1349171-22-7

Basic information

• Product Name: 2-[2-(3-nitrobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid
• Synonyms: 2-[2-(3-nitrobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid
• CAS NO: 1349171-22-7
• Molecular Weight: 374.374
• Mol File: 1349171-22-7.mol

Chemical Properties

• CAS DataBase Reference: 2-[2-(3-nitrobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(3-nitrobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid(1349171-22-7)
• EPA Substance Registry System: 2-[2-(3-nitrobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid(1349171-22-7)

Safety Data

• Hazardous Substances Data: 1349171-22-7(Hazardous Substances Data)

Upstream product

• 5510-09-8 1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one 
• 35511-14-9 methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide 
• 128-44-9 saccharin sodium salt 
• 6639-62-9 methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide 
• 1349171-09-0 2-[2-(3-nitrobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid methyl ester 
• 1349171-02-3 2-(3-nitrobenzyl)-2H-1,2-benzothiazin-4(3H)-one 1,1-dioxide 
• 5510-31-6 2,3-dihydro-spiro[benzo[e][1,2]thiazine-4,2'-[1,3]dioxolane] 1,1-dioxide 

Relevant articles and documents

1,2-Benzothiazine 1,1-dioxide carboxylate derivatives as novel potent inhibitors of aldose reductase

Due to the importance of aldose reductase (ALR2) as a potential drug target in the treatment of diabetic complications, there are increasing interests in design and synthesis of ALR2 inhibitors. Here, we prepared 1,2-benzothiazine 1,1-dioxide acetic acid derivatives and investigated their inhibition activity. Most of these derivatives were found to be active with IC50 values ranging from 0.11 μM to 10.42 μM, and compound 8d, 2-[2-(4-bromo-2- fluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid, showed the most potent inhibition activity. Further, SAR and docking studies suggest that in comparison with the α,β-unsaturated derivatives, the saturated carboxylic acid derivatives had a greater binding affinity with the enzyme and thus an enhanced inhibition activity. Therefore, development of more powerful ARIs based on benzothiazine 1,1-dioxide by stereo-controlled synthesis could be expected.