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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 P-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

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
Microwave induced synthesis of ribonucleosides on solid support.
2002
Immobilization of glucose oxidase in polypyrrole/polytetrahydrofuran graft copolymers.
2002 Apr 8
Exclusive and complete introduction of amino groups and their N-sulfo and N-carboxymethyl groups into the 6-position of cellulose without the use of protecting groups.
2002 Aug 16
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
A comparative study of intermolecular interactions in the crystal structures of phenyl/phenyl end-capped oligoanilines.
2002 Jul
Silver(I) oxide mediated highly selective monotosylation of symmetrical diols. Application to the synthesis of polysubstituted cyclic ethers.
2002 Jul 11
Tetra-N-confused cyclohexapyrrole: the unusual product formed by condensation of 3,3'-dipyrromethane with tripyrrin-aldehyde.
2002 Jul 12
Modification of the swern oxidation: use of a recyclable, polystyrene bound sulfoxide.
2002 Jul 22
Acid catalyzed transesterification as a route to poly(3-hydroxybutyrate-co-epsilon-caprolactone) copolymers from their homopolymers.
2002 Jul-Aug
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
Role of spin trapping and P2Y receptor antagonism in the neuroprotective effects of 2,2'-pyridylisatogen tosylate and related compounds.
2002 May 24
Novel Brønsted acidic ionic liquids and their use as dual solvent-catalysts.
2002 May 29
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
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
Effects of suplatast tosilate on cytokine profile of bronchoalveolar cells in allergic inflammation of the lung.
2002 Sep
Synthesis and anticonvulsant activity of some new dioxolane derivatives.
2003
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
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
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
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
Crystal and molecular structures of new enantiopure quinuclidines.
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 Wed Jul 05 23:14:33 UTC 2023
Edited
by admin
on Wed Jul 05 23:14:33 UTC 2023
Record UNII
QGV5ZG5741
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
P-TOLUENESULFONIC ACID
MI  
Common Name English
BENZENESULFONIC ACID, 4-METHYL-
Common Name English
TOLUENE SULFONIC ACID
INCI  
INCI  
Official Name English
PTS-100
Common Name English
TIZANIDINE HYDROCHLORIDE IMPURITY I [EP IMPURITY]
Common Name English
TOLUENE SULFONIC ACID [INCI]
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
4-TOLUENESULFONIC ACID
Systematic Name English
NSC-167068
Code English
KC-1040
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 Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID0026701
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
PUBCHEM
6101
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
CHEBI
27849
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
ECHA (EC/EINECS)
203-180-0
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
FDA UNII
QGV5ZG5741
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
HSDB
2026
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
CAS
104-15-4
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
MERCK INDEX
M10962
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB03120
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
WIKIPEDIA
P-TOLUENESULFONIC ACID
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
SMS_ID
100000184188
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
NSC
2167
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
NSC
167068
Created by admin on Wed Jul 05 23:14:33 UTC 2023 , Edited by admin on Wed Jul 05 23:14:33 UTC 2023
PRIMARY
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PARENT -> CONSTITUENT ALWAYS PRESENT
SOLVATE->ANHYDROUS
SALT/SOLVATE -> PARENT
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PARENT -> IMPURITY
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PARENT -> IMPURITY
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP