138457-39-3

Usage

Chemical classification

Ketone

Physical form

White crystalline powder

Primary use

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Secondary uses

Reagent in chemical research, ingredient in the production of agrochemicals, and intermediate in the production of pesticides and insecticides

Notable properties

High purity and relatively low toxicity

Importance

Key component in various industrial and research processes

Upstream product

• 126918-14-7 (2S)-2',4'-Difluoro-2-hydroxypropiophenone 
• 126918-15-8 (S)-2-(p-toluenesulfonyloxy)-2',4'-difluoropropiophenone 
• 7623-09-8 2-chloropropionyl chloride 
• 372-18-9 1,3-Difluorobenzene 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 740832-30-8 1-(2,4-difluorophenyl)-2-(5-{2-[4-(4-fluorophenyl)piperazin-1-yl]ethyl}tetrazol-2-yl)propan-1-one 
• 740832-58-0 1-(2,4-difluorophenyl)-2-(5-{2-[4-(4-fluorophenyl)piperazin-1-yl]ethyl}tetrazol-1-yl)propan-1-one 
• 740832-68-2 1-(2,4-difluorophenyl)-2-(5-{2-[4-phenyl-piperazin-1-yl]ethyl}tetrazol-1-yl)propan-1-one 
• 740832-40-0 1-(2,4-difluorophenyl)-2-(5-{2-[4-phenyl-piperazin-1-yl]ethyl}tetrazol-2-yl)propan-1-one 
• 359826-10-1 2-{4-[4-[4-(2-methyl-5-chlorophenyl)piperazinyl]phenyl]-(2H,4H)-1,2,4-triazol-3-one-2-yl}-2(R/S)-methyl-2,4-difluoroacetophenone 
• 1384474-73-0 C₁₁H₉F₂N₃O*HNO₃ 

Relevant academic research and scientific papers

Synthesis and biological evaluation of vinyl ether-containing azole derivatives as inhibitors of Trichophyton rubrum

In an attempt to search for many target compounds with excellent activities, a series of vinyl ether-containing azole derivatives were designed, synthesized, and evaluated as antifungal agents. Results of preliminary antifungal tests against Trichophyton rubrum in vitro indicated that most of the synthesized compounds showed excellent activities. In comparison with fluconazole, itraconazole, voriconazole, omoconazole and amphotericin B, several compounds (such as 7d, 7g and 7h) exhibited more potent inhibitory activities, suggesting that they were promising leads for the development of novel antifungal agents.

Azole compounds designed by molecular modelling show antifungal activity as predicted

Rational approaches involving drug discovery technologies such as computational and combinatorial chemistry and high throughput screening have been useful tools to design and discover new drugs more efficiently. The interplay among structure-activity relationships, computer modelling, chemical synthesis and pharmacological testing can lead to better products for a particular therapeutic purpose. The work presented in this paper reports an example of successful application of computer-aided drug design method to find new azole antifungal agents. The designed compounds have been synthesized in the laboratory and tested for antifungal activity against Candida albicans ATCC 24433 in vitro. Two compounds exhibit good activity in vitro, which can be optimized for better activity.

Azole compounds as therapeutic agents for fungal infections

The present invention relates to the derivatives of specially substituted azole compounds which have improved antifungal activity as compared to known compounds such as fluconazole and itraconazole and the processes for the preparation thereof. This invention also relates to pharmaceutical compositions containing the compounds of the present invention and their use in treating and/or preventing fungal infections in mammals, preferably humans.

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.