199328-31-9

Basic information

• Product Name: 2-OXOINDOLINE-5-SULPHONYL CHLORIDE 97
• Synonyms: 2-OXOINDOLINE-5-SULPHONYL CHLORIDE 97;2-Oxoindoline-5-sulphonyl chloride;2-Oxoindoline-5-sulphonyl chloride 97%;5-CHLOROSULPHONYL-2-OXINDOLE;2-Oxoindoline-5-sulfonyl chloride , TECH;5-chlorosulfonyl-2-indolinone;2-Oxindole-5-sulphonyl chloride 97%;Indolone-5-sulfonyl chloride
• CAS NO: 199328-31-9
• Molecular Formula: C₈H₆ClNO₃S
• Molecular Weight: 231.65614
• EINECS: 201-215-5
• Mol File: 199328-31-9.mol
• Article Data: 47

Chemical Properties

• Melting Point: >160
• Boiling Point: 445.6 °C at 760 mmHg
• Flash Point: 223.3 °C
• Appearance: /
• Density: 1.568 g/cm³
• Vapor Pressure: 3.91E-08mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.34±0.20(Predicted)
• CAS DataBase Reference: 2-OXOINDOLINE-5-SULPHONYL CHLORIDE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OXOINDOLINE-5-SULPHONYL CHLORIDE 97(199328-31-9)
• EPA Substance Registry System: 2-OXOINDOLINE-5-SULPHONYL CHLORIDE 97(199328-31-9)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 199328-31-9(Hazardous Substances Data)

Usage

Uses

2-Oxo-5-indolinesulfonyl Chloride is a reactant used in the preparation of bis-indole-substituted pyridines and piperazinediones derivatives with potential antitumor activity. Also used in the preparation of antitumor 3,5-substituted indolin-2-one derivatives.

InChI:InChI=1/C8H6ClNO3S/c9-14(12,13)6-1-2-7-5(3-6)4-8(11)10-7/h1-3H,4H2,(H,10,11)

Upstream product

• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 7790-94-5 chlorosulfonic acid 
• 59-48-3 2-oxoindole 

Downstream Products

• 175075-24-8 5-aminosulfonyl-2-oxindole 
• 666236-04-0 5-(propane-2-sulfonyl)-1,3-dihydro-indol-2-one 
• 380242-04-6 2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid-4-fluoro-benzylamide 
• 664344-17-6 [(1S,2R)-3-[[(2,3-dihydro-2-oxo-1H-indol-5-yl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid (3R,3aS,6aR)-hexahydrofuro[2,3-b] furan-3-yl ester 
• 1374752-72-3 5-(4-(4-(hydroxymethyl)phenyl)piperazin-1-ylsulfonyl)indolin-2-one 
• 1374752-69-8 5-(4-(4-methoxyphenyl)piperazin-1-ylsulfonyl)indolin-2-one 
• 1374752-70-1 5-(4-(4-hydroxyphenyl)piperazin-1-ylsulfonyl)indolin-2-one 
• 1374752-71-2 5-(4-p-tolylpiperazin-1-ylsulfonyl)indolin-2-one 
• 477574-82-6 (Z)-5-[{5-(2,6-dichlorobenzylsulfonyl)-2-oxoindolin-3-ylidene}methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid 

Relevant articles and documents

Synthesis and biological evaluation of novel fluorinated anticancer agents incorporating the indolin-2-one moiety

A series of novel fluorinated anticancer agents containing the indolin-2-one moiety were designed, synthesized and evaluated for their anticancer activities in vitro. Among them, compounds 6, 7, 9, 12 and 13 showed potent activities against the tested human cancer cell lines. Notably, compound 6 showed significant activities against A549, Bel7402, HepG2, HCT116 and HeLa cancer cell lines, which were comparable to those of sunitinib. Further study on its mechanisms demonstrated that compound 6 can be used as a potential anticancer agent for inhibiting proliferation and inducing apoptosis of HepG2 cells, along with inhibiting angiogenesis of HUVECs.

Design and synthesis of 2-oxindole based multi-targeted inhibitors of PDK1/Akt signaling pathway for the treatment of glioblastoma multiforme

Aggressive behavior and diffuse infiltrative growth are the main features of Glioblastoma multiforme (GBM), together with the high degree of resistance and recurrence. Evidence indicate that GBM-derived stem cells (GSCs), endowed with unlimited proliferative potential, play a critical role in tumor development and maintenance. Among the many signaling pathways involved in maintaining GSC stemness, tumorigenic potential, and anti-apoptotic properties, the PDK1/Akt pathway is a challenging target to develop new potential agents able to affect GBM resistance to chemotherapy. In an effort to find new PDK1/Akt inhibitors, we rationally designed and synthesized a small family of 2-oxindole derivatives. Among them, compound 3 inhibited PDK1 kinase and downstream effectors such as CHK1, GS3Kα and GS3Kβ, which contribute to GCS survival. Compound 3 appeared to be a good tool for studying the role of the PDK1/Akt pathway in GCS self-renewal and tumorigenicity, and might represent the starting point for the development of more potent and focused multi-target therapies for GBM.

N-(2-ethylamine) benzenesulfonamide cordycepin derivative as well as preparation method and application thereof

The invention discloses an N-(2-ethylamine) benzenesulfonamide cordycepin derivative as well as a preparation method and an application thereof in inhibiting tumor cell proliferation, and the N-(2-ethylamine) benzenesulfonamide cordycepin derivative is pr

Discovery of novel bromophenol hybrids as potential anticancer agents through the ros-mediated apoptotic pathway: Design, synthesis and biological evaluation

A series of bromophenol hybrids with N-containing heterocyclic moieties were designed, and their anticancer activities against a panel of five human cancer cell lines (A549, Bel7402, HepG2, HCT116 and Caco2) using MTT assay in vitro were explored. Among t