241818-88-2

Basic information

• Product Name: 2,1,3-BENZOXADIAZOLE-5-CARBOXALDEHYDE, 5-OXIME, 1-OXIDE
• Synonyms: 2,1,3-BENZOXADIAZOLE-5-CARBOXALDEHYDE, 5-OXIME, 1-OXIDE
• CAS NO: 241818-88-2
• Molecular Formula: C7H5N3O3
• Molecular Weight: 179.135
• Mol File: 241818-88-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,1,3-BENZOXADIAZOLE-5-CARBOXALDEHYDE, 5-OXIME, 1-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,1,3-BENZOXADIAZOLE-5-CARBOXALDEHYDE, 5-OXIME, 1-OXIDE(241818-88-2)
• EPA Substance Registry System: 2,1,3-BENZOXADIAZOLE-5-CARBOXALDEHYDE, 5-OXIME, 1-OXIDE(241818-88-2)

Safety Data

• Hazardous Substances Data: 241818-88-2(Hazardous Substances Data)

Usage

General Description

2,1,3-Benzoxadiazole-5-carboxaldehyde, 5-oxime, 1-oxide is a chemical compound with a heterocyclic structure consisting of a benzene ring fused to a 1,3,4-oxadiazole ring. 2,1,3-BENZOXADIAZOLE-5-CARBOXALDEHYDE, 5-OXIME, 1-OXIDE is used in various applications in the field of organic chemistry and materials science. It has been researched for its potential as a fluorescent probe for the detection of nitroreductase and as a building block for the synthesis of organic electronic materials. Additionally, 2,1,3-Benzoxadiazole-5-carboxaldehyde, 5-oxime, 1-oxide has been studied for its antibacterial and antifungal properties, making it a potentially valuable compound for the development of pharmaceuticals and agricultural products.

Upstream product

• 19164-42-2 5-formylbenzo[c][1,2,5]oxadiazole 1-oxide 

Downstream Products

• 36389-13-6 5-benzofuroxancarbonitrile 

Relevant articles and documents

NO donor and biological properties of different benzofuroxans

Purpose. To investigate the effect of benzofusion on NO donor properties and related biological activities of the furoxan system. The biological properties considered were the ability to increase the cytosolic levels of cGMP in C6 cells and vasodilation. Methods. NO donor properties were investigated either in the presence or the absence of cysteine by using the Griess reaction, chemiluminescence, and gas chromatography. Increase of cytosolic cGMP levels were evaluated by radioimmunoassay. Vasodilating activity was assessed on rat aorta strips precontracted with noradrenaline, in the presence and the absence of oxyhemoglobin (HbO2) and methylene blue (MB), respectively. Results. Benzofuroxan and its methyl and cyano derivatives were unable to release NO under the experimental conditions. Generally these compounds displayed feeble vasodilating properties and were able to weakly stimulate soluble guanylate cyclase (sGC). By contrast, benzodifuroxan and benzotrifuroxan were able to produce both NO. and its reduced form NO-, the nitroxyl anion. They displayed potent vasodilating properties and were able to increase cytosolic levels of cGMP in a concentration-dependent manner. Conclusions. The simple benzofuroxans considered here are devoid of the capability to release NO, they weakly stimulate sGC as well as manifest feeble vasodilating properties by a mechanism that does not involve a thiol-induced NO production. By contrast, benzodifuroxan and benzotrifuroxan behave as typical NO donor furoxans.