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
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
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
Targets
Primary Target | Pharmacology | Condition | Potency |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | REXOLATE Approved UseTo relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever. |
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Palliative | REXOLATE Approved UseTo relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever. |
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Palliative | REXOLATE Approved UseTo relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever. |
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Primary | REXOLATE Approved UseTo relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever. |
PubMed
Title | Date | PubMed |
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Reactions of 2-mercaptobenzoic acid with divalent alkaline earth metal ions: synthesis, spectral studies, and single-crystal X-ray structures of calcium, strontium, and barium complexes of 2,2'-dithiobis(benzoic acid). | 2001 Dec 31 |
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Simultaneous determination of reduced and oxidized glutathione in peripheral blood mononuclear cells by liquid chromatography-electrospray mass spectrometry. | 2001 Jun 5 |
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Cytotoxicity of Triorganophosphinegold(I) n-Mercaptobenzoates, n = 2, 3 and 4. | 2002 |
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Superoxide dismutase activity and electrochemical study of the binuclear [Cu(TSA)2py]2 complex. | 2002 |
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Biochemical and molecular basis of thimerosal-induced apoptosis in T cells: a major role of mitochondrial pathway. | 2002 Aug |
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Antimycobacterial and antifungal isosters of salicylamides. | 2003 Aug |
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The thiol reagent, thimerosal, irreversibly inhibits meiosis reinitiation in mouse oocyte when applied during a very early and narrow temporal window: a pharmacological analysis. | 2003 Aug |
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Increase in peripheral benzodiazepine receptors and loss of glutamate NMDA receptors in a mouse model of closed head injury: a quantitative autoradiographic study. | 2003 Dec |
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A new LC/MS-method for the quantitation of acrylamide based on a stable isotope dilution assay and derivatization with 2-mercaptobenzoic acid. Comparison with two GC/MS methods. | 2003 Dec 31 |
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Zn(II)-catalyzed thiolysis of oxiranes in water under neutral conditions. | 2003 Oct 17 |
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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 |
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Development of a direct-binding chloramphenicol sensor based on thiol or sulfide mediated self-assembled antibody monolayers. | 2004 Feb 15 |
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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 |
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Determination of thiocyl in biological samples by liquid chromatography with ThioGlo 3 derivatization. | 2004 Oct 5 |
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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 |
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Quantitative description of the deactivation channels of the first excited singlet state of 2- and 4-thiosalicylic acids. | 2005 Jul 28 |
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Determination of mercury complexation in coastal and estuarine waters using competitive ligand exchange method. | 2005 Sep 1 |
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Analysis of acrylamide in food samples by capillary zone electrophoresis. | 2006 Jul 7 |
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Thimerosal induces apoptosis and G2/M phase arrest in human leukemia cells. | 2006 Sep |
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Effect of subinhibitory concentration of some established and experimental antifungal compounds on the germ tube formation in Candida albicans. | 2007 |
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Field amplified sample injection-capillary electrophoresis-tandem mass spectrometry for the analysis of acrylamide in foodstuffs. | 2007 Aug 3 |
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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 |
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Relationship between redox activity and chemical speciation of size-fractionated particulate matter. | 2007 Jun 7 |
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In vitro-refolding of a single-chain Fv fragment in the presence of heteroaromatic thiols. | 2008 Apr 30 |
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Cleavage of focal adhesion kinase is an early marker and modulator of oxidative stress-induced apoptosis. | 2008 Jan 10 |
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Synthesis and biological evaluation of sulfur-containing cinnamate and salicylate derivatives. | 2008 Mar |
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Thimerosal and the relevance of patch-test reactions in children. | 2008 Sep-Oct |
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Zinc ions cause the thimerosal-induced signal of fluorescent calcium probes in lymphocytes. | 2009 Feb |
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[1,2-Bis(diphenyl-phosphino)ethane-κP,P'](2-carboxyl-atothio-phenolato-κO,S)nickel(II) methanol solvate. | 2009 Jan 8 |
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Synthesis and characterization of thiosalicylic acid stabilized gold nanoparticles. | 2009 Sep 15 |
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2-[(2-Carboxy-phen-yl)sulfan-yl]acetic acid. | 2009 Sep 5 |
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Intercalation of anionic organic ultraviolet ray absorbers into layered zinc hydroxide nitrate. | 2010 Jul 1 |
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Sensitization effect of thimerosal is mediated in vitro via reactive oxygen species and calcium signaling. | 2010 Jul-Aug |
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14-(1,3-Benzodioxol-5-yl)-7,14-dihydro-dibenzo[a,j]acridine. | 2010 Nov 6 |
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8298817
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
Edited
Fri Dec 15 15:19:20 UTC 2023
by
admin
on
Fri Dec 15 15:19:20 UTC 2023
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Record UNII |
C2D9ITW04B
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C257
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4856
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SUB15331MIG
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C2D9ITW04B
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91100
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100000078126
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |