Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H9NO2S |
| Molecular Weight | 171.217 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC=C(C=C1)S(N)(=O)=O
InChI
InChIKey=LMYRWZFENFIFIT-UHFFFAOYSA-N
InChI=1S/C7H9NO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)
| Molecular Formula | C7H9NO2S |
| Molecular Weight | 171.217 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
p-Toluene sulfonamide was used to prepare the precursor required for synthesis of ethyl 6-phenyl-1-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate. It acts as a derivative of ammonia activated to alkylation by alkyl halides is exemplified by the synthesis of N-tosyl-2,3-dihydroisoindole from o-xylylene dibromide. It is a precursor of N-tosyl imines. Hybrid compounds of tacrine and p-toluenesulfonamide are effective inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) with the preferential inhibition of BChE. p-Toluenesulfonamide has been employed as nucleophile during tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening reaction and as a reagent during selective aziridination of olefins catalyzed by dirhodium (II) caprolactamate.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 4-Chloro-N-(2,3-dichloro-phen-yl)benzene-sulfonamide. | 2010-12-24 |
|
| N-(4-Chloro-pyridin-2-yl)-N-meth-oxy-methyl-4-methyl-benzene-sulfonamide. | 2010-11-27 |
|
| Copper-catalyzed cascade syntheses of 2H-benzo[b][1,4]thiazin-3(4H)-ones and quinoxalin-2(1H)-ones through capturing S and N atom respectively from AcSH and TsNH(2). | 2010-08-20 |
|
| N-(2,6-Dimethyl-phen-yl)-4-methyl-benzene-sulfonamide. | 2010-04-24 |
|
| Intramolecular anodic olefin coupling reactions and the synthesis of cyclic amines. | 2010-03-03 |
|
| N-(4-Chloro-benzo-yl)-4-methyl-benzene-sulfonamide. | 2010-01-09 |
|
| Modelling the removal of p-TSA (para-toluenesulfonamide) during rapid sand filtration used for drinking water treatment. | 2010-01 |
|
| Preparation, X-ray structure, and oxidative reactivity of N-(2-iodylphenyl)tosylamides and 2-iodylphenyl tosylate: iodylarenes stabilized by ortho-substitution with a sulfonyl group. | 2009-11-06 |
|
| 2-[(N-Benzyl-4-methyl-benzene-sul-fon-amido)meth-yl]pyridinium nitrate. | 2009-10-23 |
|
| Gemcitabine plus cisplatin chemotherapy with concurrent para-toluenesulfonamide local injection therapy for peripherally advanced nonsmall cell lung cancer larger than 3 cm in the greatest dimension. | 2009-10 |
|
| Silicon powder: the first nonmetal elemental catalyst for aminobromination of olefins with TsNH(2) and NBS. | 2009-09-17 |
|
| o-Toluene-sulfonamide: a redetermination. | 2009-08-29 |
|
| 2-Chloro-benzene-sulfonamide. | 2009-08-15 |
|
| Difluoro-lambda3-bromane-induced Hofmann rearrangement of sulfonamides: synthesis of sulfamoyl fluorides. | 2009-06-24 |
|
| Investigation of the fate of sulfonamides downgradient of a decommissioned sewage farm near Berlin, Germany. | 2009-05-12 |
|
| [Therapeutic effect of para-toluenesulfonamide on transplanted hepatocarcinoma in nude mice]. | 2009-05 |
|
| Hydrogen- and oxygen-driven interconversion between imido-bridged dirhodium(III) and amido-bridged dirhodium(II) complexes. | 2009-04-08 |
|
| Addition reactions of chloro- or iodomethyllithium to imines. Synthesis of enantiopure aziridines and beta-chloroamines. | 2009-03-20 |
|
| Green and efficient synthesis of sulfonamides catalyzed by nano-Ru/Fe(3)O(4). | 2009-02-11 |
|
| Copper powder-catalyzed regio- and stereoselective aminobromination of alpha,beta-unsaturated ketones with TsNH2 and NBS as nitrogen and halogen sources. | 2009-02-06 |
|
| Frequency and main sites of allergic contact dermatitis caused by nail varnish. | 2009-01-13 |
|
| Intramolecular anodic olefin coupling reactions: the use of a nitrogen trapping group. | 2008-10-15 |
|
| RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines. | 2008-10-01 |
|
| Sensitivity of nuclear-quadrupole double-resonance detection of half-integer spin nuclei. | 2008-10 |
