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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
Preparation of and tissue response to DNA-lipid films.
2001 Aug
Total synthesis of (+)-ampullicin and (+)-isoampullicin: two fungal metabolites with growth regulatory activity isolated from Ampulliferina sp. 27.
2001 Dec 14
Modification of eosinophil function by suplatast tosilate (IPD), a novel anti-allergic drug.
2001 Nov
Diaquabis(propane-1,2-diamine-N,N')nickel(II) bis(p-toluenesulfonate).
2001 Nov
Biodegradation of p-toluenesulphonamide by a Pseudomonas sp.
2001 Nov 13
Preparation, structure, and reactivity of Ge-containing heterometallic cube derivatives of [M(3)E(4)(H2O)(9)](4+) (M = Mo, W; E = S, Se).
2001 Nov 19
S-adenosyl-L-methionine N-ole-1-oyltaurate: pharmacokinetic of the orally administered salt in rats.
2001 Nov 6
Preparation and substitution chemistry of [Bu4N]2[W6Cl8(p-OSO2C6H4CH3)6]. A useful precursor for pseudohalide, acetate, and organometallic complexes containing the [W6Cl8](4+) core.
2001 Sep 24
Microwave induced synthesis of ribonucleosides on solid support.
2002
Stability study and determination of benzene- and naphthalenesulfonates following an on-line solid-phase extraction method using the new programmable field extraction system.
2002 Apr
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
Microwave-assisted preparation of cyclic ketals from a cineole ketone as potential cosmetic ingredients: solvent-free synthesis, odour evaluation, in vitro cytotoxicity and antimicrobial assays.
2002 Jan 1
A comparative study of intermolecular interactions in the crystal structures of phenyl/phenyl end-capped oligoanilines.
2002 Jul
Modification of the swern oxidation: use of a recyclable, polystyrene bound sulfoxide.
2002 Jul 22
Metal ion-dependent molecular inclusion chemistry: inclusion of aromatic anions by coordinated 1,4,7,10-tetrakis((S)-2-hydroxy-3-phenoxypropyl)-1,4,7,10-tetraazacyclododecane.
2002 Mar 11
Syntheses, derivatives, solubility, and interfacial properties of 2-methyl-2-polyfluoroalkenyloxymethyl-1,3-propanediols: potential building blocks for syntheses of amphiphatic macromolecules.
2002 Mar 8
Influence of particles on sonochemical reactions in aqueous solutions.
2002 May
Electrochemical solid-phase microextraction of anions and cations using polypyrrole coatings and an integrated three-electrode device.
2002 May
Synthesis and evaluation of 4-bromo-1-(3-[18F]fluoropropyl)-2-nitroimidazole with a low energy LUMO orbital designed as brain hypoxia-targeting imaging agent.
2002 May
Role of spin trapping and P2Y receptor antagonism in the neuroprotective effects of 2,2'-pyridylisatogen tosylate and related compounds.
2002 May 24
Acid-catalyzed formation of hexahomooxacalix[3]arenes.
2002 May 3
A fully automated one pot synthesis of 9-(4-[18F]fluoro-3-hydroxymethylbutyl) guanine for gene therapy studies.
2002 Nov
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
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
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
Oxidative addition of aryl tosylates to palladium(0) and coupling of unactivated aryl tosylates at room temperature.
2003 Jul 23
[New photosensitizers of bacteriochlorin series for photodynamic cancer therapy].
2003 Mar-Apr
Effects of suplatast tosilate on allergic eosinophilic airway inflammation in patients with mild asthma.
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
[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
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
Raman spectroscopy of benzenesulfonic and 4-toluenesulfonic acids dissolved in dimethylsulfoxide.
2004 Jun
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
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 Thu Jul 06 08:03:43 UTC 2023
Edited
by admin
on Thu Jul 06 08:03:43 UTC 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 Thu Jul 06 08:03:43 UTC 2023 , Edited by admin on Thu Jul 06 08:03:43 UTC 2023
PRIMARY
FDA UNII
3BTO78GAFF
Created by admin on Thu Jul 06 08:03:43 UTC 2023 , Edited by admin on Thu Jul 06 08:03:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID5044316
Created by admin on Thu Jul 06 08:03:43 UTC 2023 , Edited by admin on Thu Jul 06 08:03:43 UTC 2023
PRIMARY
MERCK INDEX
M10962
Created by admin on Thu Jul 06 08:03:43 UTC 2023 , Edited by admin on Thu Jul 06 08:03:43 UTC 2023
PRIMARY Merck Index
PUBCHEM
521998
Created by admin on Thu Jul 06 08:03:43 UTC 2023 , Edited by admin on Thu Jul 06 08:03:43 UTC 2023
PRIMARY
MESH
C029501
Created by admin on Thu Jul 06 08:03:43 UTC 2023 , Edited by admin on Thu Jul 06 08:03:43 UTC 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE