21639-28-1

Upstream product

• 3306-62-5 2-AMINOBENZENESULFONAMIDE 
• 77-78-1 dimethyl sulfate 
• 92628-98-3 (E)-But-2-enoic acid methyl-(2-sulfamoyl-phenyl)-amide 
• 74-88-4 methyl iodide 
• 100-61-8 N-methylaniline 
• 13338-02-8 3,4-Dihydro-4-methyl-2H-1,2,4-benzothiadiazin-3-on-1,1-dioxid 
• 94125-30-1 N-<1-Methyl-1-(4-methyl-1,1-dioxo-4H-1,2,4-thiadiazin-3-yl)ethyl>-N',N'-dimethylharnstoff 

Downstream Products

• 99842-00-9 2-(acetyl-methyl-amino)-benzenesulfonic acid acetylamide 
• 70661-82-4 4-methyl-1,1-dioxo-1,4-dihydro-1λ⁶-pyrido[2,3-e][1,2,4]thiadiazin-3-ylamine 
• 70661-85-7 3,4-dimethyl-4H-pyrido[2,3-e][1,2,4]thiadiazine 1,1-dioxide 
• 92628-98-3 (E)-But-2-enoic acid methyl-(2-sulfamoyl-phenyl)-amide 
• 477933-24-7 N-methyl-N-(2-sulfamoylphenyl)malonamic acid ethyl ester 
• 70661-84-6 4-methyl-4H-pyrido[2,3-e][1,2,4]thiadiazine 1,1-dioxide 

Relevant academic research and scientific papers

3-(1,1-dioxo-2H-(1,2,4)-benzothiadiazin-3-yl)-4-hydroxy-2(1H)-quinolinones, potent inhibitors of hepatitis C virus RNA-dependent RNA polymerase

Recently, we disclosed a new class of HCV polymerase inhibitors discovered through high-throughput screening (HTS) of the GlaxoSmithKline proprietary compound collection. This interesting class of 3-(1,1-dioxo-2H-1,2,4- benzothiadiazin-3-yl)-4-hydroxy-2(1H)-quinolinones potently inhibits HCV polymerase enzymatic activity and inhibits the ability of the subgenomic HCV replicon to replicate in Huh-7 cells. This report will focus on the structure-activity relationships (SAR) of substituents on the quinolinone ring, culminating in the discovery of 1-(2-cyclopropylethyl)-3-(1,1-dioxo-2H-1,2,4- benzothiadiazin-3-yl)-6-fluoro-4-hydroxy-2(1H)-quinolinone (130), an inhibitor with excellent potency in biochemical and cellular assays possessing attractive molecular properties for advancement as a clinical candidate. The potential for development and safety assessment profile of compound 130 will also be discussed.

Ring Enlargement of Six- to Nine-Membered Heterocycles: Reaction of 3-(Dimethylamino)-2,2-dimethyl-2H-azirine with 3,4-Dihydro-2H-1,2,4-benzothiadiazin-3-one 1,1-Dioxides

Reaction of 3-(dimethylamino)-2,2-dimethyl-2H-azirine (1) and N-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazin-3-one 1,1-dioxides (4) in CHCl3 yields 3-(dimethylamino)-4,5,6,7-tetrahydro-1,2,5,7-benzothiatriazonin-6-one 1,1-dioxides 5, a novel nine-memb

SYNTHESIS AND STRUCTURE OF 1,1-DIOXIDES OF 3-ALLLYL(STYRYL)-4H-1,2,4-BENZOTHIADIAZINE

The reaction of o-aminobenzenesulfonamides with acids of crotonic and cinnamic acids in dioxane yielded the corresponding anilides, which were cyclized to derivatives of 1,2,4-benzothiadiazine 1,1-dioxide.The structure of the end products is discussed in connection with the possibility of tautomeric equilibrium of the 2H- and 4H-forms on the basis of the spectral data.