582321-06-0

Basic information

• Product Name: (1H-indol-3-yl)(methyl)-sulfoxide
• Synonyms: (1H-indol-3-yl)(methyl)-sulfoxide
• CAS NO: 582321-06-0
• Molecular Weight: 195.242
• Mol File: 582321-06-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (1H-indol-3-yl)(methyl)-sulfoxide(CAS DataBase Reference)
• NIST Chemistry Reference: (1H-indol-3-yl)(methyl)-sulfoxide(582321-06-0)
• EPA Substance Registry System: (1H-indol-3-yl)(methyl)-sulfoxide(582321-06-0)

Safety Data

• Hazardous Substances Data: 582321-06-0(Hazardous Substances Data)

Usage

Description

(1H-indol-3-yl)(methyl)-sulfoxide, also known as indomethacin sulfoxide, is an organic compound with the chemical formula C15H13NO2S. It is a sulfoxide derivative of indomethacin, a nonsteroidal anti-inflammatory drug (NSAID). (1H-indol-3-yl)(methyl)-sulfoxide is an active metabolite of indomethacin, formed during its metabolism in the body, and possesses anti-inflammatory, analgesic, and antipyretic properties.

Uses

Used in Pharmaceutical Industry:
(1H-indol-3-yl)(methyl)-sulfoxide is used as an anti-inflammatory agent for reducing pain, inflammation, and fever associated with conditions such as arthritis and gout. It functions by inhibiting the production of inflammatory substances like prostaglandins, thereby alleviating the symptoms of these conditions.
Used in Research and Development:
Indomethacin sulfoxide is being studied for its potential anticancer properties, indicating its use as a subject of research in the field of oncology. The exploration of its effects on various types of cancer could lead to new therapeutic applications in cancer treatment.
Used in Drug Metabolism Studies:
As an active metabolite of indomethacin, (1H-indol-3-yl)(methyl)-sulfoxide is utilized in pharmacological research to understand the metabolic pathways of NSAIDs and their impact on the body's inflammatory response. This knowledge can contribute to the development of safer and more effective medications.

Upstream product

• 40015-10-9 3-methylthioindole 
• 124-63-0 methanesulfonyl chloride 
• 120-72-9 indole 
• 75-18-3 dimethylsulfide 
• 75-75-2 methanesulfonic acid 

Relevant articles and documents

Methylthiolation for Electron-Rich Heteroarenes with DMSO-TsCl

DMSO-TsCl has been developed for direct methylthiolation of various electron-rich heteroarenes (more than 40 examples) with high regioselectivity in moderate to excellent yields (up to 96 %). Especially, pyrroles, furans, and thiophenes can be efficiently mono-methylthiolated. This practical method features scalable, metal-free, mild conditions and is compatible with air and moisture. Several applications of methylthiolated products were demonstrated for the first time. Based on controlled experimental results, a plausible mechanism was proposed with two key intermediates involved in the mechanism being detected by HRMS.

Sulfoxide and sulfone compounds, as well as selective synthesis method and application thereof

The invention discloses a method for selectively synthesizing a sulfoxide compound shown as a formula (II) and a sulfone compound shown as a formula (III). In a reaction solvent, thioether (I) is usedas a reaction raw material and oxygen as an oxidation reagent, under the catalytic action of visible light and a photosensitive reagent; under the assistance of an additive, when a large-polarity proton-containing additive such as an acid and an alcohol or a solvent or an additive with excellent electron donating ability is used, a sulfoxide compound (II) is selectively generated; and when a small-polarity aprotic additive or a solvent is used, a sulfone compound (III) is selectively generated. The synthesis method has the advantages of easily available and cheap raw materials, simple reaction operation, mild reaction conditions, high yield and excellent functional group tolerance. According to the invention, synthesis and modification of some medicines are realized, and an efficient method for selectively constructing sulfoxide and sulfone compounds is provided for medicinal chemistry research.

PYRIMIDINE OR PYRIDINE COMPOUNDS, PREPARATION METHOD THEREFOR AND PHARMACEUTICAL USES THEREOF

The present invention disclosed a class of pyrimidine or pyridine compounds, pharmaceutically acceptable salts, stereoisomers, prodrugs and solvates thereof, preparation method therefor and pharmaceutical compositions and pharmaceutical uses thereof. The compounds can inhibit the variants of EGFR (Epidermis Growth Factor Receptor) proteinases, and therefore can inhibit the growth of a variety of tumor cells effectively. The compounds can be used to prepare antitumor drugs, used for the treatment, combined therapy or prevention of various different cancers. The compounds can overcome the drug resistance induced by the existing first-generation EGFR inhibitors such as gefitinib, erlotinib and so on. Particularly, the compounds can be used to prepare drugs for treating or preventing diseases, disturbances, disorders or conditions mediated by epidermis growth factor receptor variants (such as L858R activated mutants, Exon19 deletion activated mutants and T790M resistant mutants).