125520-62-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Phenyl-3-furoxancarbonitrile is used as a pharmaceutical agent for its ability to activate soluble guanylate cyclase by releasing nitric oxide under the action of thiol cofactors. This property makes it a promising candidate for the development of drugs targeting various cardiovascular and inflammatory conditions.
Used in Antiplatelet Therapy:
4-Phenyl-3-furoxancarbonitrile is used as an antiplatelet agent for its ability to inhibit platelet aggregation. This makes it a potential candidate for the prevention and treatment of thrombotic disorders, such as myocardial infarction, stroke, and peripheral artery disease.
Used in Chemical Research:
4-Phenyl-3-furoxancarbonitrile is used as a research compound in the field of organic chemistry. Its unique structure and properties make it a valuable tool for studying the synthesis, reactivity, and potential applications of furoxan derivatives.
Used in Material Science:
4-Phenyl-3-furoxancarbonitrile's crystalline solid nature and chemical properties may also make it suitable for use in material science applications, such as the development of new materials with specific properties or the modification of existing materials to enhance their performance.

InChI:InChI=1/C9H6N3O2/c10-6-8-9(11-14-12(8)13)7-4-2-1-3-5-7/h1-5,13H

Upstream product

• 125520-63-0 3-phenyl-4-cyano-furoxan 
• 125520-59-4 4-phenyl-3-furoxancarboxamide 
• 151733-56-1 4-phenyl-3-furoxanylcarbaldehyde oxime 
• 135733-30-1 3-(hydroxymethyl)-4-phenylfuroxan 
• 169614-78-2 3-(bromomethyl)-2-oxido-4-phenyl-1,2,5-oxadiazole 
• 6898-86-8 3-methyl-4-phenylfuroxan 
• 125520-58-3 methyl 4-phenyl-3-furoxancarboxylate 
• 157066-36-9 2-Oxy-4-phenyl-furazan-3-carbonyl chloride 
• 125520-55-0 3-carboxy-4-phenyl-1,2,5-oxadiazole 2-oxide 
• 125520-54-9 4-hydroxyimino-3-phenyl-5(4H)-isoxazolone 
• 135733-34-5 4-phenylfuroxan-3-carboxaldehyde 

Downstream Products

• 125520-63-0 3-phenyl-4-cyano-furoxan 
• 857820-75-8 4-phenyl-furazan-3-carbonitrile 

Relevant academic research and scientific papers

An efficient access to (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/[3+2]-cycloaddition strategy

A general, highly effective two-step approach for direct synthesis of (1H-tetrazol-5-yl)furoxan ammonium salts with various functional substituents based on initial effective synthesis of cyanofuroxans by dehydration of furoxancarboxylic acid amides by th

Furoxans as nitric oxide donors. 4-Phenyl-3-furoxancarbonitrile: Thiol- mediated nitric oxide release and biological evaluation

4-Phenyl-3-furoxancarbonitrile (2) affords nitric oxide under the action of thiol cofactors. Two principal products were isolated in the reaction with thiophenol: the phenylcyanoglyoxime (6) and 5-amino-3-phenyl-4- (phenylthio)isoxazole (7). Mechanisms wh

Synthesis of furoxan derivatives: DABCO-mediated cascade sulfonylation/cyclization reaction of α-nitro-ketoximes

A convenient and efficient method for the synthesis of furoxan derivatives from α-nitro-ketoximes and sulfonyl chlorides is reported. A wide variety of furoxan derivatives were smoothly obtained in good yields via a DABCO-mediated cascade sulfonylation/cy

Structure mechanism insights and the role of nitric oxide donation guide the development of oxadiazole-2-oxides as therapeutic agents against schistosomiasis

Schistosomiasis is a chronic parasitic disease affecting hundreds of millions of individuals worldwide. Current treatment depends on a single agent, praziquantel, raising concerns of emergence of resistant parasites. Here, we continue our explorations of an oxadiazole-2-oxide class of compounds we recently identified as inhibitors of thioredoxin glutathione reductase (TGR), a selenocysteine-containing flavoenzyme required by the parasite to maintain proper cellular redox balance. Through systematic evaluation of the core molecular structure of this chemotype, we define the essential pharmacophore, establish a link between the nitric oxide donation and TGR inhibition, determine the selectivity for this chemotype versus related reductase enzymes, and present evidence that these agents can be modified to possess appropriate drug metabolism and pharmacokinetic properties. The mechanistic link between exogenous NO donation and parasite injury is expanded and better defined. The results of these studies verify the utility of oxadiazole-2-oxides as novel inhibitors of TGR and as efficacious antischistosomal agents. 2009 American Chemical Society.

1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV

Several new 1,2,5-oxadiazole N-oxide derivatives and some deoxygenated analogues were synthesized to be tested as potential selective hypoxic cell cytotoxins. Compounds prepared were designed in order to gain insight into the mechanism of action of this kind of cytotoxin. Compounds were tested in oxia and hypoxia and they proved to be non-selective. 3-Cyano-N2-oxide-4-phenyl-1,2,5-oxadiazole showed the best cytotoxic activity in oxia. The cytotoxicity observed for these derivatives could be explained in terms of the electronic characteristics of the 1,2,5-oxadiazole substituents. Electrochemical and ESR studies were performed on the more cytotoxic derivative.

Characterisation of furoxancarbonitriles as a new class of vasodilators

The synthesis, structural characterization, NO-donor properties, and in vitro vasodilating activities of a series of furoxancarbonitriles 2, 17-22a, b are reported. Some derivatives (2b, 2a, 18b, 21b, 22b) are more potent vasodilating agents than sodium n

Phenylfuroxancarboxylic Acids and Their Derivatives

Synthesis and structure of the two isomeric furoxanecarboxylic acids 3 and 14 and a few of their derivatives 10-13, 15, 16 is reported. 1,3-dipolar cycloaddition reactions of the product obtained by thermal decomposition of 4-phenyl-3-furoxancarboxylic acid and thermal equilibration of furoxan derivatives are also discussed.

Cleavage of dialkoxyketoxime

Dialkoxyketoximes such as dimethoxycyclohexanone cleave with halogen and water under basic conditions to yield a series of products having an ester functionality and another functionality which is oximohalide, nitrile oxide or furoxan, depending upon the

Production of isocyanates

Process for the preparation of organic isocyanates in which a furoxan is heated in the presence of a vicinal diketo compound containing two adjacent keto carbonyl groups. When the furoxan ring is fused to an organic ring system di-isocyanates are produced. An adduct of the furoxan and the diketo compound may be isolated from the reaction mixture and used as a stable isocyanate precursor, for example, a "one-pot" polyurethane composition.

3,4-Cycloalkano furoxans

3,4-Cycloalkano furoxans are produced and are found to be useful in cross-linking of polymers.