609-63-2

Basic information

• Product Name: Benzenesulfonamide, 2-amino-4-methyl- (9CI)
• Synonyms: Benzenesulfonamide, 2-amino-4-methyl- (9CI)
• CAS NO: 609-63-2
• Molecular Formula: C₇H₁₀N₂O₂S
• Molecular Weight: 186.2315
• Product Categories: SULFONAMIDE
• Mol File: 609-63-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenesulfonamide, 2-amino-4-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 2-amino-4-methyl- (9CI)(609-63-2)
• EPA Substance Registry System: Benzenesulfonamide, 2-amino-4-methyl- (9CI)(609-63-2)

Safety Data

• Hazardous Substances Data: 609-63-2(Hazardous Substances Data)

Upstream product

• 20901-98-8 3-nitro-toluene-4-sulfonic acid amide 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 108-44-1 1-amino-3-methylbenzene 
• 54090-41-4 2-nitro-p-toluenesulfonyl chloride 
• 89-62-3 4-methyl-2-nitroaniline 

Downstream Products

• 97141-29-2 N-(5-Methyl-2-sulfamoyl-phenyl)-isobutyramide 
• 97141-32-7 2-Ethyl-N-(5-methyl-2-sulfamoyl-phenyl)-butyramide 
• 101064-05-5 4-(6-Methyl-1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-butyric acid 
• 101063-96-1 3-(6-Methyl-1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-propionic acid 
• 240139-27-9 3-Cyclohexyl-8-methyl-1,2,3,4-tetrahydro-1,2,4-benzothiadiazine-1,1-dioxide 
• 848187-53-1 2-bromo-N-(5-methyl-2-sulfamoyl-phenyl)-acetamide 
• 94621-35-9 6-methyl-3-phenethyl-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide 
• 240139-61-1 3-Cyclohexyl-6-methyl-7-morpholinosulfonyl-1,2,3,4-tetrahydro-1,2,4-benzothiadiazine-1,1-dioxide 

Relevant articles and documents

Enhancing Action of Positive Allosteric Modulators through the Design of Dimeric Compounds

The present study describes the identification of highly potent dimeric 1,2,4-benzothiadiazine 1,1-dioxide (BTD)-type positive allosteric modulators of the AMPA receptors (AMPApams) obtained by linking two monomeric BTD scaffolds through their respective 6-positions. Using previous X-ray data from monomeric BTDs cocrystallized with the GluA2 ligand-binding domain (LBD), a molecular modeling approach was performed to predict the preferred dimeric combinations. Two 6,6-ethylene-linked dimeric BTD compounds (16 and 22) were prepared and evaluated as AMPApams on HEK293 cells expressing GluA2o(Q) (calcium flux experiment). These compounds were found to be about 10,000 times more potent than their respective monomers, the most active dimeric compound being the bis-4-cyclopropyl-substituted compound 22 [6,6′-(ethane-1,2-diyl)bis(4-cyclopropyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide], with an EC50 value of 1.4 nM. As a proof of concept, the bis-4-methyl-substituted dimeric compound 16 (EC50 = 13 nM) was successfully cocrystallized with the GluA2o-LBD and was found to occupy the two BTD binding sites at the LBD dimer interface.

HYPOTENSIVE 1,2,4-BENZOTHIADIAZINES.

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Hypoglycaemic agents. III.

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