6380-13-8

Basic information

• Product Name: 4-METHYL-N-(2-NITRO-PHENYL)-BENZENE SULFONAMIDE
• Synonyms: SALOR-INT L305553-1EA;4-METHYL-N-(2-NITRO-PHENYL)-BENZENE SULFONAMIDE
• CAS NO: 6380-13-8
• Molecular Formula: C₁₃H₁₂N₂O₄S
• Molecular Weight: 292.31
• Mol File: 6380-13-8.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 457.9°Cat760mmHg
• Flash Point: 230.7°C
• Appearance: /
• Density: 1.414g/cm³
• Vapor Pressure: 1.43E-08mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 4-METHYL-N-(2-NITRO-PHENYL)-BENZENE SULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-N-(2-NITRO-PHENYL)-BENZENE SULFONAMIDE(6380-13-8)
• EPA Substance Registry System: 4-METHYL-N-(2-NITRO-PHENYL)-BENZENE SULFONAMIDE(6380-13-8)

Safety Data

• Hazardous Substances Data: 6380-13-8(Hazardous Substances Data)

Usage

Uses

4-Methyl-N-(2-nitrophenyl)benzenesulfonamide is an inhibitor of carbonic anhydrase isoenzymes I, II and VI.

InChI:InChI=1/C13H12N2O4S/c1-10-6-8-11(9-7-10)20(18,19)14-12-4-2-3-5-13(12)15(16)17/h2-9,14H,1H3

Upstream product

• 88-74-4 2-nitro-aniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 68-34-8 phenyl toluenesulfonamide 
• 7697-37-2 nitric acid 
• 70-55-3 toluene-4-sulfonamide 
• 1493-27-2 ortho-nitrofluorobenzene 
• 1243273-68-8 C₂₄H₂₇N₃O₆S₂ 
• 1243273-72-4 C₂₅H₂₉N₃O₆S₂ 
• 941-55-9 4-toluenesulfonyl azide 
• 577-19-5 2-nitrophenyl bromide 
• 15163-59-4 potassium o-nitrobenzoate 
• 88-73-3 2-Chloronitrobenzene 
• 552-16-9 ortho-nitrobenzoic acid 

Downstream Products

• 95800-57-0 toluene-4-sulfonic acid-[N-(2-diethylamino-ethyl)-2-nitro-anilide] 
• 19044-84-9 N-(2,4-dinitrophenyl)-4-methylbenzenesulfonamide 
• 6892-25-7 toluene-4-sulfonic acid-(N-methyl-2-nitro-anilide) 
• 86661-75-8 N-(2-bromoethyl)-2'-nitrotosylanilide 
• 25446-46-2 toluene-4-sulfonic acid-(2-amino-N-methyl-anilide) 
• 86661-84-9 6-tosyl-3,4,5,6-tetrahydro-1,3,6-benzotriazocine 
• 86661-86-1 2-methyl-6-tosyl-3,4,5,6-tetrahydro-1,3,6-benzotriazocine 
• 86661-80-5 N-(2-aminoethyl)-2'-nitrotosylanilide 
• 36965-50-1 2-nitro-toluene-4-sulfonic acid-(2,4-dinitro-anilide) 
• 40516-95-8 N,N-diethyl-N'-(2-nitro-phenyl)-ethylenediamine 
• 612-28-2 2-nitro-N-methylaniline 
• 1351511-81-3 (E)-4-methyl-N-(2-nitrophenyl)-N-(penta-2,4-dien-1-yl)benzenesulfonamide 
• 1351511-82-4 (E)-N-(2-aminophenyl)-4-methyl-N-(penta-2,4-dien-1-yl)benzenesulfonamide 
• 1351511-31-3 (E)-N-(2-(4-methoxyphenylsulfonamido)phenyl)-4-methyl-N-(penta-2,4-dien-1-yl)benzenesulfonamide 

Relevant articles and documents

Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H Insertion: Synthesis of Benzofused Six-Membered Azaheterocycles

The Cp*RuCl-based catalyst enables expedient access to a variety of benzofused six-membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through an unprecedent tandem carbene/alkyne metathesis/N-H insertion reaction. The transformation takes place under mild reaction conditions (room temperature, 15 min) and with excellent functional group tolerance. The synthetic utility of the final products and a mechanistic rationale are also discussed.

Copper-mediated regioselective efficient direct ortho-nitration of anilide derivatives

The mild and readily available Cu(NO3)2 mediated ortho nitration of anilides with broad substrate using K2S2O8 as an oxidant in the absence of any other metal catalyst and nitrating agent under mild conditions was reported for the first time.

Synthesis of SMZ derivatives and investigation of effects on germination, root, and plant growth of Arabidopsis thaliana L.

A series of sulfonamide derivatives were synthesized by reactions with various functional groups containing benzenesulfonyl chlorides and aniline derivatives under different substitution reaction conditions. The structures of SMZ derivatives were confirmed with melting point, FT-IR, 1 H NMR, 13 C NMR, and LC-MS/MS techniques. In order to investigate the cytotoxic effects of these derivatives, we used a model plant species. The synthesized compounds (S1–S5) and sulfamethazine (SMZ) as a positive control were applied to Arabidopsis thaliana seeds. Our results indicated that S3 and S4 induced shorter roots and lower wet weight in plants. Plants treated with S2 and S5 showed no growth effects, similar to the untreated control group, while S1 slightly reduced root length and wet weight. These results suggest that S3 and the newly synthesized S4 derivatives have potential for use as herbicides since they possess cytotoxic effects on A. thaliana plants.