1327154-14-2

Basic information

• Product Name: 2-(4-bromophenyl)-1,2,3,4-tetrahydroquinoxaline
• Synonyms: 2-(4-bromophenyl)-1,2,3,4-tetrahydroquinoxaline
• CAS NO: 1327154-14-2
• Molecular Weight: 289.175
• Mol File: 1327154-14-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(4-bromophenyl)-1,2,3,4-tetrahydroquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-bromophenyl)-1,2,3,4-tetrahydroquinoxaline(1327154-14-2)
• EPA Substance Registry System: 2-(4-bromophenyl)-1,2,3,4-tetrahydroquinoxaline(1327154-14-2)

Safety Data

• Hazardous Substances Data: 1327154-14-2(Hazardous Substances Data)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 18523-22-3 2,3'-dibromoacetophenone 
• 20201-26-7 ethyl 4-bromophenylglyoxylate 
• 5021-45-4 2-(4-bromophenyl)quinoxaline 

Relevant articles and documents

A quantum-chemical approach to develop tetrahydroquinoxaline as potent ferroptosis inhibitors

Ferroptosis is a recently characterized form of regulated necrosis with the iron-dependent accumulation of (phospho)lipid hydroperoxides (LOOH). It has attracted considerable attention for its putative involvement in diverse pathophysiological processes, such as cardiovascular disease and neurodegeneration. Here we describe the discovery of tetrahydroquinoxaline, a novel scaffold of ferroptosis inhibitors based on quantum chemistry methods. Tetrahydroquinoxaline deviates showed very good inhibition of ferroptosis, while being non cytotoxic for human cancer cells. And, the advantage of them is their small molecular weight (MW. = 148 Da) that can be coupled with other drugs to form multi-target drugs to better meet the treatment of complicated diseases.

Metal-free tandem cyclization/hydrosilylation to construct tetrahydroquinoxalines

A one-pot tandem procedure involving cyclization and sequential hydrosilylation of imines and amides under the catalysis of B(C6F5)3 has been developed for the step-economical construction of 1,2,3,4-tetrahydroquinoxalines directly from readily available 1,2-diaminobenzenes, α-ketoesters and low-cost, safe polymethylhydrosiloxane (PMHS). This metal-free approach provides various products in good to excellent yields, and displays a wide range of substrate scope and a high degree of functional group tolerance even to reduction-sensitive moieties. The choice of hydrosilanes is critical to the catalysis, and PMHS has proved to be optimal. Decreasing the amount of PMHS could enable the reaction to stop at the 3,4-dihydroquinoxalin-2(1H)-one stage. The procedure is convenient and scalable, and neither a dried solvent nor an inert atmosphere is required. Moreover, the enantioselective construction of these products was explored, and promising results were achieved.