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 |
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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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Samarium(0) and 1,1'-dioctyl-4,4'-bipyridinium dibromide: a novel electron-transfer system for the chemoselective reduction of aromatic nitro groups. | 2001 Feb 9 |
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Performance of a proposed determinative method for p-TSA in rainbow trout fillet tissue and bridging the proposed method with a method for total chloramine-T residues in rainbow trout fillet tissue. | 2001 Sep-Oct |
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1,2-Silyl-migrative cyclization of vinylsilanes bearing an amino group. | 2003 Jan |
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Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH2 and NBS as nitrogen and bromine sources. | 2003 Mar 20 |
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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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Hydroamination and hydroalkoxylation catalyzed by triflic acid. Parallels to reactions initiated with metal triflates. | 2006 Sep 14 |
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Reaction of p-toluenesulfonylamide and M(NMe2)4 (M = Ti, V): generation of electron-deficient imido complexes of early transition metals. | 2007 Apr 16 |
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Human pharmaceuticals, antioxidants, and plasticizers in wastewater treatment plant and water reclamation plant effluents. | 2007 Feb |
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Quantitative determination of three sulfonamides in environmental water samples using liquid chromatography coupled to electrospray tandem mass spectrometry. | 2007 Jul 20 |
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2,2-Dichloro-N-(4-methyl-phenyl-sulfonyl)acetamide. | 2008 Jul 16 |
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Sensitivity of nuclear-quadrupole double-resonance detection of half-integer spin nuclei. | 2008 Oct |
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Green and efficient synthesis of sulfonamides catalyzed by nano-Ru/Fe(3)O(4). | 2009 Feb 11 |
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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 |
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N-(4-Chloro-pyridin-2-yl)-N-meth-oxy-methyl-4-methyl-benzene-sulfonamide. | 2010 Nov 27 |
Patents
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Classification Tree | Code System | Code | ||
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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