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

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
Simultaneous determination of reduced and oxidized glutathione in peripheral blood mononuclear cells by liquid chromatography-electrospray mass spectrometry.
2001 Jun 5
Cytotoxicity of Triorganophosphinegold(I) n-Mercaptobenzoates, n = 2, 3 and 4.
2002
Effect of taxol and okadaic acid on microtubule dynamics in thimerosal-arrested primary mouse oocytes: a confocal study.
2003 Sep
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
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
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
Field amplified sample injection-capillary electrophoresis-tandem mass spectrometry for the analysis of acrylamide in foodstuffs.
2007 Aug 3
Zinc ions cause the thimerosal-induced signal of fluorescent calcium probes in lymphocytes.
2009 Feb
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
14-(1,3-Benzodioxol-5-yl)-7,14-dihydro-dibenzo[a,j]acridine.
2010 Nov 6
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
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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
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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
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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
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EPA CompTox
DTXSID4049032
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CHEBI
59124
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RXCUI
91099
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ALTERNATIVE
FDA UNII
CIP6LXN5XW
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CHEBI
59127
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MERCK INDEX
m10783
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PRIMARY Merck Index
CAS
147-93-3
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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
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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