204326-43-2

Basic information

• Product Name: 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE
• Synonyms: NS-2028;8-BROMO-4H-2,5-DIOXA-3,9B-DIAZA CYCLOPENTA[A]NAPHTHALEN-1-ONE;4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE;4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZO(B)(1,4)OXAZIN-1-ONE;4-H-BROMO-1,2,4-OXADIAZOLE(3,4-ALPHA)BENZ(B)OXAZIN-1-ONE
• CAS NO: 204326-43-2
• Molecular Formula: C9H5BrN2O3
• Molecular Weight: 269.05
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 204326-43-2.mol
• Article Data: 0

Chemical Properties

• Melting Point: 160～170℃
• Boiling Point: 353.8°C at 760 mmHg
• Flash Point: 167.8°C
• Appearance: white/solid
• Density: 2.06g/cm³
• Vapor Pressure: 3.49E-05mmHg at 25°C
• Refractive Index: 1.778
• Storage Temp.: +2C to +8C
• Solubility: DMSO: 13 mg/mL
• PKA: -1.18±0.20(Predicted)
• CAS DataBase Reference: 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE(204326-43-2)
• EPA Substance Registry System: 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE(204326-43-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 204326-43-2(Hazardous Substances Data)

Usage

Description

4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE is a complex organic compound with a unique chemical structure. It is characterized by its oxadiazole and benzoxazine rings, as well as the presence of a bromine atom at the 8th position. 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE has potential applications in various fields due to its specific chemical properties and interactions.

Uses

Used in Pharmaceutical Industry:
4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE is used as a potent soluble guanylyl cyclase (sGC) inhibitor for its ability to block sGC activity in murine cerebellum induced by S-nitroso-glutathione and NMDA. This makes it a valuable compound for the development of new drugs targeting sGC-related conditions.
Used in Research Applications:
In the field of research, 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE is used as a specific inhibitor of soluble guanylyl cyclase. It inhibits purified bovine lung guanylyl cyclase in a concentration-dependent and irreversible manner, making it a useful tool for studying the role of sGC in various biological processes.
Used in Drug Development:
4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE demonstrates its potential in drug development by inhibiting VEGF-induced cGMP accumulation and abolishing VEGF-induced migration in postcapillary venular endothelial cells (CVEC). This suggests its possible use in the development of drugs targeting VEGF-related diseases, such as certain types of cancer.
Used in Enzyme Inhibition Studies:
As a compound that does not inhibit particulate guanylyl cyclase or adenylyl cyclase, 4H-8-BROMO-1,2,4-OXADIAZOLO(3,4-D)BENZ(B)(1,4)OXAZIN-1-ONE is used in enzyme inhibition studies to selectively target and study the effects of sGC inhibition on various cellular processes and pathways.

InChI:InChI=1/C9H5BrN2O3/c10-5-1-2-7-6(3-5)12-8(4-14-7)11-15-9(12)13/h1-3H,4H2