117145-55-8

Basic information

• Product Name: 2-(4-tert-butylphenyl)-4H-3,1-benzoxazin-4-one
• Synonyms: 2-(4-tert-butylphenyl)-4H-3,1-benzoxazin-4-one
• CAS NO: 117145-55-8
• Molecular Weight: 279.338
• Mol File: 117145-55-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-(4-tert-butylphenyl)-4H-3,1-benzoxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-tert-butylphenyl)-4H-3,1-benzoxazin-4-one(117145-55-8)
• EPA Substance Registry System: 2-(4-tert-butylphenyl)-4H-3,1-benzoxazin-4-one(117145-55-8)

Safety Data

• Hazardous Substances Data: 117145-55-8(Hazardous Substances Data)

Usage

Class of compound

Benzoxazine derivative (a heterocyclic organic compound)

Physical form

White crystalline powder

Solubility

Insoluble in water, soluble in organic solvents

Uses

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Potential properties

Anti-inflammatory, analgesic, antioxidant, and anticancer activities.

Upstream product

• 202202-36-6 N-(2-carboxyphenyl)-4-(1,1-dimethylethyl)-benzamide 
• 118-92-3 anthranilic acid 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 615-36-1 2-bromoaniline 
• 201230-82-2 carbon monoxide 
• 59046-29-6 8008-1157 
• 551-93-9 2-aminoacetophenone 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 219490-11-6 2-[(4-tert-Butylbenzoyl)amino]-N-phenylbenzamide 
• 219490-17-2 N-(3-Aminophenyl)-2-[(4-tert-butylbenzoyl)amino]benzamide 
• 219490-14-9 2-[(4-tert-Butylbenzoyl)amino]-N-(4-chlorophenyl)benzamide 

Relevant articles and documents

Palladium-Catalyzed Olefination of 4H-Benzo[d][1,3]oxazin-4-one Derivatives with Activated Alkenes via Preferential Cyclic Imine-N-Directed Aryl C-H Activation

A palladium-catalyzed chelation-assisted selective ortho C-H bond olefination of biologically active 4H-benzo[d][1,3] oxazin-4-one derivatives with activated olefins has been achieved. The products are obtained in good yields with high regio- and stereose

Design, Synthesis, and Pharmacological Characterization of N-(4-(2 (6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)yl)ethyl)phenyl)quinazolin-4-amine Derivatives: Novel Inhibitors Reversing P-Glycoprotein-Mediated Multidrug Resistance

P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) is a principal obstacle for successful cancer chemotherapy. A novel P-gp inhibitor with a quinazoline scaffold, 12k, was considered to be the most promising for in-depth study. 12k possessed high potency (EC50 = 57.9 ± 3.5 nM), low cytotoxicity, and long duration of activity in reversing doxorubicin (DOX) resistance in K562/A02 cells. 12k also boosted the potency of other MDR-related cytotoxic agents with different structures, increased accumulation of DOX, blocked P-gp-mediated Rh123 efflux, and suppressed P-gp ATPase activity in K562/A02 MDR cells. However, 12k did not have any effects on CYP3A4 activity or P-gp expression. In particular, 12k had a good half-life and oral bioavailability and displayed no influence on DOX metabolism to obviate the side effects closely related to increased plasma concentrations of cytotoxic agents in vivo.

Selective Oxidative Decarbonylative Cleavage of Unstrained C(sp3)-C(sp2) Bond: Synthesis of Substituted Benzoxazinones

A transition metal (TM)-free practical synthesis of biologically relevant benzoxazinones has been established via a selective oxidative decarbonylative cleavage of an unstrained C(sp3)-C(sp2) bond employing iodine, sodium bicarbonate, and tbutyl hydroperoxide in DMSO at 95 °C. Control experiments and Density Functional Theory (DFT) calculations suggest that the reaction involves a [1,5]H shift and extrusion of CO gas as the key steps. The extrusion of CO has also been established using PMA-PdCl2.