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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
Anion effects on the recognition of ion pairs by calix[4]arene-based heteroditopic receptors.
2002 Aug 23
Tandem Pummerer/Mannich cyclization cascade of alpha-sulfinylamides as a method to prepare aza-heterocycles.
2002 Aug 23
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
Role of spin trapping and P2Y receptor antagonism in the neuroprotective effects of 2,2'-pyridylisatogen tosylate and related compounds.
2002 May 24
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
Sonolysis of surfactants in aqueous solutions: an accumulation of solute in the interfacial region of the cavitation bubbles.
2002 Sep
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
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
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 Sat Dec 16 01:46:53 GMT 2023
Edited
by admin
on Sat Dec 16 01:46:53 GMT 2023
Record UNII
3BTO78GAFF
Record Status Validated (UNII)
Record Version
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Name Type Language
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
BENZENESULFONIC ACID, 4-METHYL-, MONOHYDRATE
Common Name English
P-TOLUENESULFONIC ACID MONOHYDRATE [MI]
Common Name English
Code System Code Type Description
CAS
6192-52-5
Created by admin on Sat Dec 16 01:46:53 GMT 2023 , Edited by admin on Sat Dec 16 01:46:53 GMT 2023
PRIMARY
FDA UNII
3BTO78GAFF
Created by admin on Sat Dec 16 01:46:53 GMT 2023 , Edited by admin on Sat Dec 16 01:46:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID5044316
Created by admin on Sat Dec 16 01:46:53 GMT 2023 , Edited by admin on Sat Dec 16 01:46:53 GMT 2023
PRIMARY
MERCK INDEX
m10962
Created by admin on Sat Dec 16 01:46:53 GMT 2023 , Edited by admin on Sat Dec 16 01:46:53 GMT 2023
PRIMARY Merck Index
PUBCHEM
521998
Created by admin on Sat Dec 16 01:46:53 GMT 2023 , Edited by admin on Sat Dec 16 01:46:53 GMT 2023
PRIMARY
MESH
C029501
Created by admin on Sat Dec 16 01:46:53 GMT 2023 , Edited by admin on Sat Dec 16 01:46:53 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE