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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
Structure of P-TOLUENESULFONAMIDE

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)

HIDE SMILES / InChI
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

PubMed

TitleDatePubMed
Improvement of the synthesis of diphenylmethyl 7beta-(o-hydroxy)benzylideneamino-3-hydroxymethyl-3-cephem-4-carboxylate.
2001 Aug
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
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
1,2-Silyl-migrative cyclization of vinylsilanes bearing an amino group.
2003 Jan
Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH2 and NBS as nitrogen and bromine sources.
2003 Mar 20
Metabolism and effect of para-toluene-sulfonamide on rat liver microsomal cytochrome P450 from in vivo and in vitro studies.
2006 May
Hydroamination and hydroalkoxylation catalyzed by triflic acid. Parallels to reactions initiated with metal triflates.
2006 Sep 14
Reaction of p-toluenesulfonylamide and M(NMe2)4 (M = Ti, V): generation of electron-deficient imido complexes of early transition metals.
2007 Apr 16
Human pharmaceuticals, antioxidants, and plasticizers in wastewater treatment plant and water reclamation plant effluents.
2007 Feb
Quantitative determination of three sulfonamides in environmental water samples using liquid chromatography coupled to electrospray tandem mass spectrometry.
2007 Jul 20
2,2-Dichloro-N-(4-methyl-phenyl-sulfonyl)acetamide.
2008 Jul 16
Sensitivity of nuclear-quadrupole double-resonance detection of half-integer spin nuclei.
2008 Oct
Green and efficient synthesis of sulfonamides catalyzed by nano-Ru/Fe(3)O(4).
2009 Feb 11
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
N-(4-Chloro-pyridin-2-yl)-N-meth-oxy-methyl-4-methyl-benzene-sulfonamide.
2010 Nov 27
Patents
Name Type Language
P-TOLUENESULFONAMIDE
HSDB   USP-RS  
Common Name English
4-TOLUENESULFONAMIDE
Systematic Name English
GLICLAZIDE IMPURITY A [EP IMPURITY]
Common Name English
P-TOLUENESULFONAMIDE [HSDB]
Common Name English
P-TOLUENESULFONAMIDE [USP-RS]
Common Name English
P-TOSYLAMIDE
Common Name English
4-METHYLBENZENESULFONAMIDE
Systematic Name English
P-TOLUENESULFONYLAMIDE
Common Name English
P-METHYLBENZENESULFONAMIDE
Common Name English
BENZENESULFONAMIDE, 4-METHYL-
Systematic Name English
TOLUENESULFONAMIDE, P-
Common Name English
PARA-TOLUENESULFONAMIDE
Common Name English
TOLUENE-4-SULPHONAMIDE
Systematic Name English
NSC-9908
Code English
TOLBUTAMIDE IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 553516
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
Code System Code Type Description
FDA UNII
I8266RI90M
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
CAS
70-55-3
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID8029105
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
CHEBI
34435
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
HSDB
5203
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
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RS_ITEM_NUM
1672020
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
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PUBCHEM
6269
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-741-1
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
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MESH
C025417
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
NSC
9908
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
PRIMARY
NCI_THESAURUS
C156702
Created by admin on Fri Dec 15 15:41:33 GMT 2023 , Edited by admin on Fri Dec 15 15:41:33 GMT 2023
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