90563-93-2

Basic information

• Product Name: 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLIC ACID
• Synonyms: 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylic acid;3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLIC ACID;4-Methyl-3,4-dihydro-2h-1,4-benzoxazine-7-carboxylic acid, 90+%
• CAS NO: 90563-93-2
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Mol File: 90563-93-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 175-177°
• Boiling Point: 399.7°Cat760mmHg
• Flash Point: 195.6°C
• Appearance: /
• Density: 1.321g/cm³
• Vapor Pressure: 4.16E-07mmHg at 25°C
• PKA: 2.02±0.20(Predicted)
• CAS DataBase Reference: 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLIC ACID(90563-93-2)
• EPA Substance Registry System: 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLIC ACID(90563-93-2)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• HazardClass: IRRITANT
• Hazardous Substances Data: 90563-93-2(Hazardous Substances Data)

Usage

Uses

3,4-Dihydro-2H-1,4-benzoxazine-2-carboxylic Acid is a building block that has been used in the sysnthesis of N-substituted benzomorpholine-2-carboxylic acid derivatives.

InChI:InChI=1/C9H9NO3/c11-9(12)8-5-10-6-3-1-2-4-7(6)13-8/h1-4,8,10H,5H2,(H,11,12)/p-1/t8-/m1/s1

Upstream product

• 82756-71-6 3,4-Dihydro-2H-1,4-benzoxazin-2-carbnsaeuremethylester 
• 95-55-6 2-amino-phenol 
• 22244-22-0 ethyl 3,4-dihydro-2H-benzo [b][1,4]oxazine-2-carboxylate 

Downstream Products

• 92288-75-0 4-acetyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid 
• 1025827-87-5 (3,4-Dihydro-2H-benzo[1,4]oxazin-2-yl)-[4-(4-fluoro-phenyl)-piperazin-1-yl]-methanone 
• 104116-93-0 4-acetyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid 4-ethoxy-anilide 
• 104116-96-3 4-acetyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbothioic acid 4-ethoxy-anilide 

Relevant articles and documents

Discovery of Dihydro-1,4-Benzoxazine Carboxamides as Potent and Highly Selective Inhibitors of Sirtuin-1

Sirtuins are signaling hubs orchestrating the cellular response to various stressors with roles in all major civilization diseases. Sirtuins remove acyl groups from lysine residues of proteins, thereby controlling their activity, turnover, and localization. The seven human sirtuins, SirT1-7, are closely related in structure, hindering the development of specific inhibitors. Screening 170,000 compounds, we identify and optimize SirT1-specific benzoxazine inhibitors, Sosbo, which rival the efficiency and surpass the selectivity of selisistat (EX527). The compounds inhibit the deacetylation of p53 in cultured cells, demonstrating their ability to permeate biological membranes. Kinetic analysis of inhibition and docking studies reveal that the inhibitors bind to a complex of SirT1 and nicotinamide adenine dinucleotide, similar to selisistat. These new SirT1 inhibitors are valuable alternatives to selisistat in biochemical and cell biological studies. Their greater selectivity may allow the development of better targeted drugs to combat SirT1 activity in diseases such as cancer, Huntington's chorea, or anorexia.