63228-62-6

Basic information

• Product Name: N-(3-nitrophenyl)methanesulfonamide
• Synonyms: N-(3-nitrophenyl)methanesulfonamide;N-(Methylsulfonyl)-3-nitroaniline
• CAS NO: 63228-62-6
• Molecular Formula: C₇H₈N₂O₄S
• Molecular Weight: 216
• Mol File: 63228-62-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 161.5-163.5 °C
• Boiling Point: 356.5°C at 760 mmHg
• Flash Point: 169.4°C
• Appearance: /
• Density: 1.525g/cm³
• Vapor Pressure: 2.92E-05mmHg at 25°C
• Refractive Index: 1.621
• PKA: 6.50±0.10(Predicted)
• CAS DataBase Reference: N-(3-nitrophenyl)methanesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-nitrophenyl)methanesulfonamide(63228-62-6)
• EPA Substance Registry System: N-(3-nitrophenyl)methanesulfonamide(63228-62-6)

Safety Data

• Hazardous Substances Data: 63228-62-6(Hazardous Substances Data)

Usage

Description

N-(3-nitrophenyl)methanesulfonamide is a chemical compound with the molecular formula C7H8N2O5S. It is a nitroaniline derivative that is commonly used as a diazo coupling component in the synthesis of azo dyes.

Uses

Used in Dye Synthesis:
N-(3-nitrophenyl)methanesulfonamide is used as a diazo coupling component for the synthesis of azo dyes, which are widely used in various industries for coloring textiles, plastics, and other materials.
Used in Pharmaceutical Applications:
N-(3-nitrophenyl)methanesulfonamide is used as an antimicrobial and antifungal agent in pharmaceutical applications, due to its potential to inhibit the growth of harmful microorganisms.
Used in Agricultural Applications:
N-(3-nitrophenyl)methanesulfonamide is used as an antimicrobial and antifungal agent in agricultural applications, to protect crops from diseases and pests.
Used in Organic Synthesis:
N-(3-nitrophenyl)methanesulfonamide is used as a reagent in organic synthesis, enabling the formation of various organic compounds for research and development purposes.

InChI:InChI=1/C7H8N2O4S/c1-14(12,13)8-6-3-2-4-7(5-6)9(10)11/h2-5,8H,1H3

Upstream product

• 645-00-1 m-iodonitrobenzene 
• 3144-09-0 methanesulfonamide 
• 99-09-2 3-nitro-aniline 
• 7143-01-3 Methanesulfonic anhydride 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 57004-73-6 N-(3-guanidinophenyl)methanesulfonamide 
• 1610886-20-8 N-(3-((4-(3,4-dimethyl-2-oxo-2,3-dihydrothiazol-5-yl)pyrimidin-2-yl)amino)phenyl)methanesulfonamide 
• 1533424-21-3 N-[3-(5-amino-1H-[1,2,4]-triazol-3-ylamino)phenyl]methanesulfonamide 
• 1533434-88-6 C₁₀H₁₂N₄O₂S₂ 
• 1533425-05-6 N-(3-isothiocyanatophenyl)methanesulfonamide 
• 530134-21-5 2-(N-methanesulfonyl-N-(3-nitrophenyl)-amino)-N,N-dimethylacetamide 
• 422517-64-4 3-[N-(2-dimethylamino-ethyl)-N-methylsulphonyl-amino]-nitrobenzene 
• 85150-04-5 N-methyl-N-(3-nitrophenyl) methanesulfonamide 
• 37045-73-1 3-(methylsulfonamido)aniline 

Relevant articles and documents

Probing 2H-Indazoles as Templates for SGK1, Tie2, and SRC Kinase Inhibitors

The broader and systematic application of a novel scaffold is often hampered by the unavailability of a short and reliable synthetic access. We investigated a new strategy for the design and synthesis of an array of N2-substituted aza-2H-indazole derivatives as potential kinase inhibitors. Guided by a rational ligand alignment approach to qualify the so-far underrepresented aza-2H-indazole scaffold, indazoles were connected at the N2 position with a phenyl spacer and an arylsulfonamide or amide linkage. Initial profiling against a panel of 30 kinases confirmed the in silico predicted selectivity bias. A synthesized focused library of 52 different aza-2H-indazole derivatives showed good initial selective inhibition against SGK1, Tie2, and SRC kinases, with the best representatives having IC50 values in the range of 500 nm. In a comparative computational study, these data were analyzed and rationalized in light of docking studies.

Low Catalyst Loadings for Ligand-Free Copper(I)-Oxide-Catalyzed N-Arylation of Methanesulfonamide in Water

A simple and practical protocol for the cross-coupling of methanesulfonamide and aryl iodides under ligand-free copper(I)-oxide-catalyzed conditions in water is reported. The method allows the preparation of a wide variety of synthetically useful N-arylated methanesulfonamides in good to excellent yields (up to 90 %) under the optimized conditions.

TRIAZOLE COMPOUNDS AS ANTIVIRALS

The present invention discloses compounds of Formula I: wherein the variables in Formula I are defined as described herein. Also disclosed are pharmaceutical compositions containing such compounds and methods for using the compounds of Formula I in the prevention or treatment of HCV infection.