125393-22-8

Basic information

• Product Name: 4-Morpholinobenzene-1-sulfonyl chloride
• Synonyms: 4-Morpholinobenzene-1-sulfonyl chloride
• CAS NO: 125393-22-8
• Molecular Weight: 261.729
• Mol File: 125393-22-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 4-Morpholinobenzene-1-sulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Morpholinobenzene-1-sulfonyl chloride(125393-22-8)
• EPA Substance Registry System: 4-Morpholinobenzene-1-sulfonyl chloride(125393-22-8)

Safety Data

• Hazardous Substances Data: 125393-22-8(Hazardous Substances Data)

Usage

General Description

4-Morpholinobenzene-1-sulfonyl chloride is a chemical compound commonly used in organic synthesis as a sulfonylating agent for a variety of organic molecules. It is a versatile reagent for the introduction of the sulfonyl group into a range of substrates and has applications in the pharmaceutical and agrochemical industries. It is also used in the production of dyes and pigments, as well as in the preparation of various biologically active compounds. The compound is known for its strong nucleophilic properties and has been studied for its potential use in the development of new synthetic methodologies. Additionally, it is a key building block for the synthesis of a range of heterocyclic compounds and is considered an important reagent in modern organic chemistry.

Upstream product

• 92-53-5 4-Phenylmorpholine 
• 7790-94-5 chlorosulfonic acid 

Downstream Products

• 221360-85-6 (S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-morpholinobenzenesulfonamide 
• 1580484-06-5 C₂₈H₂₆N₂O₅S 
• 1025994-81-3 4-(4-Morpholin-4-yl-benzenesulfonylamino)-butyric acid 
• 259183-28-3 1-[4-(morpholin-4-yl)phenylsulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole 

Relevant articles and documents

Potent and Selective Inhibitors of 8-Oxoguanine DNA Glycosylase

The activity of DNA repair enzyme 8-oxoguanine DNA glycosylase (OGG1), which excises oxidized base 8-oxoguanine (8-OG) from DNA, is closely linked to mutagenesis, genotoxicity, cancer, and inflammation. To test the roles of OGG1-mediated repair in these pathways, we have undertaken the development of noncovalent small-molecule inhibitors of the enzyme. Screening of a PubChem-annotated library using a recently developed fluorogenic 8-OG excision assay resulted in multiple validated hit structures, including selected lead hit tetrahydroquinoline 1 (IC50 = 1.7 μM). Optimization of the tetrahydroquinoline scaffold over five regions of the structure ultimately yielded amidobiphenyl compound 41 (SU0268; IC50 = 0.059 μM). SU0268 was confirmed by surface plasmon resonance studies to bind the enzyme both in the absence and in the presence of DNA. The compound SU0268 was shown to be selective for inhibiting OGG1 over multiple repair enzymes, including other base excision repair enzymes, and displayed no toxicity in two human cell lines at 10 μM. Finally, experiments confirm the ability of SU0268 to inhibit OGG1 in HeLa cells, resulting in an increase in accumulation of 8-OG in DNA. The results suggest the compound SU0268 as a potentially useful tool in studies of the role of OGG1 in multiple disease-related pathways.

CONDENSED HETEROCYCLIC COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I) wherein R1, A, B, D, E, G, Q, Ar, n, m, and p are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

PYRROLIDINE-SUBSTITUTED AZAINDOLE COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R1, R2, A, B, D, E, G, Ar, and n are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.