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Details

Stereochemistry ACHIRAL
Molecular Formula C7H8O3S
Molecular Weight 172.202
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-Toluenesulfonic acid

SMILES

CC1=CC=C(C=C1)S(O)(=O)=O

InChI

InChIKey=JOXIMZWYDAKGHI-UHFFFAOYSA-N
InChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)

HIDE SMILES / InChI
Molecular Formula C7H8O3S
Molecular Weight 172.202
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

p-Toluenesulfonic acid (PTSA) is an organic compound with the formula CH3C6H4SO3H. An aromatic sulfonic acid, often used as a strong acid catalyst. p-Toluenesulfonic acid monohydrate has been used as a reducing agent for the reductive amination of ketones and aldehydes. In the presence of p-Toluenesulfonic acid monohydrate novel deazaflavin-cholestane hybrid compounds have been synthesized in a condensation reaction. 2-Phenylethyl alpha-glucoside has also been synthesized in the presence of p-Toluenesulfonic acid monohydrate. p-toluenesulfonic acid esters, are a common class of reagents used in the pharmaceutical industry as alkylating agents, catalysts, and in purification steps of the chemical synthesis of a drug substance.

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Intercalation behavior and tensile strength of DNA-lipid films for the dental application.
2004-11
Conjugation of amino-containing drugs to polysaccharides by tosylation: amphotericin B-arabinogalactan conjugates.
2004-07
Raman spectroscopy of benzenesulfonic and 4-toluenesulfonic acids dissolved in dimethylsulfoxide.
2004-06
Synthesis of the new, cubane-like W3S4Co cluster core. Completion of the homologous series [(eta5-Cp')3M3S4Co(CO)] (M = Cr, Mo, W).
2004-05-31
Application of ionic liquid halide nucleophilicity for the cleavage of ethers: a green protocol for the regeneration of phenols from ethers.
2004-05-14
Probing ionic association on metal oxide clusters by pulsed field gradient NMR spectroscopy: the example of Sn12-oxo clusters.
2004-04-02
Synthesis of 3alpha,7alpha,14alpha-trihydroxy-5beta-cholan-24-oic acid: a potential primary bile acid in vertebrates.
2004-03
Crystal and molecular structures of new enantiopure quinuclidines.
2004-03
Chiral synthesis of (2S,3S)-2-(2-morpholin-2-yl-2-phenylmethoxy)phenol.
2004-03
Cytotoxic activity of tropolones against human oral tumor cell lines.
2004-02-26
[Analysis of the anaerobic microbial community capable of degrading p-toluene sulphonate].
2004-02-11
Cyclodextrin complexation of a stilbene and the self-assembly of a simple molecular device.
2004-02-07
Solid-phase synthesis of a library of hydroxyproline derivatives.
2004-01-13
Synthesis and cytotoxicity of 9-(2-deoxy-2-alkyldithio-beta-D-arabinofuranosyl)purine nucleosides which are stable precursors to potential mechanistic probes of ribonucleotide reductases.
2004-01-07
Solid-state structure dependence of the molecular distortion and spectroscopic properties of the Cu(I) bis(2,9-dimethyl-1,10-phenanthroline) ion.
2003-12-29
Molecular recognition of alkylammonium contact ion-pairs using a ditopic receptor.
2003-12-12
Synthesis, structure, and screening of estrogenic and antiestrogenic activity of new 3,17-substituted-16,17-seco-estratriene derivatives.
2003-12
An additional regulator, TsaQ, is involved with TsaR in regulation of transport during the degradation of p-toluenesulfonate in Comamonas testosteroni T-2.
2003-11
Convenient preparation of L-arabino-hexos-5-ulose derivatives from lactose.
2003-10-31
