89139-48-0

Upstream product

• 4892-02-8 Methyl thiosalicylate 
• 609-67-6 2-Iodobenzoyl chloride 
• 7154-66-7 2-bromobenzoic acid chloride 
• 5459-63-2 bis[2-(methoxycarbonyl)phenyl]disulfide 
• 147-93-3 Thiosalicylic acid 
• 119-80-2 2,2'-dithiobenzoic acid 
• 22219-02-9 2,2'-thiodibenzoic acid 
• 3950-02-5 2-chlorosulfenylbenzoyl chloride 
• 107-95-9 3-amino propanoic acid 
• 590-92-1 3-Bromopropionic acid 
• 2634-33-5 1,2-benzisothiazolin-3-one 

Downstream Products

• 143467-53-2 2,2'-Dithio-bis 
• 143467-49-6 N-[(Dibenzylamino)-methyl]-3-(3-oxo-3H-benzo[d]isothiazol-2-yl)-propionamide 

Relevant academic research and scientific papers

Discovery and structure-activity relationship studies of irreversible benzisothiazolinone-based inhibitors against Staphylococcus aureus sortase A transpeptidase

Gram-positive bacteria, in general, and staphylococci, in particular, are the widespread cause of nosocomial and community-acquired infections. The rapid evolvement of strains resistant to antibiotics currently in use is a serious challenge. Novel antimicrobial compounds have to be developed to fight these resistant bacteria, and sortase A, a bacterial cell wall enzyme, is a promising target for novel therapies. As a transpeptidase that covalently attaches various virulence factors to the cell surface, this enzyme plays a crucial role in the ability of bacteria to invade the host's tissues and to escape the immune response. In this study we have screened a small molecule library against recombinant Staphylococcus aureus sortase A using an in vitro FRET-based assay. The selected hits were validated by NMR methods in order to exclude false positives and to analyze the reversibility of inhibition. Further structural and functional analysis of the best hit allowed the identification of a novel class of benzisothiazolinone-based compounds as potent and promising sortase inhibitors.

Synthesis and anti-bacterial activity of a library of 1,2-benzisothiazol-3(2H)-one (BIT) derivatives amenable of crosslinking to polysaccharides

1,2-Benzisothiazol-3(2H)-one (BIT) is one of the most common chemical biocides in industrial products, with a heterocyclic structure and a wide range of antimicrobial activity. A library of BIT derivatives was synthesized and characterized, from which 18 compounds were selected, tested for anti-bacterial activity relative to the parent molecule and amenable of coupling to plant polysaccharides in general and to galactomannans (GM) in particular, widely used as rheology modifiers, but with limited “biostability”. Four sites on the BIT core were targeted: the nitrogen and the oxygen atoms on the heterocyclic ring, the C5 and the C6 positions on the aromatic ring, where functional groups were introduced. The ultimate aim of this work is to establish whether by covalently linking a biocide to GM polymers, their “biostability” can be improved.

Aminomethylamide derivatives of (3-oxo-1,2-benzisothiazolin-2-yl)acetic acid and 3-(3-oxo-1,2-benzisothiazolin-2-yl)propionic acid

In the search for pharmacological active new derivatives of 1,2-benzisothiazolin-3-one amides of (3-oxo-1,2-benzisothiazolin-2-yl)acetic acid and 3-(3-oxo-1,2-benzisothiazolin-2-yl)propionic acid were obtained.In reaction of these amides with formaldehyde and various secondary amines the title compounds are formed.Morpholinmethylamide of (3-oxo-1,2-benzisothiazolin-2-yl)acetic acid showed activity against Trichomonas vaginalis.In the reaction of ethyl esters of (3-oxo-1,2-benzisothiazolin-2-yl)acetic- and -propionic acids with hydrazine hydrate products of ring-opening of isothiazole-2,2'-dithio-bis and 2,2'-dithio-bisN-(ethoxycarbonylethyl)benzamide are formed.