125520-63-0

Basic information

• Product Name: 1,2,5-Oxadiazole-3-carbonitrile, 4-phenyl-, 5-oxide
• CAS NO: 125520-63-0
• Molecular Formula: C9H5N3O2
• Molecular Weight: 187.158
• Mol File: 125520-63-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2,5-Oxadiazole-3-carbonitrile, 4-phenyl-, 5-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5-Oxadiazole-3-carbonitrile, 4-phenyl-, 5-oxide(125520-63-0)
• EPA Substance Registry System: 1,2,5-Oxadiazole-3-carbonitrile, 4-phenyl-, 5-oxide(125520-63-0)

Safety Data

• Hazardous Substances Data: 125520-63-0(Hazardous Substances Data)

Usage

Type of compound

Derivative of oxadiazole

Biological activities

Antibacterial
Antifungal
Antiviral

Potential applications

Treatment of cancer
Treatment of various inflammatory conditions

Research significance

Subject of numerous studies due to diverse pharmacological effects

Therapeutic potential

Promising candidate for the development of new therapeutic agents

Upstream product

• 773837-37-9 sodium cyanide 
• 49558-03-4 4-nitro-3-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 
• 184580-92-5 4-phenylfurazan-3-carbaldehyde oxime 5-oxide 
• 125520-60-7 3-phenyl-4-furoxancarboxamide 
• 125520-62-9 4-phenyl-3-furoxancarbonitrile 

Downstream Products

• 125520-62-9 4-phenyl-3-furoxancarbonitrile 
• 857820-75-8 4-phenyl-furazan-3-carbonitrile 

Relevant articles and documents

Synthesis of cyanofuroxans from 4-nitrofuroxans via C–C bond forming reactions

A substitution reaction of 4-nitrofuroxans to prepare 4-cyanofuroxans is described. This substitution reaction was complicated by the reverse reaction and a judicious choice of cyanide source was important to enable this direct synthesis process. The optimized reaction conditions showed an excellent applicability for the synthesis of a range of 4-cyanofuroxans. 3-Cyanofuroxans, known to be thiol-mediated nitric oxide donors, could also be obtained by the thermal or photochemical isomerization of 4-cyanofuroxans. The developed cyanation of furoxans is a rare example of C–C bond-forming reaction on a furoxan ring.

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