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Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O2S
Molecular Weight 154.186
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOSALICYLIC ACID

SMILES

OC(=O)C1=C(S)C=CC=C1

InChI

InChIKey=NBOMNTLFRHMDEZ-UHFFFAOYSA-N
InChI=1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9)

HIDE SMILES / InChI
Thiosalicylic acid is an analgesic and anti-inflammatory agent. It is used (in form of sodium salt) to relieve symptoms of acute gout, painful musculoskeletal conditions, osteoarthritis and rheumatic fever. The drug exerts its action by inhibiting prostaglandin synthesis. Thiosalicylic acid usage is associated with the risk of contact dermatitis.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
REXOLATE

Approved Use

To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
Palliative
REXOLATE

Approved Use

To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
Palliative
REXOLATE

Approved Use

To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
Primary
REXOLATE

Approved Use

To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
PubMed

PubMed

TitleDatePubMed
Cytotoxicity of Triorganophosphinegold(I) n-Mercaptobenzoates, n = 2, 3 and 4.
2002
Preconcentration of lead with Amberlite XAD-2 and Amberlite XAD-7 based chelating resins for its determination by flame atomic absorption spectrometry.
2002 Mar 11
Lactic acid triggers, in vitro, thiomersal to degrade protein in the presence of PLGA microspheres.
2004 Apr 1
One-pot synthesis of benzo[e]1,4-oxathiepin-5-ones under solvent-free condition via self-promoted thiolysis of 1,2-epoxides.
2004 Dec 10
Development of a direct-binding chloramphenicol sensor based on thiol or sulfide mediated self-assembled antibody monolayers.
2004 Feb 15
A new positron emission tomography imaging agent for the serotonin transporter: synthesis, pharmacological characterization, and kinetic analysis of [11C]2-[2-(dimethylaminomethyl)phenylthio]-5-fluoromethylphenylamine ([11C]AFM).
2004 Jul
Using model complexes to augment and advance metalloproteinase inhibitor design.
2004 May 17
Determination of thiocyl in biological samples by liquid chromatography with ThioGlo 3 derivatization.
2004 Oct 5
Self-assembly of dialkyltin moieties and mercaptobenzoic acid into macrocyclic complexes with hydrophobic "pseudo-cage" or double-cavity structures: supramolecular infrastructures involving intermolecular C-H...S weak hydrogen bonds and pi-pi interactions.
2005 Dec 23
Quantitative description of the deactivation channels of the first excited singlet state of 2- and 4-thiosalicylic acids.
2005 Jul 28
Chelating sorbents based on silica gel and their application in atomic spectrometry.
2005 Mar
Determination of mercury complexation in coastal and estuarine waters using competitive ligand exchange method.
2005 Sep 1
Effect of ring substitution position on the structural conformation of mercaptobenzoic acid self-assembled monolayers on Au(111).
2006 Dec 19
Uncoupling of ATP-mediated calcium signaling and dysregulated interleukin-6 secretion in dendritic cells by nanomolar thimerosal.
2006 Jul
Analysis of acrylamide in food samples by capillary zone electrophoresis.
2006 Jul 7
Thimerosal induces apoptosis and G2/M phase arrest in human leukemia cells.
2006 Sep
Analysis of acrylamide in food products by in-line preconcentration capillary zone electrophoresis.
2006 Sep 29
Effect of subinhibitory concentration of some established and experimental antifungal compounds on the germ tube formation in Candida albicans.
2007
Competing ligand exchange-solid phase extraction method for the determination of the complexation of dissolved inorganic mercury (II) in natural waters.
2007 Aug 29
Field amplified sample injection-capillary electrophoresis-tandem mass spectrometry for the analysis of acrylamide in foodstuffs.
2007 Aug 3
Heterocycles [h]fused onto 4-oxoquinoline-3-carboxylic acid, part IV. Convenient synthesis of substituted hexahydro [1,4]thiazepino[2,3-h]quinoline-9-carboxylic acid and its tetrahydroquino[7,8-b]benzothiazepine homolog.
2007 Jul 27
Relationship between redox activity and chemical speciation of size-fractionated particulate matter.
2007 Jun 7
In vitro-refolding of a single-chain Fv fragment in the presence of heteroaromatic thiols.
2008 Apr 30
Natural products as an inspiration in the diversity-oriented synthesis of bioactive compound libraries.
2008 Aug
Determination of acrylamide during roasting of coffee.
2008 Aug 13
Development of a stable isotope dilution assay for the quantitation of glycidamide and its application to foods and model systems.
2008 Aug 13
Cleavage of focal adhesion kinase is an early marker and modulator of oxidative stress-induced apoptosis.
2008 Jan 10
Synthesis and biological evaluation of sulfur-containing cinnamate and salicylate derivatives.
2008 Mar
Removal of malodorous organic sulfides with molecular oxygen and visible light over metal phthalocyanine.
2008 Mar 21
Thimerosal and the relevance of patch-test reactions in children.
2008 Sep-Oct
Zinc ions cause the thimerosal-induced signal of fluorescent calcium probes in lymphocytes.
2009 Feb
[1,2-Bis(diphenyl-phosphino)ethane-κP,P'](2-carboxyl-atothio-phenolato-κO,S)nickel(II) methanol solvate.
2009 Jan 8
The Ras inhibitor farnesylthiosalicyclic acid (FTS) prevents nodule formation and development of preneoplastic foci of altered hepatocytes in rats.
2009 Jul
Expression of metallothionein mRNAs on mouse cerebellum microglia cells by thimerosal and its metabolites.
2009 Jun 30
Ultrasonic-assisted precolumn derivatization-HPLC determination of acrylamide formed in Radix Asparagi during heating process.
2009 May 1
Mercury exposure, nutritional deficiencies and metabolic disruptions may affect learning in children.
2009 Oct 27
Synthesis and characterization of thiosalicylic acid stabilized gold nanoparticles.
2009 Sep 15
2-[(2-Carboxy-phen-yl)sulfan-yl]acetic acid.
2009 Sep 5
Field-assisted synthesis of SERS-active silver nanoparticles using conducting polymers.
2010 Aug
Phase 1 first-in-human clinical study of S-trans,trans-farnesylthiosalicylic acid (salirasib) in patients with solid tumors.
2010 Jan
Responsiveness of human monocyte-derived dendritic cells to thimerosal and mercury derivatives.
2010 Jul
Intercalation of anionic organic ultraviolet ray absorbers into layered zinc hydroxide nitrate.
2010 Jul 1
Sensitization effect of thimerosal is mediated in vitro via reactive oxygen species and calcium signaling.
2010 Jul-Aug
Electrochemical scanning tunneling spectroscopy of redox-active molecules bound by Au-C bonds.
2010 Mar 3
Poly[(dimethyl-formamide)(μ(4)-2,2'-sulfanediyldibenzoato)nickel(II)].
2010 Mar 6
2-[(2-Carboxy-phen-yl)disulfan-yl]benzoic acid-4,4'-bipyridyl N,N'-dioxide (1/2).
2010 May 26
Ultraviolet treatment and biodegradation of dibenzothiophene: Identification and toxicity of products.
2010 Nov
14-(1,3-Benzodioxol-5-yl)-7,14-dihydro-dibenzo[a,j]acridine.
2010 Nov 6
Low molecular weight thiols reduce thimerosal neurotoxicity in vitro: modulation by proteins.
2010 Oct 29
Luteolin and thiosalicylate inhibit HgCl(2) and thimerosal-induced VEGF release from human mast cells.
2010 Oct-Dec
Patents

Sample Use Guides

Acute gout: initial dose is 100 mg every 3 to 4 hours for 2 days, then 100 mg daily. Painful musculoskeletal conditions: 50 to 100 mg daily or every other day. Osteoarthritis: 10 mg 3 times/week for several weeks then once a week, usually up to a total dosage of 2.5 g. Rheumatic fever: initial dose is 100 to 150 mg every 4 to 8 hours for 3 days, then 100 mg two times daily.
Route of Administration: Other
In Vitro Use Guide
Human platelets were incubated with thiosalicylic acid at 0.5 mM for 3 min in the presence of 1,2 and 1,3-glyceryl dinitrate. A concentration-dependent inhibition of platelet aggregation was observed.
Name Type Language
THIOSALICYLIC ACID
INCI   MI   WHO-DD  
INCI  
Official Name English
Thiosalicylic acid [WHO-DD]
Common Name English
O-SULFHYDRYLBENZOIC ACID
Systematic Name English
THIOSALICYLATE
Systematic Name English
2-MERCAPTOBENZOIC ACID
Systematic Name English
THIOSALICYLIC ACID [USP IMPURITY]
Common Name English
THIOSALICYLIC ACID [MI]
Common Name English
NSC-660640
Code English
THIOSALICYLIC ACID [INCI]
Common Name English
NSC-2184
Code English
2-THIOSALICYLIC ACID [HSDB]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 78903
Created by admin on Fri Dec 15 15:17:19 GMT 2023 , Edited by admin on Fri Dec 15 15:17:19 GMT 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
Code System Code Type Description
NSC
660640
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
PRIMARY
WIKIPEDIA
THIOSALICYLIC ACID
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
PRIMARY
MESH
C441201
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PRIMARY
NSC
2184
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
PRIMARY
PUBCHEM
5443
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
PRIMARY
RXCUI
322165
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID4049032
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PRIMARY
CHEBI
59124
Created by admin on Fri Dec 15 15:17:19 GMT 2023 , Edited by admin on Fri Dec 15 15:17:19 GMT 2023
PRIMARY
RXCUI
91099
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ALTERNATIVE
FDA UNII
CIP6LXN5XW
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PRIMARY
CHEBI
59127
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PRIMARY
MERCK INDEX
m10783
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PRIMARY Merck Index
CAS
147-93-3
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PRIMARY
HSDB
2739
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DRUG BANK
DB14026
Created by admin on Fri Dec 15 15:17:19 GMT 2023 , Edited by admin on Fri Dec 15 15:17:19 GMT 2023
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NCI_THESAURUS
C87327
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SMS_ID
100000183747
Created by admin on Fri Dec 15 15:17:20 GMT 2023 , Edited by admin on Fri Dec 15 15:17:20 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-704-3
Created by admin on Fri Dec 15 15:17:19 GMT 2023 , Edited by admin on Fri Dec 15 15:17:19 GMT 2023
PRIMARY