132898-96-5

Basic information

• Product Name: 5-CHLOROSULFONYLISATINE
• Synonyms: 5-CHLOROSULFONYLISATINE;5-(Chlorosulfonyl) Isatin;2,3-Dihydro-2,3-dioxo-1H-indole-5-sulfonyl Chloride;5-Isatinsulfonyl Chloride;1H-Indole-5-sulfonyl chloride, 2,3-dihydro-2,3-dioxo-;2,3-dioxoindoline-5-sulfonyl chloride;2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride
• CAS NO: 132898-96-5
• Molecular Formula: C₈H₄ClNO₄S
• Molecular Weight: 245.642
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 132898-96-5.mol

Chemical Properties

• Melting Point: 200-202℃
• Appearance: /
• Density: 1.703±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 5-CHLOROSULFONYLISATINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLOROSULFONYLISATINE(132898-96-5)
• EPA Substance Registry System: 5-CHLOROSULFONYLISATINE(132898-96-5)

Safety Data

• Hazardous Substances Data: 132898-96-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-CHLOROSULFONYLISATINE is used as a synthetic reagent for the preparation of biologically active Isatin derivatives. These derivatives are known for their potential applications in the development of new drugs and therapeutic agents, particularly in the treatment of various diseases and disorders.
Used in Chemical Research:
In the field of chemical research, 5-CHLOROSULFONYLISATINE serves as an essential compound for studying the chemical properties and reactivity of Isatin derivatives. This helps researchers gain a deeper understanding of the structure-activity relationships and the potential applications of these compounds in various industries.
Used in Material Science:
5-CHLOROSULFONYLISATINE and its Isatin derivatives may also find applications in material science, particularly in the development of novel materials with unique properties. These materials could be used in various applications, such as sensors, catalysts, or advanced materials for energy storage and conversion.

Upstream product

• 80789-74-8 5-isatinsulfonic acid sodium salt 
• 91-56-5 indole-2,3-dione 
• 126-33-0 sulfolane 
• 869277-74-7 isatinsulfonic acid 
• 7313-70-4 isatin-5-monosulphonic acid 

Downstream Products

• 220510-17-8 5-(pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 220509-74-0 (S)-5-[1-(2-methoxymethylpyrrolidinyl)sulfonyl]isatin 
• 220509-85-3 5-{[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl}-1H-indole-2,3-dione 
• 220509-98-8 5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1H-indole-2,3-dione 
• 872254-10-9 (S)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione 
• 872254-19-8 (S)-1-(4-Hydroxybenzyl)-5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1H-indole-2,3-dione 
• 899818-48-5 1-(4-bromo-benzyl)-5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1H-indole-2,3-dione 
• 946609-26-3 1-[4-(tert-butyldiphenylsilanyloxy)benzyl]-5-[2-(pyridin-3-yloxymethyl)-pyrrolidine-1-sulfonyl]-1H-indole-2,3-dione 
• 946609-16-1 1-(4-hydroxy-benzyl)-5-[2-(pyridin-3-yl-oxymethyl)-pyrrolidine-1-sulfonyl]-1H-indole-2,3-dione 
• 946609-17-2 1-(4-bromo-benzyl)-5-[2-(pyridin-3-yl-oxymethyl)-pyrrolidine-1-sulfonyl]-1H-indole-2,3-dione 
• 946609-21-8 2-[1-(4-bromo-benzyl)-2-oxo-5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1,2-dihydro-indol-3-ylidene]-malononitrile 

Relevant articles and documents

Design, synthesis, molecular modeling, and antimicrobial potential of novel 3-[(1H-pyrazol-3-yl)imino]indolin-2-one derivatives as DNA gyrase inhibitors

A series of 3-[(1H-pyrazol-3-yl)imino]indolin-2-one derivatives were designed using the molecular hybridization method, characterized using different spectroscopic techniques, and evaluated for their in vitro antimicrobial activity. Most of the target compounds demonstrated good to moderate antimicrobial activity compared with ciprofloxacin and fluconazole. Four compounds (8b, 9a, 9c, and 10a) showed encouraging results, with minimal inhibitory concentration (MIC) values (53.45–258.32 μM) comparable to those of norfloxacin (100.31–200.63 μM) and ciprofloxacin (48.33–96.68 μM). Noticeably, the four derivatives revealed excellent bactericidal and fungicidal activities, except for the bacteriostatic potential of compounds 8b and 9a against Escherichia coli and Staphylococcus aureus, respectively. The time-killing kinetic study against S. aureus confirmed the efficacy of these derivatives. Furthermore, two of the four promising derivatives, 9a and 10a, could prevent the formation of biofilms of S. aureus without affecting the bacterial growth at low concentrations. A combination study with seven commercial antibiotics against the multidrug-resistant bacterium P. aeruginosa showed a notable reduction in the antibiotic MIC values, represented mainly through a synergistic or additive effect. The enzymatic assay implied that the most active derivatives had inhibition potency against DNA gyrase comparable to that of ciprofloxacin. Molecular docking and density functional theory calculations were performed to explore the binding mode and study the reactivity of the promising compounds.

