406233-31-6

Basic information

• Product Name: 4-Fluoro-3-nitrobenzenesulfonamide
• Synonyms: 4-FLUORO-3-NITRO-BENZENESULFONAMIDE;4-fluoro-3-nitrobenzene-1-sulfonaMide;BenzenesulfonaMide, 4-fluoro-3-nitro-;4-Fluoro-3-nitrobenzensulfonaMide;2-Bromo-6-(2-methyl-1,3-dioxolane-2-yl)-pyridine
• CAS NO: 406233-31-6
• Molecular Formula: C₆H₅FN₂O₄S
• Molecular Weight: 220.1783032
• Product Categories: Aromatics;Intermediates;Sulfur & Selenium Compounds
• Mol File: 406233-31-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 137.0 to 141.0 °C
• Boiling Point: 411.103°C at 760 mmHg
• Flash Point: 202.428°C
• Appearance: /
• Density: 1.637
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Dimethylformamide, DMSO, Methanol
• PKA: 9.39±0.60(Predicted)
• CAS DataBase Reference: 4-Fluoro-3-nitrobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-3-nitrobenzenesulfonamide(406233-31-6)
• EPA Substance Registry System: 4-Fluoro-3-nitrobenzenesulfonamide(406233-31-6)

Safety Data

• Hazardous Substances Data: 406233-31-6(Hazardous Substances Data)

Usage

Description

4-Fluoro-3-nitrobenzenesulfonamide is a chemical compound characterized by its pale yellow solid appearance. It is a derivative of benzenesulfonamide, featuring a fluorine atom at the 4th position and a nitro group at the 3rd position on the benzene ring.

Uses

1. Used in Chemical Synthesis:
4-Fluoro-3-nitrobenzenesulfonamide is used as a reagent for the synthesis of substituted arylsulfonamide derivatives. Its unique chemical structure allows it to serve as a key intermediate in the production of various organic compounds with potential applications in different industries.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Fluoro-3-nitrobenzenesulfonamide is used as a building block for the development of new drugs. Its chemical properties make it a valuable component in the synthesis of novel medicinal compounds, particularly those targeting specific biological pathways or receptors.
3. Used in Research and Development:
4-Fluoro-3-nitrobenzenesulfonamide is also utilized in research and development settings, where it can be employed to study the effects of structural modifications on the properties and reactivity of arylsulfonamide derivatives. This knowledge can be applied to design and develop new molecules with improved or specific functionalities.
4. Used in Material Science:
In the field of material science, 4-Fluoro-3-nitrobenzenesulfonamide may find applications in the development of advanced materials with tailored properties. Its incorporation into polymers or other materials can potentially enhance their performance characteristics, such as stability, reactivity, or selectivity.

InChI:InChI=1/C6H5FN2O4S/c7-5-2-1-4(14(8,12)13)3-6(5)9(10)11/h1-3H,(H2,8,12,13)

Upstream product

• 6668-56-0 4-fluoro-3-nitrobenzene-1-sulfonyl chloride 
• 1493-27-2 ortho-nitrofluorobenzene 
• 1336-21-6 ammonium hydroxide 
• 3888-84-4 4-fluoro-3-nitro-benzenesulfonic acid 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 

Downstream Products

• 406235-25-4 4-((R)-4-dimethylamino-1-phenylsulfanylmethylbutylamino)-3-nitrobenzenesulfonamide 
• 872866-36-9 (S)-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyric acid tert-butyl ester 
• 406233-32-7 (R)-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyric acid tert-butyl ester 
• 406233-50-9 4-((R)-5-dimethylamino-1-phenylsulfanylmethylpentylamino)-3-nitrobenzenesulfonamide 
• 406233-48-5 ((R)-5-(2-nitro-4-sulfamoylphenylamino)-6-phenylsulfanylhexyl)carbamic acid tert-butyl ester 
• 406234-40-0 4-(2-methyl-1-(phenylthio)propan-2-ylamino)-3-nitrobenzenesulfonamide 
• 406233-35-0 4-(((1R)-3-(dimethylamino)-1-((phenylthio)methyl)propyl)amino)-3-nitrobenzenesulfonamide 
• 872866-39-2 4-((S)-3-dimethylamino-1-phenylsulfanylmethylpropylamino)-3-nitrobenzenesulfonamide 
• 406233-33-8 (R)-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyric acid 
• 872866-37-0 (S)-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyric acid 
• 872866-38-1 (S)-N,N-dimethyl-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyramide 
• 406233-34-9 (R)-N,N-dimethyl-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyramide 
• 406235-62-9 4-((S)-3-(morpholin-4-yl)-3-oxo-1-phenylsulfanylmethylpropylamino)-3-nitrobenzenesulfonamide 
• 872866-27-8 4-((R)-3-(morpholin-4-yl)-3-oxo-1-phenylsulfanylmethylpropylamino)-3-nitrobenzenesulfonamide 

Relevant articles and documents

Design, synthesis, and bioactivity evaluation of novel Bcl-2/HDAC dual-target inhibitors for the treatment of multiple myeloma

Multiple myeloma (MM) is the second most common haematological malignancy. Almost all patients with MM eventually relapse, and most recommended treatment protocols for the patients with relapsed refractory MM comprise a combination of drugs with different mechanisms of action. Therefore novel drugs are in urgent need in clinic. Bcl-2 inhibitors and HDAC inhibitors were proved their anti-MM effect in clinic or under clinical trials, and they were further discovered to have synergistic interactions. In this study, a series of Bcl-2/HDAC dual-target inhibitors were designed and synthesized. Among them, compounds 7e–7g showed good inhibitory activities against HDAC6 and high binding affinities to Bcl-2 protein simultaneously. They also displayed good growth inhibitory activities against human MM cell line RPMI-8226, which proved their potential value for the treatment of multiple myeloma.

Amplified synthesis method of 3-nitro-4-halogeno-benzenesulfonamide

An amplified synthesis method of 3-nitro-4-halogeno-benzenesulfonamide is disclosed. According to the method, 4-halogeno-benzenesulfonyl chloride which is used as a raw material undergoes nitration to prepare 3-nitro-4-halogeno-benzenesulfonyl chloride; and after aminolysis, 3-nitro-4-halogeno-benzenesulfonamide is prepared. By the synthesis method provided by the invention, the synthesis route by the adoption of chlorosulfonic acid is changed, and production safety is remarkably raised. The reaction condition is milder and is easy for production control. Thus, mass production of the compound is easier to implement and realize.

Design, synthesis, and activity evaluation of selective inhibitors of anti-apoptotic Bcl-2 proteins: The effects on the selectivity of the P1 pockets in the active sites

The anti-apoptotic Bcl-2 proteins are attractive targets for anti-cancer drug development, and the discovery of their selective inhibitors has become a research focus. In this Letter, obvious differences in the P1 pocket of the active site between Bcl-2, Bcl-xL, and Mcl-1 proteins were proposed by the structural comparison of these proteins. As a result, the groups in their inhibitors binding to the P1 pockets may have significant effect on the selectivity for these proteins. Based on this hypothesis, five types of derivatives of the lead compound B-1 were designed, and several highly selective inhibitors of Bcl-xL(E-1) or Mcl-1 proteins (G) were found. The selective inhibitors of Mcl-1 protein found in this Letter provide new structural types for the development of novel antitumor agents.