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

Details

Stereochemistry ACHIRAL
Molecular Formula C7H5O2S.Na
Molecular Weight 176.168
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM THIOSALICYLATE

SMILES

[Na+].[O-]C(=O)C1=C(S)C=CC=C1

InChI

InChIKey=HBAIZOJDXAXWHS-UHFFFAOYSA-M
InChI=1S/C7H6O2S.Na/c8-7(9)5-3-1-2-4-6(5)10;/h1-4,10H,(H,8,9);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C7H5O2S
Molecular Weight 153.178
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Using model complexes to augment and advance metalloproteinase inhibitor design.
2004 May 17
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
Determination of mercury complexation in coastal and estuarine waters using competitive ligand exchange method.
2005 Sep 1
Effect of subinhibitory concentration of some established and experimental antifungal compounds on the germ tube formation in Candida albicans.
2007
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
Synthesis and biological evaluation of sulfur-containing cinnamate and salicylate derivatives.
2008 Mar
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
Ultrasonic-assisted precolumn derivatization-HPLC determination of acrylamide formed in Radix Asparagi during heating process.
2009 May 1
Synthesis and characterization of thiosalicylic acid stabilized gold nanoparticles.
2009 Sep 15
Electrochemical scanning tunneling spectroscopy of redox-active molecules bound by Au-C bonds.
2010 Mar 3
2-[(2-Carboxy-phen-yl)disulfan-yl]benzoic acid-4,4'-bipyridyl N,N'-dioxide (1/2).
2010 May 26
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:19:20 GMT 2023
Edited
by admin
on Fri Dec 15 15:19:20 GMT 2023
Record UNII
C2D9ITW04B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SODIUM THIOSALICYLATE
MART.   VANDF   WHO-DD  
Systematic Name English
SODIUM 2-SULFANYLBENZOATE
Systematic Name English
SODIUM THIOSALICYLATE [MART.]
Common Name English
Sodium thiosalicylate [WHO-DD]
Common Name English
SODIUM THIOSALICYLATE [VANDF]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
Code System Code Type Description
DRUG CENTRAL
4856
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
EVMPD
SUB15331MIG
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
FDA UNII
C2D9ITW04B
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
NCI_THESAURUS
C87326
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
RXCUI
91100
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY RxNorm
SMS_ID
100000078126
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
CAS
134-23-6
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
PUBCHEM
23681689
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID90928380
Created by admin on Fri Dec 15 15:19:20 GMT 2023 , Edited by admin on Fri Dec 15 15:19:20 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY