67312-96-3

Usage

Uses

Used in Organic Synthesis:
4-FLUORO-3-NITROPHENYL AZIDE is used as a reagent in organic synthesis for the preparation of other organic compounds. Its unique structure and reactivity make it useful in a variety of chemical reactions, including the formation of carbon-carbon and carbon-nitrogen bonds.
Used in Chemical Research:
4-FLUORO-3-NITROPHENYL AZIDE is used as a research tool in chemical laboratories to study the properties and reactions of azide compounds. Its potential explosive and toxic nature also makes it an important subject for research on safety and handling procedures in chemical experiments.
Used in Pharmaceutical Industry:
4-FLUORO-3-NITROPHENYL AZIDE is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure and reactivity can be utilized to develop new drugs with specific therapeutic properties.
Used in Material Science:
4-FLUORO-3-NITROPHENYL AZIDE can be used in the development of new materials with specific properties, such as high-energy materials or materials with unique electronic or optical properties. Its reactivity and structural features make it a promising candidate for material science research and development.

Upstream product

• 364-78-3 2-nitro-4-fluoroaniline 
• 371-40-4 4-fluoroaniline 
• 448-39-5 N-(4-fluoro-2-nitrophenyl)acetamide 
• 351-83-7 4'-fluoroacetanilide 

Downstream Products

• 495308-13-9 1-(2-nitro-4-fluoro-phenyl)-4,5-diethoxycarbonyl-1H-1,2,3-triazole 
• 36389-16-9 5-Fluorobenzofuroxan 
• 41153-84-8 5-fluoro-2,1,3-benzoxadiazole N³-oxide 
• 304874-12-2 5-(4-fluoro-2-nitro-phenylamino)-1H-[1,2,3]triazole-4-carboxylic acid amide 
• 304874-18-8 5-(2-amino-4-fluoro-phenylamino)-1H-[1,2,3]triazole-4-carboxylic acid amide 

Relevant academic research and scientific papers

Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

Radical Chemistry and Cytotoxicity of Bioreductive 3-Substituted Quinoxaline Di-N-Oxides

The radical chemistry and cytotoxicity of a series of quinoxaline di-N-oxide (QDO) compounds has been investigated to explore the mechanism of action of this class of bioreductive drugs. A series of water-soluble 3-trifluoromethyl (4-10), 3-phenyl (11-19)

Synthesis and antimicrobial potential of nitrofuran-triazole congeners

A series of 5-nitrofuran-triazole congeners were designed and synthesized by carrying out suitable structural modifications of the previously reported counterparts and were evaluated for their antimicrobial potential against both Gram-positive and Gram-ne

Synthesis of novel fluorobenzofuroxans by oxidation of anilines and thermal cyclization of arylazides

The synthesis of several fluorobenzofuroxans by oxidation of fluoroanilines and thermal cyclization of fluoroarylazides is presented. The fluorobenzofuroxans prepared in this study presented tautomerism as evidenced by their NMR data. Benzofuroxans in general have biological activity and are synthetic intermediates for the preparation of several compounds with important pharmaceutical applications.

Hypoxia-Selective Agents Derived from Quinoxaline 1,4-Di-N-oxides

Hypoxic cells, which are a common feature of solid tumors, but not normal tissues, are resistant to both anticancer drugs and radiation therapy.Thus the identification of drugs with selective toxicity toward hypoxic cells is an important objective in anticancer chemotherapy.The benzotriazine di-N-oxide (SR 4233, Tirapazamine) has been shown to be an efficient and selective cytotoxin for hypoxic cells.Since the bioreductive activation of Tirapazamine is thought to be due to the presence of the 1,4-di-N-oxide moiety, a series of 3-aminoquinoxaline-2-carbonitrile 1,4-di-N-oxides with a range of electron-donating and -withdrawing substituents in the 6- and /or 7- positions has been synthesized and evaluated for toxicity to hypoxic cells.Electrochemical studies of the quinoxaline di-N-oxides and Tirapazamine showed that as the electron-withdrawing nature of the 6(7)-substituent increases, the reduction potential becomes more positive and the compound is more readily reduced.Apart from the unsubstituted 6a and the 6,7-dimethyl derivative 6c, the quinoxaline di-N-oxide have reduction potentials significantly more positive than Tirapazamine (Epc -0.90 V).The most potent cytotoxins to cells in culture were the 6,7-dichloro and 6,7-difluoro derivatives 6i and 6l, which were 30-fold more potent than Tirapazamine.The 6(7)-fluoro and 6(7)-chloro compounds, 6e and 6h, showed the greatest hypoxia selectivity.Four of the compounds, 6e, 6f, 6h and 6i, killed the inner cells of multicellular tumor spheroids in vitro.In vivo Balb/c mice tolerated a dose of these four compounds twice the size of that of Tirapazamine.This study demonstrates that quinoxaline 1,4-di-N-oxides could provide useful hypoxia-selective therapeutic agents.