148890-67-9

Basic information

• Product Name: 2H-3,1-Benzoxazin-2-one, 8-amino-1,4-dihydro-
• Synonyms: D-1007;2H-3,1-Benzoxazin-2-one,8-amino-1,4-dihydro
• CAS NO: 148890-67-9
• Molecular Formula: C8H8N2O2
• Molecular Weight: 164.164
• Mol File: 148890-67-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 270.6±40.0 °C(Predicted)
• Density: 1.344±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2H-3,1-Benzoxazin-2-one, 8-amino-1,4-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-3,1-Benzoxazin-2-one, 8-amino-1,4-dihydro-(148890-67-9)
• EPA Substance Registry System: 2H-3,1-Benzoxazin-2-one, 8-amino-1,4-dihydro-(148890-67-9)

Safety Data

• Hazardous Substances Data: 148890-67-9(Hazardous Substances Data)

Usage

General Description

2H-3,1-Benzoxazin-2-one, 8-amino-1,4-dihydro- is a chemical compound with the molecular formula C8H8N2O2. It is a derivative of benzoxazine, a heterocyclic organic compound that contains a benzene ring fused to a 1,3-oxazine ring. The presence of the amino group at the 8th position in the benzoxazinone structure gives this compound certain biological activities and potential pharmacological applications. It has been studied for its antioxidant, anti-inflammatory, and antimicrobial properties, making it a potentially useful compound in the development of new drugs and pharmaceuticals. Additionally, it has been found to exhibit inhibitory effects on certain enzymes, which may have implications for its use in various therapeutic applications.

Upstream product

• 139743-08-1 (2-amino-3-nitrophenyl)methanol 
• 3970-35-2 2-chloro-3-nitrobezoic acid 
• 606-18-8 3-nitroanthranilic acid 
• 148890-66-8 8-Nitro-1,4-dihydro-benzo[d][1,3]oxazin-2-one 

Relevant articles and documents

High-affinity α-aminobutyric acid A/benzodiazepine ligands: Synthesis and structure - Activity relationship studies of a new series of tetracyclic imidazoquinoxalines

A series of tetracyclic imidazoquinoxaline analogs was developed which constrain the carbonyl group of the partial agonist 3-(5-cyclopropyl-1,2,4- oxadiazol-3-yl)-5-[(dimethylamino)carbonyl]4,5-dihydroimidazo[1,5- a]quinoxaline (2, U-91571) away from the benzene ring. These analogs orient the carbonyl group in the opposite direction of the previously reported full agonist 1-(5-cyclopropyl- 1,2,4-oxadiazol-3-yl)- 12,12a-dihydroimidazo[1,5- a]pyrrolo[2,1-c]quinoxalin- 10(11H)one (3, U-89267). A number of approaches were utilized to form the 'bottom' ring of this tetracyclic ring system including intramolecular cyclizations promoted by Lewis acids or base, as well as metal-carbenoid conditions. The size and substitution pattern of the additional ring was widely varied. Analogs within this series had high affinity for the benzodiazepine receptor on the α-aminobutyric acid A chloride ion channel complex. From TBPS shift and Cl- current assays, the in vitro efficacy of compounds within this class ranged from antagonists to partial agonists with only 18a identified as a full agonist. Additionally, several analogs were quite potent at antagonizing metrazole-induced seizures indicating possible anticonvulsant or anxiolytic activity. Unlike 3, analogs in this series did not have high affinity for the diazepam insensitive α6β2δ2 subtype. These results suggest that either constraining the carbonyl group away from the benzene ring or the greater planarity that results from the additional cyclic structure provides analogs with partial agonist properties and prevents effective interaction with the α6β2δ2 subtype.