1030-88-2

Upstream product

• 127446-11-1 2-Benzyl-3,4-dihydro-4-methyl-5-phenyl-2H-1,2,6-thiadiazin-1,1,6-trioxid 
• 127446-00-8 1-(Benzylamino)-2-methyl-1-phenyl-1-propanon-hydrochlorid 
• 127446-04-2 3-(Benzylamino)-2-methyl-1-phenyl-1-propanon-(Z)-oxim 
• 3287-99-8 benzylamine hydrochloride 
• 98-88-4 benzoyl chloride 
• 100-46-9 benzylamine 

Downstream Products

• 847997-70-0 3-benzyl-6,7-dimethoxy-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide 
• 847997-69-7 3-benzyl-7-chloro-2,2-dioxo-2,3-dihydro-1H-2λ⁶-benzo[1,2,6]thiadiazin-4-one 
• 3866-81-7 3-benzyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide 
• 56379-96-5 benzylaminosulfonyl chloride 

Relevant academic research and scientific papers

Chemical Methods for N- and O-Sulfation of Small Molecules, Amino Acids and Peptides

Sulfation of the amino acid residues of proteins is a significant post-translational modification, the functions of which are yet to be fully understood. Current sulfation methods are limited mainly to O-tyrosine (sY), which requires negatively charged species around the desired amino acid residue and a specific sulfotransferase enzyme. Alternatively, for solid-phase peptide synthesis, a de novo protected sY is required. Therefore, synthetic routes that go beyond O-sulfation are required. We have developed a novel route to N-sulfamation and can dial-in/out O-sulfation (without S-sulfurothiolation), mimicking the initiation step of the ping-pong sulfation mechanism identified in structural biology. This rapid, low-temperature and non-racemising method is applicable to a range of amines, amides, amino acids, and peptide sequences.

2,1,3-Benzothiadiazine derivatives: Synthesis and screening versus PDE4 enzyme

A series of N-1,3 disubstituted 2,1,3-benzothiadiazine derivatives (BTDs) were synthesized and evaluated for their inhibitory activity versus enzymatic isoform PDE4 extracted from U937 cell line. Some of the tested compounds showed a high PDE4 inhibitory activity at 100:μM and the IC50 value of the most interesting terms were evaluated. The structure-activity relationships of these compounds showed that the 3,5-di-tert-butyl-4-hydroxybenzyl moiety at N-1 position is important to obtain activity at micromolar level as previously reported. For the same compounds the antioxidant activity were evaluated highlighting 14 as the most significative one. The introduction of other bulky substituents in N-1 position is detrimental.

Chemistry of Amino Oximes, XIX. - Reaction of β-Benzylamino Oximes with Sulfuryl Chloride

3,4-Dihydro-2H-1,2,6-thiadiazine 1,1,6-trioxides 2 were prepared from anti-β-benzylamino oximes 1 and sulfuryl chloride.Tetrahydro-2H-1,2,6-thiadiazin 1,1-dioxides 3 were formed by reduction with NaBH4 and β-hydroxylimino sulfamic acid derivatives by hydrolysis, alkoholysis, and aminolysis with secondary amines.With primary amines, 2 afforded pyrazolines 7; syn-β-benzylamino oximes 9 and sulfuryl chloride yielded pyrazolines 10.