6269-91-6

Basic information

• Product Name: 2-Methyl-5-nitrobenzenesulfonamide
• Synonyms: IFLAB-BB F1084-0158;BUTTPARK 52\04-61;2-METHYL-5-NITROBENZENESULPHONAMIDE;2-METHYL-5-NITROBENZENESULFONAMIDE;4-Nitro-2-toluenesulfonamide;BENZENESULFONAMIDE,2-METHYL-5-NITRO-;2-methyl-5-nitrobenzene-1-sulfonamide;2-Methyl-5-nitro-1-benzenesulfonamide
• CAS NO: 6269-91-6
• Molecular Formula: C₇H₈N₂O₄S
• Molecular Weight: 216.21
• EINECS: 220-358-3
• Product Categories: Benzene derivates
• Mol File: 6269-91-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 197-199
• Boiling Point: 431.4 °C at 760 mmHg
• Flash Point: 214.7 °C
• Appearance: /
• Density: 1.475 g/cm³
• Vapor Pressure: 1.2E-07mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 9.56±0.60(Predicted)
• CAS DataBase Reference: 2-Methyl-5-nitrobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-5-nitrobenzenesulfonamide(6269-91-6)
• EPA Substance Registry System: 2-Methyl-5-nitrobenzenesulfonamide(6269-91-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 6269-91-6(Hazardous Substances Data)

Usage

Uses

2-Methyl-5-nitrobenzenesulfonamide is a chemical reagent in the synthesis of good inhibitors of cancer-related carbonic anhydrase. Also used in the synthesis of novel deacetylase inhibitors used in anti-tumor therapy.

InChI:InChI=1/C7H8N2O4S/c1-5-2-3-6(9(10)11)4-7(5)14(8,12)13/h2-4H,1H3,(H2,8,12,13)

Upstream product

• 99-55-8 2-methyl-5-nitroaniline 
• 99-99-0 1-methyl-4-nitrobenzene 
• 121-02-8 2-methyl-5-nitrobenzene-1-sulfonyl chloride 

Downstream Products

• 1374832-49-1 6-(N₃-phenylureido)saccharin 
• 1374832-51-5 6-(N₃-(3-methoxyphenyl)ureido)saccharin 
• 1374832-53-7 6-(N₃-(4-methoxyphenyl)ureido)saccharin 
• 1374832-55-9 6-(N₃-(4-methylphenyl)ureido)saccharin 
• 1374832-57-1 6-(N₃-(3-chlorophenyl)ureido)saccharin 
• 1374832-59-3 6-(N₃-(4-chlorophenyl)ureido)saccharin 
• 1374832-61-7 6-(N₃-(3,4-dichlorophenyl)ureido)saccharin 
• 1374832-69-5 6-(N₃-(3-fluorophenyl)ureido)saccharin 
• 1374832-85-5 6-(N₃-(3-iodophenyl)thioureido)saccharin 
• 1374832-87-7 6-(N₃-(3-chlorophenyl)thioureido)saccharin 
• 2297-01-0 methyl 2-sulfonamido-4-nitrobenzoate 
• 2297-06-5 methyl 4-amino2-(aminosulfonyl)-benzoate 
• 1072836-76-0 C₁₄H₁₇N₃O₄S₂ 
• 635702-65-7 5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzenesulfonamide methanesulfonic acid salt 

Relevant articles and documents

COMPOUNDS AND METHOD FOR TREATING CYTOKINE RELEASE SYNDROME

Disclosed herein are embodiments of a method for treating or preventing cytokine release syndrome (CRS). In certain embodiments, the method comprises administering a compound, or a salt, solvate, prodrug or pharmaceutical composition thereof, to a subject experiencing, or at risk of developing, CRS. The compound may be a kinase inhibitor, such as a JAK inhibitor and/or an IRAK inhibitor, and/or the compound may have a structure according to Formulas I, III, IV or VII. And the method may comprise administering the compound to a subject who is has received, is currently receiving, and/or will be receiving a cell therapy.

Research on Controllable Degradation of Novel Sulfonylurea Herbicides in Acidic and Alkaline Soils

The degradation issue of sulfonylurea (SU) has become one of the biggest challenges that hamper the development and application of this class of herbicides, especially in the alkaline soils of northern China. On the basis of the previous discovery that some substituents on the fifth position of the benzene ring in Chlorsulfuron could hasten its degradation rate, apparently in acidic soil, this work on Metsulfuron-methyl showed more convincing results. Two novel compounds (I-1 and I-2) were designed and synthesized, and they still retained potent herbicidal activity in tests against both dicotyledons and monocotyledons. The half-lives of degradation (DT50) assay revealed that I-1 showed an accelerated degradation rate in acidic soil (pH 5.59). Moreover, we delighted to find that the degradation rate of I-1 was 9-10-fold faster than that of Metsulfuron-methyl and Chlorsulfuron when in alkaline soil (pH 8.46), which has more practical value. This research suggests that a modified structure that has potent herbicidal activity as well as accelerated degradation rate could be realized and this approach may provide a way to improve the residue problem of SUs in farmlands with alkaline soil.

In vitro inhibition effect and structure-activity relationships of some saccharin derivatives on erythrocyte carbonic anhydrase i and II

In this study, in vitro inhibitory effects of some saccharin derivatives on purified carbonic anhydrase I and II were investigated using CO2 as a substrate. The results showed that all compounds inhibited the hCA I and hCA II enzyme activities. Among the compounds, 6-(p-tolylthiourenyl) saccharin (6m) was found to be the most active one for hCA I activity (IC50 = 13.67 μM) and 6-(m-methoxyphenylurenyl) saccharin (6b) was found to be the most active one for hCA II activity (IC50 = 6.54 μM). Structure-activity relationships (SARs) study showed that, generally, thiourea derivatives (6l - v) inhibited more hCA I and hCA II than urea derivatives (6a-k). All compounds (excluding 6c and 6r) have higher inhibitory activity on hCA II than on hCA I.