93783-15-4

Basic information

• Product Name: 3,3-dichloro-2-oxoindoline-5-sulphonyl chloride
• Synonyms: 3,3-dichloro-2-oxoindoline-5-sulphonyl chloride;2,3-Dihydro-2-oxo-3,3-dichloro-1H-indole-5-sulfonic acid chloride;3,3-Dichloro-2,3-dihydro-2-oxo-1H-indole-5-sulfonyl chloride
• CAS NO: 93783-15-4
• Molecular Formula: C₈H₄Cl₃NO₃S
• Molecular Weight: 300.54626
• EINECS: 298-221-2
• Mol File: 93783-15-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 459.3°Cat760mmHg
• Flash Point: 231.6°C
• Appearance: /
• Density: 1.84g/cm³
• Vapor Pressure: 1.28E-08mmHg at 25°C
• Refractive Index: 1.672
• CAS DataBase Reference: 3,3-dichloro-2-oxoindoline-5-sulphonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-dichloro-2-oxoindoline-5-sulphonyl chloride(93783-15-4)
• EPA Substance Registry System: 3,3-dichloro-2-oxoindoline-5-sulphonyl chloride(93783-15-4)

Safety Data

• Hazardous Substances Data: 93783-15-4(Hazardous Substances Data)

Usage

General Description

3,3-Dichloro-2-oxoindoline-5-sulphonyl chloride, also known as SUVA, is a chemical compound with the molecular formula C8H5Cl2NO4S. It is a sulphonyl chloride derivative, often used in the synthesis of pharmaceuticals and agrochemicals. SUVA is a versatile building block in organic synthesis and is commonly used in the production of various pharmaceutical intermediates. It is a white to off-white solid with a molecular weight of 277.09 g/mol and is often handled with care due to its corrosive and toxic nature. This chemical compound is essential in the production of numerous valuable products and is widely utilized in the chemical industry.

InChI:InChI=1/C8H4Cl3NO3S/c9-8(10)5-3-4(16(11,14)15)1-2-6(5)12-7(8)13/h1-3H,(H,12,13)

Upstream product

• 91-56-5 indole-2,3-dione 
• 7790-94-5 chlorosulfonic acid 

Downstream Products

• 220510-03-2 5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione 
• 1292809-57-4 (S)-1-((1-(biphenyl-4-yl)-1H-1,2,3-triazol-5-yl)methyl)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 1292809-49-4 (S)-1-((1-(biphenyl-4-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 1292809-58-5 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione 
• 1292809-50-7 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione 
• 1292809-51-8 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione 
• 1292809-59-6 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione 
• 1292809-60-9 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-5-yl)methyl)indoline-2,3-dione 
• 1292809-52-9 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione 
• 1292809-54-1 (S)-1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 1292809-62-1 (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl)methyl)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 1292809-55-2 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-(2-(1-phenyl-1H-1,2,3-triazol-4-yl)ethyl)indoline-2,3-dione 
• 1292809-63-2 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-(2-(1-phenyl-1H-1,2,3-triazol-5-yl)ethyl)indoline-2,3-dione 
• 1292809-48-3 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-((1-phenyl-1H-1,2,3-triazol-4-yl)methyl)indoline-2,3-dione 

Relevant articles and documents

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.

Efficient synthesis, biological evaluation, and docking study of isatin based derivatives as caspase inhibitors

ABTRACT: In this paper, a new series of isatin-sulphonamide based derivatives were designed, synthesised and evaluated as caspase inhibitors. The compounds containing 1-(pyrrolidinyl)sulphonyl and 2-(phenoxymethyl)pyrrolidin-1-yl)sulphonyl substitution at C5 position of isatin core exhibited better results compared to unsubstituted derivatives. According to the results of caspase inhibitory activity, compound 20d showed moderate inhibitory activity against caspase-3 and ?7 in?vitro compared to Ac-DEVD-CHO (IC50 = 0.016 ± 0.002 μM). Among the studied compounds, some active inhibitors with IC50s in the range of 2.33–116.91 μM were identified. The activity of compound 20d was rationalised by the molecular modelling studies exhibiting the additional van der Waals interaction of N-phenylacetamide substitution along with efficacious T-shaped π-π and pi-cation interactions. The introduction of compound 20d with good caspase inhibitory activity will help researchers to find more potent agents.

Isatin 1,2,3-triazoles as potent inhibitors against caspase-3

Sixteen disubstituted 1,2,3-triazoles were prepared using the Huisgen cycloaddition reaction and evaluated as inhibitors against caspase-3. The two most potent inhibitors were found to be (S)-1-((1-(2,3-dihydrobenzo[b][1,4] dioxin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-((2-(methoxymethyl)pyrrolidin-1-yl) sulfonyl)indoline-2,3-dione (7f) and (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl) methyl)-5-((2-(methoxymethyl)pyrrolidin-1-yl)sulfonyl)indoline-2,3-dione (8g) with IC50-values of 17 and 9 nM, respectively. Lineweaver-Burk plots revealed that these two triazoles show competitive inhibitory mechanism against caspase-3.