81761-76-4

Basic information

• Product Name: 1-(2-Chloro-phenyl)-4-methyl-5,5-dioxo-4,5-dihydro-1H-5λ⁶-thia-1,2,4-triaza-cyclopenta[a]naphthalene-3-carboxylic acid methyl ester
• CAS NO: 81761-76-4
• Molecular Weight: 403.846
• Mol File: 81761-76-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(2-Chloro-phenyl)-4-methyl-5,5-dioxo-4,5-dihydro-1H-5λ⁶-thia-1,2,4-triaza-cyclopenta[a]naphthalene-3-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Chloro-phenyl)-4-methyl-5,5-dioxo-4,5-dihydro-1H-5λ⁶-thia-1,2,4-triaza-cyclopenta[a]naphthalene-3-carboxylic acid methyl ester(81761-76-4)
• EPA Substance Registry System: 1-(2-Chloro-phenyl)-4-methyl-5,5-dioxo-4,5-dihydro-1H-5λ⁶-thia-1,2,4-triaza-cyclopenta[a]naphthalene-3-carboxylic acid methyl ester(81761-76-4)

Safety Data

• Hazardous Substances Data: 81761-76-4(Hazardous Substances Data)

Upstream product

• 41052-75-9 o-chlorophenylhydrazine hydrochloride 
• 5510-10-1 2-methyl-2H-1,2-benzothiazine-4-(3H)-one-1,1-dioxyde 
• 81761-73-1 2-methyl-3,4-dihydro-3-carbomethoxycarbonyl-2H<1,2>benzotiazin-4-one-1,1-dioxide 
• 10449-07-7 (2-chlorophenyl)hydrazine 

Downstream Products

• 1588396-13-7 1-(2-chlorophenyl)-4-methyl-1,4-dihydropyrazolo[4,3-c]-[1,2]benzothiazine-3-carboxylic acid 5,5-dioxide 
• 1588395-67-8 1-(2-chlorophenyl)-4-methyl-N-{4-[(methylsulfonyl)amino]-phenyl}-1,4-dihydropyrazolo[4,3-c][1,2]benzothiazine-3-carboxamide 5,5-dioxide 
• 81761-90-2 1-(2-Chloro-phenyl)-4-methyl-5,5-dioxo-4,5-dihydro-1H-5λ⁶-thia-1,2,4-triaza-cyclopenta[a]naphthalene-3-carboxylic acid (3-morpholin-4-yl-propyl)-amide 

Relevant articles and documents

New pyrazolobenzothiazine derivatives as hepatitis C virus NS5B polymerase palm site i inhibitors

We have previously identified the pyrazolobenzothiazine scaffold as a promising chemotype against hepatitis C virus (HCV) NS5B polymerase, a validated and promising anti-HCV target. Herein we describe the design, synthesis, enzymatic, and cellular characterization of new pyrazolobenzothiazines as anti-HCV inhibitors. The binding site for a representative derivative was mapped to NS5B palm site I employing a mutant counterscreen assay, thus validating our previous in silico predictions. Derivative 2b proved to be the best selective anti-HCV derivative within the new series, exhibiting a IC50 of 7.9 μM against NS5B polymerase and antiviral effect (EC50 = 8.1 μM; EC90 = 23.3 μM) coupled with the absence of any antimetabolic effect (CC50 > 224 μM; SI > 28) in a cell based HCV replicon system assay. Significantly, microscopic analysis showed that, unlike the parent compounds, derivative 2b did not show any significant cell morphological alterations. Furthermore, since most of the pyrazolobenzothiazines tested altered cell morphology, this undesired aspect was further investigated by exploring possible perturbation of lipid metabolism during compound treatment.