl, and R is selected from hydrogen, alkyl, halogen, cyano-group, nitryl, amino or alkoxy and can be positioned at the ortho-position, meta-position or para-position of a benzene ring and can be mono-substituted or multi-substituted; the alkyl has 1 to 4 carbon atoms; the halogen is selected from F, Cl, Br and I; the amino is selected from -NH2, one or two aminos substituted by the alkyl and cyclic amino; and the alkoxy is selected from methoxyl, ethyoxyl and tert-butyl oxygroup. The invention also provides a method for preparing the compound and application of the compound to preparation of antifungal medicines. Compared with the conventional antifungal medicines which are applied clinically, the azole antifungal compound has the advantages of high antifungal activity on invasive fungi, high efficiency, low toxicity, broad spectrum and the like; and the method is simple and high in yield, and the prepared compound has a good antifungal effect.