Phenyl Benzenesulfonylhydrazides Exhibit Selective Indoleamine 2,3-Dioxygenase Inhibition with Potent in Vivo Pharmacodynamic Activity and Antitumor Efficacy

Tryptophan metabolism has been recognized as an important mechanism in immune tolerance. Indoleamine 2,3-dioxygenase plays a key role in local tryptophan metabolism via the kynurenine pathway and has emerged as a therapeutic target for cancer immunotherapy. Our prior study identified phenyl benzenesulfonyl hydrazide 2 as a potent in vitro (though not in vivo) inhibitor of indoleamine 2,3-dioxygenase. Further lead optimization to improve in vitro potencies and pharmacokinetic profiles resulted in N′-(4-bromophenyl)-2-oxo-2,3-dihydro-1H-indole-5-sulfonyl hydrazide 40, which demonstrated 59% oral bioavailability and 73% of tumor growth delay without apparent body weight loss in the murine CT26 syngeneic model, after oral administration of 400 mg/kg. Accordingly, 40, is proposed as a potential drug lead worthy of advanced preclinical evaluation.

Design, synthesis, biological evaluation and docking studies of sulfonyl isatin derivatives as monoamine oxidase and caspase-3 inhibitors

The aim of this study was to design novel multifunctional neuroprotective agents that would slow down or halt neurodegeneration through inhibition of MAO-A, MAO-B and caspase-3. We focused on pharmacophoric groups of known MAO-inhibitors including selegil

Synthesis and antibacterial activity of 1,5-disubstituted indolin-2-one derivatives containing sulfonamides

A series of novel 1,5-disubstituted indolin-2-one derivatives containing sulfonamides as potential antibacterial agent were synthesized and the antibacterial activity was preliminary evaluated against two Gram-positive bacteria S. aureus ATCC26112, S. aureus SC and Gram-negative bacteria P. vulgaris in vitro. The results indicated that most of the target compounds exhibited promising antibacterial potency. Compounds 7b, 7d and 8b showed notable antimicrobial activity with corresponding inhibition zone (IZ = 19 mm, 21 mm and 23.5 mm, respectively) at the concentration of 100 μg/mL against S. aureus ATCC26112.

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

Compounds, pyridine N-oxides, and pharmaceutically acceptable salts of formula (I) are useful as inhibitors of the phosphodiesterase 4 (PDE4) enzyme and for preventing and/ or treating diseases of the respiratory tract characterized by airway obstruction, such as asthma or COPD.

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

The invention relates to inhibitors of the phosphodiesterase 4 (PDE4) enzyme. More particularly, the invention relates to compounds that are derivatives of 1-phenyl-2-pyridinyl alkyl alcohols, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

ISATIN ANALOGUES AND USES THEREFOR

Novel isatin analogues, including isatin analogues comprising Michael Acceptors (IMAs) are disclosed. Further disclosed are methods of synthesis of the isatin analogues, and uses of the analogues, including inhibition of caspase-3 and caspase-7, and in vi

3,4-Dihydropyrimido(1,2-a)indol-10(2H)-ones as potent non-peptidic inhibitors of caspase-3

Cysteine-dependant aspartyl protease (caspase) activation has been implicated as a part of the signal transduction pathway leading to apoptosis. It has been postulated that caspase-3 inhibition could attenuate cell damage after an ischemic event and thereby providing for a novel neuroprotective treatment for stroke. As part of a program to develop a small molecule inhibitor of caspase-3, a novel series of 3,4-dihydropyrimido(1,2-a)indol-10(2H)-ones (pyrimidoindolones) was identified. The synthesis, biological evaluation and structure-activity relationships of the pyrimidoindolones are described.

Inhibitors of Src homology-2 domain containing protein tyrosine phosphatase-2 (Shp2) based on oxindole scaffolds

Screening of the NCI diversity set of compounds has led to the identification of 5 (NSC-117199), which inhibits the protein tyrosine phosphatase (PTP) Shp2 with an IC50 of 47 μM. A focused library incorporating an isatin scaffold was designed a

INHIBITION OF SHP2/PTPN11 PROTEIN TYROSINE PHOSPHATASE BY NSC-87877, NSC-117199 AND THEIR ANALOGS

Compounds and associated methods for inhibiting a protein tyrosine phosphatase. By a combination of experimental and virtual screenings of the NCI Diversity Set chemical library, NSC-87877 and NSC-117199 have been identified as Shp2 PTP inhibitors. Signif