190835-51-9

Basic information

• Product Name: 1-Benzyl-3-(benzyloxymethyl)-3,4-dihydro-1H-1,3-benzothiadiazin-4-one S,S-dioxide
• CAS NO: 190835-51-9
• Molecular Formula: C₂₂H₂₀N₂O₄S
• Molecular Weight: 408.4797
• Mol File: 190835-51-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Benzyl-3-(benzyloxymethyl)-3,4-dihydro-1H-1,3-benzothiadiazin-4-one S,S-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-3-(benzyloxymethyl)-3,4-dihydro-1H-1,3-benzothiadiazin-4-one S,S-dioxide(190835-51-9)
• EPA Substance Registry System: 1-Benzyl-3-(benzyloxymethyl)-3,4-dihydro-1H-1,3-benzothiadiazin-4-one S,S-dioxide(190835-51-9)

Safety Data

• Hazardous Substances Data: 190835-51-9(Hazardous Substances Data)

Upstream product

• 2225-37-8 1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide 
• 7708-28-3 acetoxymethyl benzyl ether 
• 100-39-0 benzyl bromide 
• 221632-89-9 3-Benzyloxymethyl-2,2-dioxo-2,3-dihydro-1H-2λ⁶-benzo[1,2,6]thiadiazin-4-one 

Relevant articles and documents

Novel potential agents for human cytomegalovirus infection: Synthesis and antiviral activity evaluation of benzothiadiazine dioxide acyclonucleosides

The first acyclonucleosides based on the benzothiadiazine dioxide system were synthesized following the silylation procedure. Several acyclic moieties, including acetoxyethoxymethyl, benzyloxymethyl, and propargyloxymethyl groups, were introduced. Two synthetic strategies were designed to selectively obtain the N-1 or N-3 derivatives. Lipase-mediated deacylation was used for the deprotection of the acyclonucleosides. Some of the benzothiadiazine dioxide acyclonucleosides, in particular 16, proved active against human cytomegalovirus (CMV) at concentrations slightly higher than that found for ganciclovir [50% inhibitory concentration (IC50) = 3.5- 3.7 μg/mL, cytotoxicity (CC50) ≥ 40 μg/mL, MCC = 20 μg/mL]. Additionally, compound 16 inhibited the replication of human immunodeficiency virus type 1 (HIV-1) and HIV-2 in CEM cells at concentrations that were 5- fold lower than its cytotoxic concentration.