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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

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

PubMed

TitleDatePubMed
Bis(mu-N-[2-(eta[5]-cyclopentadienyl)-ethyl]-4-toluenesulfonamido-N,O:O')-bis[bis(trifluoromethanesulfonato-O)-titanium(II)]bis(dichloromethane) solvate.
2001 Apr
1,2-Silyl-migrative cyclization of vinylsilanes bearing an amino group.
2003 Jan
Mitochondrial permeability transition induced by novel pyridothiopyranopyrimidine derivatives: potential new antimitochondrial antitumour agents.
2006 Dec 15
Metabolism and effect of para-toluene-sulfonamide on rat liver microsomal cytochrome P450 from in vivo and in vitro studies.
2006 May
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Photochromism, anomalous multi-banded fluorescence and laser properties of some amino- and tosyl-amino derivatives of oxadiazole.
2006 Sep
An efficient solvent-free synthesis of benzoxanthenes catalyzed by BSA or O-TSA.
2008
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
2-Chloro-benzene-sulfonamide.
2009 Aug 15
2-[(N-Benzyl-4-methyl-benzene-sul-fon-amido)meth-yl]pyridinium nitrate.
2009 Oct 23
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 Aug 20
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
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:41 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:41 GMT 2025
Record UNII
I8266RI90M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
P-TOLUENESULFONAMIDE
HSDB   USP-RS  
Common Name English
NSC-9908
Preferred 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
TOLBUTAMIDE IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 553516
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
Code System Code Type Description
FDA UNII
I8266RI90M
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
CAS
70-55-3
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
EPA CompTox
DTXSID8029105
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
CHEBI
34435
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
HSDB
5203
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
RS_ITEM_NUM
1672020
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
PUBCHEM
6269
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-741-1
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
MESH
C025417
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
NSC
9908
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
NCI_THESAURUS
C156702
Created by admin on Mon Mar 31 18:05:41 GMT 2025 , Edited by admin on Mon Mar 31 18:05:41 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY