1212403-91-2

Basic information

• Product Name: (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid
• Synonyms: (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid;(S)-2-(3-oxobenzo[d]isothiazol-2(3H)-yl)-3-phenylpropanoic acid
• CAS NO: 1212403-91-2
• Molecular Formula: C₁₆H₁₃NO₃S
• Molecular Weight: 299.34432
• Mol File: 1212403-91-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid(1212403-91-2)
• EPA Substance Registry System: (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid(1212403-91-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1212403-91-2(Hazardous Substances Data)

Usage

General Description

The chemical "(2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid" is a compound with a molecular formula C19H15NO4S. It is a derivative of benzisothiazolone and contains a phenylpropanoic acid group. This chemical may have potential pharmaceutical properties due to its structural features, including the presence of a benzisothiazolone ring and a phenylpropanoic acid side chain, which could confer biological activity. Further research is needed to fully understand the chemical's potential applications and mechanisms of action.

Upstream product

• 1416276-15-7 methyl 2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acetate 
• 119-80-2 2,2'-dithiobenzoic acid 

Downstream Products

• 1416275-92-7 2-[2-phenyl-1-(2-p-pyridyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3-one 
• 1416275-93-8 2-[2-phenyl-1-(2-m-pyridyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 
• 1416275-94-9 2-[2-phenyl-1-(2-(2-furyl)-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 
• 1416275-95-0 2-[2-phenyl-1-(2-(2-thiophenyl)-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 
• 1416275-96-1 2-[2-phenyl-1-(2-methyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 
• 1416275-97-2 2-[2-phenyl-1-(2-ethyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 
• 1416275-98-3 2-[2-phenyl-1-(2-propyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 
• 1416275-89-2 2-[2-phenyl-1-(2-p-methoxyphenyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one 

Relevant articles and documents

Design, synthesis and characterization of novel 1,2-benzisothiazol-3(2H)- one and 1,3,4-oxadiazole hybrid derivatives: Potent inhibitors of Dengue and West Nile virus NS2B/NS3 proteases

1,2-Benzisothiazol-3(2H)-ones and 1,3,4-oxadiazoles individually have recently attracted considerable interest in drug discovery, including as antibacterial and antifungal agents. In this study, a series of functionalized 1,2-benzisothiazol-3(2H)-one - 1,3,4-oxadiazole hybrid derivatives were synthesized and subsequently screened against Dengue and West Nile virus proteases. Ten out of twenty-four compounds showed greater than 50% inhibition against DENV2 and WNV proteases ([I] = 10 μM). The IC50 values of compound 7n against DENV2 and WNV NS2B/NS3 were found to be 3.75 ± 0.06 and 4.22 ± 0.07 μM, respectively. The kinetics data support a competitive mode of inhibition by compound 7n. Molecular modeling studies were performed to delineate the putative binding mode of this series of compounds. This study reveals that the hybrid series arising from the linking of the two scaffolds provides a suitable platform for conducting a hit-to-lead optimization campaign via iterative structure-activity relationship studies, in vitro screening and X-ray crystallography.