844646-88-4

Basic information

• Product Name: Quinoxaline-5-sulfonylchloride
• Synonyms: Quinoxaline-5-sulfonylchloride;5-Quinoxalinesulfonyl Chloride
• CAS NO: 844646-88-4
• Molecular Formula: C₈H₅ClN₂O₂S
• Molecular Weight: 228.6555
• Mol File: 844646-88-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Quinoxaline-5-sulfonylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoxaline-5-sulfonylchloride(844646-88-4)
• EPA Substance Registry System: Quinoxaline-5-sulfonylchloride(844646-88-4)

Safety Data

• Hazardous Substances Data: 844646-88-4(Hazardous Substances Data)

Usage

Description

Quinoxaline-5-sulfonylchloride is an organic chemical compound characterized by a quinoxaline ring fused with a sulfonyl chloride group. It is a versatile intermediate in the synthesis of various pharmaceuticals and bioactive molecules, known for its potential in the development of selective cholecystokinin-2 receptor antagonists.

Uses

Used in Pharmaceutical Research and Development:
Quinoxaline-5-sulfonylchloride is used as a key intermediate in the synthesis of anthranilic sulfonamides, which are being studied for their activity as selective cholecystokinin-2 receptor antagonists. These antagonists have potential applications in the treatment of various gastrointestinal disorders and other conditions related to cholecystokinin-2 receptor activity.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Quinoxaline-5-sulfonylchloride serves as a valuable building block for the design and optimization of novel therapeutic agents. Its unique chemical structure allows for the creation of diverse compounds with potential biological activities, making it an important tool in drug discovery and development processes.

Upstream product

• 16566-20-4 quinoxalin-5-ylamine 
• 3694-52-8 2,3-diamino-nitrobenzene 

Downstream Products

• 844647-14-9 4-iodo-2-(quinoxaline-5-sulfonylamino)-benzoic acid 
• 844647-21-8 4,5-dichloro-2-(quinoxaline-5-sulfonylamino)benzoic acid methyl ester 

Relevant articles and documents

Synthetic method of quinoxaline-5-sulfonyl chloride

The invention discloses a synthetic method of quinoxaline-5-sulfonyl chloride. The synthetic method is characterized by comprising the following steps that S1, a condensation reaction is carried out on 1,2-diamino-3-nitrobenzene with glyoxal for obtaining 5-nitroquinoxaline; S2, the 5-nitroquinoxaline reacts with a reducing agent for generating 5-aminoquinoxaline; and S3, diazotization reaction and Sandermeyer reaction are carried out on the 5-aminoquinoxaline for obtaining the quinoxaline-5-sulfonyl chloride. According to the process, a novel Sandermeyer reaction strategy is adopted for introducing sulfonyl chloride groups, the yield is greater than 70%, and the characteristics of novel process route, relatively mild reaction conditions and the like are achieved.

Identification and optimization of anthranilic sulfonamides as novel, selective cholecystokinin-2 receptor antagonists

A high throughput screening approach to the identification of selective cholecystokinin-2 receptor (CCK-2R) ligands resulted in the discovery of a novel series of antagonists, represented by 1-[2-[(2,1,3-benzothiadiazol-4- ylsulfonyl)amino]-5-chlorobenzoy