131880-56-3

Basic information

• Product Name: 1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2-
• Synonyms: 1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2-;3,3-dimethyl-2-oxoindoline-5-sulfonyl chloride;3,3-Dimethyl-2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride
• CAS NO: 131880-56-3
• Molecular Formula: C₁₀H₁₀ClNO₃S
• Molecular Weight: 259.7093
• Mol File: 131880-56-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2-(131880-56-3)
• EPA Substance Registry System: 1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2-(131880-56-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 131880-56-3(Hazardous Substances Data)

Usage

Explanation

The compound consists of 13 carbon atoms, 14 hydrogen atoms, 1 chlorine atom, 1 nitrogen atom, 2 oxygen atoms, and 1 sulfur atom in a single molecule.
2. Sulfonyl chloride derivative

Explanation

The compound is derived from 1H-indole-5-sulfonic acid by replacing the hydroxyl group with a chlorine atom, resulting in a sulfonyl chloride functional group.
3. Organic synthesis and medicinal chemistry use

Explanation

1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2is commonly used as a versatile building block in the synthesis of various biologically active compounds, including pharmaceuticals and agrochemicals.
4. Strong electrophilic nature

Explanation

The compound is known for its strong electrophilicity, making it highly reactive towards nucleophiles and useful in various chemical reactions.
5. Intermediate in synthesis

Explanation

The compound is often used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals, facilitating the formation of target compounds through various chemical reactions.
6. Reagent in heterocyclic compound preparation

Explanation

1H-indole-5-sulfonyl chloride, 2,3-dihydro-3,3-dimethyl-2is also used as a reagent in the preparation of various heterocyclic compounds and synthetic intermediates, contributing to the synthesis of complex organic molecules.

Upstream product

• 19155-24-9 3,3-dimethyloxindole 

Relevant articles and documents

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.

Benzheterocyclyl sulphones

The invention concerns novel, pharmaceutically useful, benzheterocyclyl sulphones of the formula I: STR1 in which ring A may bear optional halogeno, (1-4C)alkyl or fluoro(1-4C)alkyl substituents; X is oxygen, or a group of the formula --S(O)n -- or --NR1 -- in which n is zero, 1 or 2 and R1 is hydrogen, (1-4C)alkyl, (1-6C)alkanoyl, benzoyl or phenyl(1-4C)alkyl, the last two optionally substituted; Y is various linking groups defined hereinafter, such as ethylene or trimethylene; and in which the group --SO2 CH2 NO2 is located at position a, b or c in ring A; together with the non-toxic thereof. Other aspects of the invention include the production of the novel compounds by analogy processes and pharmaceutical compositions of the novel compounds for use in the treatment of diabetic complications.