A novel synthesis of acyclonucleosides via allylation of 3-[1-(phenylhydrazono)-L-threo-2,3,4-trihydroxybut-1-yl]quinoxalin-2(1H)one.
2003-10-31
Generating diverse skeletons of small molecules combinatorially.
2003-10-24
[Methanogenic sarcina from an anaerobic microbial community degrading p-toluene sulfonate].
2003-10-07
Ruthenium complexes with chiral tetradentate imino-sulfoxide ligands.
2003-09-22
A sequential Pummerer-Diels-Alder route for the generation and trapping of furo[3,4-c]pyridines: synthesis of heterocyclic analogues of 1-arylnaphthalene lignans.
2003-09-05
Thiyl radical reaction with thymine: absolute rate constant for hydrogen abstraction and comparison to benzylic C-H bonds.
2003-09
Novel oxidative alpha-tosyloxylation of alcohols with iodosylbenzene and p-toluenesulfonic acid and its synthetic use for direct preparation of heteroaromatics.
2003-08-08
Total synthesis of (+/-)-kainic Acid with an aza-[2,3]-Wittig sigmatropic rearrangement as the key stereochemical determining step.
2003-08-08
Oxidative addition of aryl tosylates to palladium(0) and coupling of unactivated aryl tosylates at room temperature.
2003-07-23
Reaction of imidazole with toluene-4-sulfonate salts of substituted phenyl N-methylpyridinium-4-carboxylate esters: special base catalysis by imidazole.
2003-06-07
Chirality control in 2,2'-biphosphole ligand leading to enantiopure Pd complex.
2003-05-21
A study on the conversion of indanones into carbostyrils.
2003-05-15
Antibacterial characteristics of newly developed amphiphilic lipids and DNA-lipid complexes against bacteria.
2003-05-01
Phasing power at the K absorption edge of organic arsenic.
2003-05
Effects of suplatast tosilate on allergic eosinophilic airway inflammation in patients with mild asthma.
2003-05
Improved synthesis of pure [18F]fluoro-compounds for PET studies from bromo-compounds.
2003-05
[New photosensitizers of bacteriochlorin series for photodynamic cancer therapy].
2003-04-24
Deoxygenation of carbohydrates by thiol-catalysed radical-chain redox rearrangement of the derived benzylidene acetals.
2003-04-21
A complete family of isostructural cluster compounds with cubane-like M(3)S(4)M' cores (M = Mo, W; M' = Ni, Pd, Pt): comparative crystallography and electrochemistry.
2003-02-24
Total synthesis of (-)-pironetin.
2003-02-06
Suppression of the Th2 pathway by suplatast tosilate in patients with perennial nasal allergies.
2003-01-07
Antineoplastic agents 500. Narcistatin.
2003-01
Synthesis and anticonvulsant activity of some new dioxolane derivatives.
2003
Bimetallic carbonyl thiolates as functional models for Fe-only hydrogenases.
2002-12-16
Application of micellar electrokinetic chromatography to the determination of sultamicillin in oral pharmaceutical preparations.
2002-12-06
Suplatast tosilate inhibits thymus- and activation-regulated chemokine production by antigen-specific human Th2 cells.
2002-12
[Unexpected formation of an estrone derivative from androsta-1,4-diene-3,17-dione].
2002-12
Synthesis and antiviral activity of novel exomethylene cyclopropyl pyrimidine nucleosides.
2002-12
Synthesis and evaluation of no-carrier-added 8-cyclopentyl-3-(3-[(18)F]fluoropropyl)-1-propylxanthine ([(18)F]CPFPX): a potent and selective A(1)-adenosine receptor antagonist for in vivo imaging.
2002-11-07
A fully automated one pot synthesis of 9-(4-[18F]fluoro-3-hydroxymethylbutyl) guanine for gene therapy studies.
2002-11
Importance of the nature of anions in lysozyme crystallisation correlated with protein net charge variation.
2002-10
Patents

Patents

03932463
70
03932472
89
03932479
113
03933870
33
03936495
3
03944581
3
03948946
4
03950350
3
03950406
119
03953614
3
03954834
3
03954865
4
03956367
4
03957811
3
03959263
3
03959298
3
03962224
5
03966773
135
03970686
5
03971809
3
03978045
3
03978097
6
03979430
3
03979519
3
03981868
6
03987079
3
03987105
4
03987158
13
03989685
8
03991053
3
03992394
3
03994939
5
04006179
10
04007210
5
04011245
3
04091110
3
04123538
3
04256891
3
04780511
5
04831025
3
04945098
3
05037903
6
05045632
6
05225110
3
05350660
3
05691298
3
05728671
4
05834412
4
05968893
3
06388004
3
06958205
5
07026523
3
07429609
3
07651639
4
07825264
3
JP2000007619A
3
JP2001234100A
3
JP2001234101A
3
JP2004149575A
3
JP2005097449A
3
JP2005213146A
3
JP2006502987A
10
JP2006518760A
6
JP2009084241A
3
JP4831914B2
3
JP5305421B2
3
JPH01261359A
5
JPH0195132A
3
JPH04112898A
3
JPH04227669A
3
JPH04337316A
3
JPH04346975A
3
JPH05320188A
3
JPH06321899A
3
JPH07101952A
3
JPH07145070A
3
JPH07187942A
3
JPH08239622A
3
JPH08269076A
3
JPH083170A
3
JPH0885729A
3
JPH09136865A
3
JPH0971550A
3
JPH11286487A
3
JPS5687579A
3
JPS5798203A
3
JPS5951985A
3
JPS60130672A
5
JPS62121097A
3
JPS6239592A
3
JPS6287533A
3
JPS63117052A
3
JPS6348282A
3
US20070281990
3
US2828333
3
US3907875
3
US5527892
3
WO2010150144A2
3

Sample Use Guides

In Vivo Use Guide
Rat: Acute toxicity at 2570 mg/kg
Route of Administration: Oral
In Vitro Use Guide
p-Toluenesulfonic acid (PTSA) was added into the preheated SPO at different dosages (0.25-10% wt/wt) in presence of methanol to convert the FFA to FAME.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:07:52 GMT 2025
Edited
by admin
on Mon Mar 31 18:07:52 GMT 2025
Record UNII
QGV5ZG5741
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOLUENE SULFONIC ACID
INCI  
INCI  
Preferred Name English
4-Toluenesulfonic acid
Systematic Name English
BENZENESULFONIC ACID, 4-METHYL-
Common Name English
PTS-100
Common Name English
TIZANIDINE HYDROCHLORIDE IMPURITY I [EP IMPURITY]
Common Name English
P-TOLUENESULFONIC ACID [MI]
Common Name English
ANASTROZOLE IMPURITY F [EP IMPURITY]
Common Name English
ELTESOL TSX
Brand Name English
C-250
Common Name English
SULTAMICILLIN IMPURITY B [EP IMPURITY]
Common Name English
NSC-2167
Code English
4-METHYLBENZENESULFONIC ACID
Systematic Name English
NACURE-1040
Common Name English
TOLUENESULFONIC ACID
Systematic Name English
ACTIVATOR-100T3
Common Name English
NSC-167068
Code English
KC-1040
Common Name English
p-Toluenesulfonic acid
MI  
Common Name English
TSA-95
Common Name English
AD-3302W
Common Name English
TOLUENE-4-SULPHONIC ACID
Systematic Name English
DRYER-900
Common Name English
METHYLBENZENESULFONIC ACID
Systematic Name English
TOSIC ACID
Common Name English
CYZAC-4040
Common Name English
TAYCATOX-300
Common Name English
LISINOPRIL IMPURITY B [EP IMPURITY]
Common Name English
P-TOLUENESULFONIC ACID [EP IMPURITY]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 79058
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID0026701
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
PUBCHEM
6101
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
CHEBI
27849
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-180-0
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
FDA UNII
QGV5ZG5741
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
HSDB
2026
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
CAS
104-15-4
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
MERCK INDEX
m10962
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY Merck Index
DRUG BANK
DB03120
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
WIKIPEDIA
P-TOLUENESULFONIC ACID
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
SMS_ID
100000184188
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
NSC
2167
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
NSC
167068
Created by admin on Mon Mar 31 18:07:52 GMT 2025 , Edited by admin on Mon Mar 31 18:07:52 GMT 2025
PRIMARY
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CHROMATOGRAPHIC PURITY (HPLC/UV)
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NIH
NCATS
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