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)
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 |
|---|---|---|
| Bis(mu-N-[2-(eta[5]-cyclopentadienyl)-ethyl]-4-toluenesulfonamido-N,O:O')-bis[bis(trifluoromethanesulfonato-O)-titanium(II)]bis(dichloromethane) solvate. | 2001 Apr |
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| Improvement of the synthesis of diphenylmethyl 7beta-(o-hydroxy)benzylideneamino-3-hydroxymethyl-3-cephem-4-carboxylate. | 2001 Aug |
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| Biodegradation of p-toluenesulphonamide by a Pseudomonas sp. | 2001 Nov 13 |
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| 1,2-Silyl-migrative cyclization of vinylsilanes bearing an amino group. | 2003 Jan |
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| Effects of a myosin-II inhibitor (N-benzyl-p-toluene sulphonamide, BTS) on contractile characteristics of intact fast-twitch mammalian muscle fibres. | 2005 |
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| Efficient aziridination of olefins catalyzed by mixed-valent dirhodium(II,III) caprolactamate. | 2005 Jun 23 |
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| Employment of palladium pincer-complexes in phenylselenylation of organohalides. | 2005 Nov 11 |
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| Platinum-based catalysts for the hydroamination of olefins with sulfonamides and weakly basic anilines. | 2005 Sep 14 |
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| Lewis base catalyzed Mannich-type reactions between trimethylsilyl enol ethers and aldimines. | 2006 Jun 23 |
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| Metabolism and effect of para-toluene-sulfonamide on rat liver microsomal cytochrome P450 from in vivo and in vitro studies. | 2006 May |
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| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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| An evaluation of para toluene-sulfonamide metabolism and effect with regard to CYP isoforms, P-glycoprotein, and drug interactions. | 2006 Oct |
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| Photochromism, anomalous multi-banded fluorescence and laser properties of some amino- and tosyl-amino derivatives of oxadiazole. | 2006 Sep |
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| Dentin decontamination using chloramine T prior to experiments involving bacteria. | 2007 Dec |
|
| Use of chemometric methodology in optimizing conditions for competitive binding partial filling affinity capillary electrophoresis. | 2008 Aug |
|
| Identification and significance of sulphonamides (p-TSA, o-TSA, BSA) in an urban water cycle (Berlin, Germany). | 2008 Mar |
|
| Sensitivity of nuclear-quadrupole double-resonance detection of half-integer spin nuclei. | 2008 Oct |
|
| 2-Chloro-benzene-sulfonamide. | 2009 Aug 15 |
|
| Green and efficient synthesis of sulfonamides catalyzed by nano-Ru/Fe(3)O(4). | 2009 Feb 11 |
|
| [Therapeutic effect of para-toluenesulfonamide on transplanted hepatocarcinoma in nude mice]. | 2009 May |
|
| 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 Nov 6 |
|
| 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 Oct |
|
| 4-Chloro-N-(2,3-dichloro-phen-yl)benzene-sulfonamide. | 2010 Dec 24 |
|
| Intramolecular anodic olefin coupling reactions and the synthesis of cyclic amines. | 2010 Mar 3 |
|
| N-(4-Chloro-pyridin-2-yl)-N-meth-oxy-methyl-4-methyl-benzene-sulfonamide. | 2010 Nov 27 |
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FDA ORPHAN DRUG |
553516
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I8266RI90M
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70-55-3
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DTXSID8029105
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34435
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5203
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1672020
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6269
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200-741-1
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C025417
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9908
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C156702
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PARENT (METABOLITE)
SUBSTANCE RECORD
