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Details

Stereochemistry ACHIRAL
Molecular Formula C7H8O3S.H2O
Molecular Weight 190.217
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of P-TOLUENESULFONIC ACID MONOHYDRATE

SMILES

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

InChI

InChIKey=KJIFKLIQANRMOU-UHFFFAOYSA-N
InChI=1S/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H2

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

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Suplatast tosilate inhibits thymus- and activation-regulated chemokine production by antigen-specific human Th2 cells.
2002 Dec
[Unexpected formation of an estrone derivative from androsta-1,4-diene-3,17-dione].
2002 Dec
Synthesis and antiviral activity of novel exomethylene cyclopropyl pyrimidine nucleosides.
2002 Dec
Bimetallic carbonyl thiolates as functional models for Fe-only hydrogenases.
2002 Dec 16
Application of micellar electrokinetic chromatography to the determination of sultamicillin in oral pharmaceutical preparations.
2002 Dec 6
A fully automated one pot synthesis of 9-(4-[18F]fluoro-3-hydroxymethylbutyl) guanine for gene therapy studies.
2002 Nov
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 Nov 7
Suppression of the Th2 pathway by suplatast tosilate in patients with perennial nasal allergies.
2002 Nov-Dec
Importance of the nature of anions in lysozyme crystallisation correlated with protein net charge variation.
2002 Oct
Synthesis and anticonvulsant activity of some new dioxolane derivatives.
2003
Deoxygenation of carbohydrates by thiol-catalysed radical-chain redox rearrangement of the derived benzylidene acetals.
2003 Apr 21
Novel oxidative alpha-tosyloxylation of alcohols with iodosylbenzene and p-toluenesulfonic acid and its synthetic use for direct preparation of heteroaromatics.
2003 Aug 8
Total synthesis of (+/-)-kainic Acid with an aza-[2,3]-Wittig sigmatropic rearrangement as the key stereochemical determining step.
2003 Aug 8
Synthesis, structure, and screening of estrogenic and antiestrogenic activity of new 3,17-substituted-16,17-seco-estratriene derivatives.
2003 Dec
Molecular recognition of alkylammonium contact ion-pairs using a ditopic receptor.
2003 Dec 12
Solid-state structure dependence of the molecular distortion and spectroscopic properties of the Cu(I) bis(2,9-dimethyl-1,10-phenanthroline) ion.
2003 Dec 29
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 Feb 24
Total synthesis of (-)-pironetin.
2003 Feb 6
Antineoplastic agents 500. Narcistatin.
2003 Jan
Oxidative addition of aryl tosylates to palladium(0) and coupling of unactivated aryl tosylates at room temperature.
2003 Jul 23
[Methanogenic sarcina from an anaerobic microbial community degrading p-toluene sulfonate].
2003 Jul-Aug
Reaction of imidazole with toluene-4-sulfonate salts of substituted phenyl N-methylpyridinium-4-carboxylate esters: special base catalysis by imidazole.
2003 Jun 7
[New photosensitizers of bacteriochlorin series for photodynamic cancer therapy].
2003 Mar-Apr
Phasing power at the K absorption edge of organic arsenic.
2003 May
Effects of suplatast tosilate on allergic eosinophilic airway inflammation in patients with mild asthma.
2003 May
Improved synthesis of pure [18F]fluoro-compounds for PET studies from bromo-compounds.
2003 May
Antibacterial characteristics of newly developed amphiphilic lipids and DNA-lipid complexes against bacteria.
2003 May 1
A study on the conversion of indanones into carbostyrils.
2003 May 15
Chirality control in 2,2'-biphosphole ligand leading to enantiopure Pd complex.
2003 May 21
An additional regulator, TsaQ, is involved with TsaR in regulation of transport during the degradation of p-toluenesulfonate in Comamonas testosteroni T-2.
2003 Nov
Cytotoxic activity of tropolones against human oral tumor cell lines.
2003 Nov-Dec
[Analysis of the anaerobic microbial community capable of degrading p-toluene sulphonate].
2003 Nov-Dec
Generating diverse skeletons of small molecules combinatorially.
2003 Oct 24
Convenient preparation of L-arabino-hexos-5-ulose derivatives from lactose.
2003 Oct 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 Oct 31
Thiyl radical reaction with thymine: absolute rate constant for hydrogen abstraction and comparison to benzylic C-H bonds.
2003 Sep
Ruthenium complexes with chiral tetradentate imino-sulfoxide ligands.
2003 Sep 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 Sep 5
Probing ionic association on metal oxide clusters by pulsed field gradient NMR spectroscopy: the example of Sn12-oxo clusters.
2004 Apr 2
Cyclodextrin complexation of a stilbene and the self-assembly of a simple molecular device.
2004 Feb 7
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 Jan 7
Solid-phase synthesis of a library of hydroxyproline derivatives.
2004 Jan-Feb
Conjugation of amino-containing drugs to polysaccharides by tosylation: amphotericin B-arabinogalactan conjugates.
2004 Jul
Raman spectroscopy of benzenesulfonic and 4-toluenesulfonic acids dissolved in dimethylsulfoxide.
2004 Jun
Synthesis of 3alpha,7alpha,14alpha-trihydroxy-5beta-cholan-24-oic acid: a potential primary bile acid in vertebrates.
2004 Mar
Crystal and molecular structures of new enantiopure quinuclidines.
2004 Mar
Chiral synthesis of (2S,3S)-2-(2-morpholin-2-yl-2-phenylmethoxy)phenol.
2004 Mar
Application of ionic liquid halide nucleophilicity for the cleavage of ethers: a green protocol for the regeneration of phenols from ethers.
2004 May 14
Synthesis of the new, cubane-like W3S4Co cluster core. Completion of the homologous series [(eta5-Cp')3M3S4Co(CO)] (M = Cr, Mo, W).
2004 May 31
Intercalation behavior and tensile strength of DNA-lipid films for the dental application.
2004 Nov
Patents

Sample Use Guides

Rat: Acute toxicity at 2570 mg/kg
Route of Administration: Oral
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 21:00:13 GMT 2025
Edited
by admin
on Mon Mar 31 21:00:13 GMT 2025
Record UNII
3BTO78GAFF
Record Status Validated (UNII)
Record Version
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Name Type Language
BENZENESULFONIC ACID, 4-METHYL-, MONOHYDRATE
Preferred Name English
P-TOLUENESULFONIC ACID MONOHYDRATE
MI  
Common Name English
4-METHYLBENZENESULFONIC ACID MONOHYDRATE
Systematic Name English
4-METHYLBENZENESULFONIC ACID HYDRATE
Systematic Name English
4-TOLUENESULFONIC ACID MONOHYDRATE
Systematic Name English
TOLUENESULFONIC ACID MONOHYDRATE
Systematic Name English
P-TOLUENESULFONIC ACID MONOHYDRATE [MI]
Common Name English
Code System Code Type Description
SMS_ID
300000055723
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY
CAS
6192-52-5
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY
FDA UNII
3BTO78GAFF
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY
EPA CompTox
DTXSID5044316
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY
MERCK INDEX
m10962
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY Merck Index
PUBCHEM
521998
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY
MESH
C029501
Created by admin on Mon Mar 31 21:00:13 GMT 2025 , Edited by admin on Mon Mar 31 21:00:13 GMT 2025
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE