U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H8O3S
Molecular Weight 172.203
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of P-TOLUENESULFONIC ACID

SMILES

Cc1ccc(cc1)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 172.203
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
Immobilization of glucose oxidase in polypyrrole/polytetrahydrofuran graft copolymers.
2002 Apr 8
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
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
Silver(I) oxide mediated highly selective monotosylation of symmetrical diols. Application to the synthesis of polysubstituted cyclic ethers.
2002 Jul 11
Modification of the swern oxidation: use of a recyclable, polystyrene bound sulfoxide.
2002 Jul 22
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
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
Novel Brønsted acidic ionic liquids and their use as dual solvent-catalysts.
2002 May 29
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
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
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
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
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
Reaction of imidazole with toluene-4-sulfonate salts of substituted phenyl N-methylpyridinium-4-carboxylate esters: special base catalysis by imidazole.
2003 Jun 7
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
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
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
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 Sat Jun 26 10:15:45 UTC 2021
Edited
by admin
on Sat Jun 26 10:15:45 UTC 2021
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
LISINOPRIL SPECIFIED IMPURITY B [EP]
Common Name English
PTS-100
Common Name English
TOLUENE SULFONIC ACID [INCI]
Common Name English
P-TOLUENESULFONIC ACID [MI]
Common Name English
ELTESOL TSX
Brand Name English
C-250
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
P-TOLUENESULFONIC ACID [EP]
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
SULTAMICILLIN IMPURITY B [EP]
Common Name English
ANASTROZOLE IMPURITY F [EP]
Common Name English
CYZAC-4040
Common Name English
TAYCATOX-300
Common Name English
TIZANIDINE HYDROCHLORIDE IMPURITY I [EP]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 79058
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
Code System Code Type Description
EPA CompTox
104-15-4
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
PUBCHEM
6101
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
ECHA (EC/EINECS)
203-180-0
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
FDA UNII
QGV5ZG5741
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
HSDB
2026
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
CAS
104-15-4
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
MERCK INDEX
M10962
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY Merck Index
DRUG BANK
DB03120
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
WIKIPEDIA
P-TOLUENESULFONIC ACID
Created by admin on Sat Jun 26 10:15:46 UTC 2021 , Edited by admin on Sat Jun 26 10:15:46 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP