68281-42-5

Upstream product

• 100-39-0 benzyl bromide 
• 22244-22-0 ethyl 3,4-dihydro-2H-benzo [b][1,4]oxazine-2-carboxylate 
• 95-55-6 2-amino-phenol 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 
• 98-88-4 benzoyl chloride 
• 100-44-7 benzyl chloride 
• 68466-11-5 ethyl 4-benzoyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate 

Downstream Products

• 212578-42-2 4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide 
• 176383-63-4 (4-benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methanol 
• 212578-39-7 4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylic acid 
• 391873-71-5 ethyl 4-benzyl-7-formyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate 
• 176383-64-5 4-benzyl-3,4-dihydro-2H-1,4-benzoxazine-2-carbaldehyde 
• 1027738-89-1 4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid [2-(3,4-dimethoxy-phenyl)-ethyl]-amide 
• 1026560-28-0 (4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-[4-(4-fluoro-phenyl)-piperazin-1-yl]-methanone 
• 212578-44-4 C-(4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl)-methylamine 
• 890839-38-0 4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile 
• 96988-59-9 4-benzyl-2-(2-imidazolinyl)-3,4-dihydro-2H-1,4-benzoxazine hydrochloride 

Relevant academic research and scientific papers

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.

BENZO [B] [1, 4] OXAZIN DERIVATIVES AS CALCIUM SENSING RECEPTOR MODULATORS

Compounds of Formula (I) along with processes for their preparation that are useful for treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing (Ca SR) receptors. Methods of treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing (Ca SR) receptors of Formula (I).

Synthesis and biological evaluation of new 2-(4,5-dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives

2-(4,5-Dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives and tricyclic analogues with a fused additional ring on the nitrogen atom of the benzoxazine moiety have been prepared and evaluated for their cardiovascular effects as potential antihypertensive agents. The imidazoline ring was generated by reaction of the corresponding ethyl ester with ethylenediamine. Affinities for imidazoline binding sites (IBS) I1 and I2 and α1 and α2 adrenergic receptors were evaluated as well as the effects on mean arterial blood pressure (MAP) and heart rate (HR) of spontaneously hypertensive rats. With few exceptions the most active compounds on MAP were those with high affinities for IBS and α2 receptor. Among these, compound 4h was the most interesting and is now, together with its enantiomers, under complementary pharmacological evaluation.

Synthesis of alkyl 4-alkyl-2-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates as peptidomimetic building blocks

A general synthesis of new alkyl 4-alkyl-2-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate peptidomimetic building blocks from the corresponding alkyl 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates through carbanion oxidation is described.

Regioselective formylation of ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate or 2-acetate derivatives

Formylation reactions on ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate or 2-acetate derivatives were carried out using either Vilsmeier-Haack's conditions or Rieche's method. 7-Formyl compounds were exclusively obtained from N-benzyl-3,4-dihydro-2H-1

New substituted 1,4-benzoxazine derivatives with potential intracellular calcium activity

Substituted 1,4-benzoxazines bearing an amino side chain at the 2- position were prepared and were found to have a moderate activity on intracellular calcium. Of the compounds studied it was found that those which possess a homoveratrylamino moiety exhibi

A straightforward route to 4H-1,4-benzoxazine-2-carbaldehydes by Swern oxidation

Swern oxidation of saturated (1,4-benzoxazine-2-yl)-methanols 2 furnished 4H-1,4-benzoxazine-2-carbaldehydes 3, which possess an α,β ethylenic bond. The reactivity of these compounds was examined.

Lipogenesis control by esters of benzoxazinecarboxylic acids

Lipogenesis in mammals is inhibited by esters of 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylic acids.