405058-57-3

Upstream product

• 7326-77-4 3-[(4-phenylmethyl)aminosulfonyl]benzoic acid 
• 100-46-9 benzylamine 
• 4025-64-3 3-Carboxybenzenesulfonyl chloride 

Downstream Products

• 213488-01-8 N-benzyl-3-formylbenzenesulfonamide 
• 213488-04-1 3-[1-(Benzhydryl-amino)-2-hydroxy-ethyl]-N-benzyl-benzenesulfonamide 
• 213488-02-9 3-[(Benzhydryl-amino)-cyano-methyl]-N-benzyl-benzenesulfonamide 
• 213488-03-0 (Benzhydryl-amino)-(3-benzylsulfamoyl-phenyl)-acetic acid methyl ester 
• 213488-05-2 Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester 

Relevant academic research and scientific papers

CHEMOKINE RECEPTOR BINDING HETEROCYCLIC COMPOUNDS

Tertiary amines containing a multiplicity of heteroaromatic substituents are useful as chemokine receptor modulators.

β-Amino-thiols inhibit the zinc metallopeptidase activity of tetanus toxin light chain

Tetanus neurotoxin is a 150-kDa protein produced by Clostridium tetani, which causes the lethal spastic paralytic syndromes of tetanus by blocking inhibitory neurotransmitter release at central synapses. The toxin light chain (50 kDa) has a zinc endopeptidase activity specific for synaptobrevin, an essential component of the neuroexocytosis apparatus. Previous unsuccessful attempts to block the proteolytic activity of this neurotoxin with well-known inhibitors of other zinc proteases led us to study the design of specific inhibitors as a possible drug therapy to prevent the progressive evolution of tetanus following infection. Starting from the synaptobrevin sequence at the level of the cleavage site by tetanus neurotoxin (Gln76- Phe77)a thiol analogue of glutamine demonstrated inhibitory activities in the millimolar range. A structure-activity relationship performed with this compound led us to determine the requirement for the correct positioning of the thiol group, the primary amino group, and a carboxamide or sulfonamide group on the side chain. This resulted in the design of a β-amino(4- sulfamoylphenyl)glycine-thiol, the first significantly efficient inhibitor of tetanus neurotoxin with a K(i) value of 35 ± 5μM.