|
| Use of chemometric methodology in optimizing conditions for competitive binding partial filling affinity capillary electrophoresis. | 2008-08 |
|
| 2,2-Dichloro-N-(4-methyl-phenyl-sulfonyl)acetamide. | 2008-07-16 |
|
| Molecular structure and conformations of para-methylbenzene sulfonamide and ortho-methylbenzene sulfonamide: gas electron diffraction and quantum chemical calculations study. | 2008-04-03 |
|
| Behaviour and biodegradation of sulfonamides (p-TSA, o-TSA, BSA) during drinking water treatment. | 2008-04 |
|
| Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO. | 2008-03-07 |
|
| Identification and significance of sulphonamides (p-TSA, o-TSA, BSA) in an urban water cycle (Berlin, Germany). | 2008-03 |
|
| [Dose-effect relationship of para-toluenesulfonamide for treatment of hepatocellular carcinoma in rats]. | 2008-02 |
|
| An efficient solvent-free synthesis of benzoxanthenes catalyzed by BSA or O-TSA. | 2008 |
|
| Tandem epoxide or aziridine ring opening by azide/copper catalyzed [3+2] cycloaddition: efficient synthesis of 1,2,3-triazolo beta-hydroxy or beta-tosylamino functionality motif. | 2007-12-07 |
|
| Dentin decontamination using chloramine T prior to experiments involving bacteria. | 2007-12 |
|
| Quantitative determination of three sulfonamides in environmental water samples using liquid chromatography coupled to electrospray tandem mass spectrometry. | 2007-07-20 |
|
| Reaction of p-toluenesulfonylamide and M(NMe2)4 (M = Ti, V): generation of electron-deficient imido complexes of early transition metals. | 2007-04-16 |
|
| Human pharmaceuticals, antioxidants, and plasticizers in wastewater treatment plant and water reclamation plant effluents. | 2007-02 |
|
| Mitochondrial permeability transition induced by novel pyridothiopyranopyrimidine derivatives: potential new antimitochondrial antitumour agents. | 2006-12-15 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| An evaluation of para toluene-sulfonamide metabolism and effect with regard to CYP isoforms, P-glycoprotein, and drug interactions. | 2006-10 |
|
| Hydroamination and hydroalkoxylation catalyzed by triflic acid. Parallels to reactions initiated with metal triflates. | 2006-09-14 |
|
| Photochromism, anomalous multi-banded fluorescence and laser properties of some amino- and tosyl-amino derivatives of oxadiazole. | 2006-09 |
|
| Lewis base catalyzed Mannich-type reactions between trimethylsilyl enol ethers and aldimines. | 2006-06-23 |
|
| Metabolism and effect of para-toluene-sulfonamide on rat liver microsomal cytochrome P450 from in vivo and in vitro studies. | 2006-05 |
|
| Employment of palladium pincer-complexes in phenylselenylation of organohalides. | 2005-11-11 |
|
| Platinum-based catalysts for the hydroamination of olefins with sulfonamides and weakly basic anilines. | 2005-09-14 |
|
| Efficient aziridination of olefins catalyzed by mixed-valent dirhodium(II,III) caprolactamate. | 2005-06-23 |
|
| Effects of a myosin-II inhibitor (N-benzyl-p-toluene sulphonamide, BTS) on contractile characteristics of intact fast-twitch mammalian muscle fibres. | 2005 |
|
| Development and validation of a gas chromatography/mass spectrometry procedure for confirmation of para-toluenesulfonamide in edible fish fillet tissue. | 2004-10-21 |
|
| A highly efficient, preorganized macrobicyclic receptor for halides based on CH... and NH...anion interactions. | 2004-10-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:05:41 GMT 2025
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on
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| Record UNII |
I8266RI90M
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| Record Status |
Validated (UNII)
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FDA ORPHAN DRUG |
553516
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PARENT -> METABOLITE |
| Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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