EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

thiosalicylic acid
benzoic acid, 2-mercapto-

Sponsors

CAS Number: 147-93-3Picture of molecule3D/inchi
Other:860499-02-1
ECHA EINECS - REACH Pre-Reg:205-704-3
FDA UNII:CIP6LXN5XW
Nikkaji Web:J5.842D
Beilstein Number:0508507
MDL:MFCD00004836
XlogP3:2.40 (est)
Molecular Weight:154.18822000
Formula:C7 H6 O2 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 168.50 °C. @ 760.00 mm Hg
Boiling Point: 298.60 °C. @ 760.00 mm Hg (est)
Flash Point: 274.00 °F. TCC ( 134.40 °C. ) (est)
logP (o/w): 2.390
Soluble in:
 water, 661.5 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
keratolytics
reducing agents
 
Suppliers:
American International Chemical, LLC.
Thiosalicylic Acid
Charkit Chemical
THIOSALICYLIC ACID
EMD Millipore
For experimental / research use only.
Thiosalicylic Acid
Hebei Oukai Biotechnology
For experimental / research use only.
Thiosalicylic Acid
Santa Cruz Biotechnology
For experimental / research use only.
2-Mercaptobenzoic Acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
Thiosalicylic Acid 97%
TCI AMERICA
For experimental / research use only.
Thiosalicylic Acid >90.0%(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 50 mg/kg
National Technical Information Service. Vol. AD277-689

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: antioxidants
Recommendation for thiosalicylic acid usage levels up to:
 not for fragrance use.
 
Recommendation for thiosalicylic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NLM Hazardous Substances Data Bank:Search
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):147-93-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5443
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-sulfanylbenzoic acid
Chemidplus:0000147933
RTECS:DH3325000 for cas# 147-93-3
 
References:
 2-sulfanylbenzoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:147-93-3
Pubchem (cid):5443
Pubchem (sid):134975261
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):D08586
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2930.90.2900
Haz-Map:View
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
Formulations/Preparations:
grades: reagent; technical, 80%; pharmaceutical.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antioxidants
 reducing agents
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
o-benzoic acid thiol
 benzoic acid, 2-mercapto-
 benzoic acid, o-mercapto-
 mercaptobenzoic acid
2-mercaptobenzoic acid
4-mercaptobenzoic acid
o-mercaptobenzoic acid
 salicylic acid, 2-thio-
2-sulfanylbenzoic acid
o-sulfhydrylbenzoic acid
2-thiobenzoic acid
 thiophenol-2-carboxylic acid
2-thiosalicylic acid
o-thiosalicylic acid
 thiosalicylicacid
 

Articles:

PubMed:Ruthenium-catalyzed C-H activation of thioxanthones.
PubMed:Ethylmercury and Hg(2+) induce the formation of neutrophil extracellular traps (NETs) by human neutrophil granulocytes.
PubMed:PEG-farnesyl thiosalicylic acid telodendrimer micelles as an improved formulation for targeted delivery of paclitaxel.
PubMed:In vitro study of thimerosal reactions in human whole blood and plasma surrogate samples.
PubMed:[Chemical adsorption of thiosalicylic acid on silver surface investigated by surface-enhanced Raman scattering].
PubMed:Influence of quantum dots on the aromaticity of thiosalicylic acid.
PubMed:Simvastatin induces a central hypotensive effect via Ras-mediated signalling to cause eNOS up-regulation.
PubMed:Supramolecular self-assembly of 1D and 3D heterometallic coordination polymers with triruthenium building blocks.
PubMed:Intrathecal delivery of farnesyl thiosalicylic acid and GW 5074 attenuates hyperalgesia and allodynia in chronic constriction injury-induced neuropathic pain in rats.
PubMed:Analgesic potential of intrathecal farnesyl thiosalicylic acid and GW 5074 in vincristine-induced neuropathic pain in rats.
PubMed:Novel palladium(II) complexes containing a sulfur ligand: structure and biological activity on HeLa cells.
PubMed:New 2-thioether-substituted apomorphines as potent and selective dopamine D₂ receptor agonists.
PubMed:Iron-ligand coordination in tandem radical cyclizations: synthesis of benzo[b]thiophenes by a one-pot reaction of iron 1,3-diketone complexes with 2-thiosalicylic acids.
PubMed:Synthesis and characterization of Au102(p-MBA)44 nanoparticles.
PubMed:Enhanced stereoselectivity of a Cu(II) complex chiral auxiliary in the synthesis of Fmoc-L-γ-carboxyglutamic acid.
PubMed:Luteolin and thiosalicylate inhibit HgCl(2) and thimerosal-induced VEGF release from human mast cells.
PubMed:Ultraviolet treatment and biodegradation of dibenzothiophene: Identification and toxicity of products.
PubMed:Low molecular weight thiols reduce thimerosal neurotoxicity in vitro: modulation by proteins.
PubMed:Sensitization effect of thimerosal is mediated in vitro via reactive oxygen species and calcium signaling.
PubMed:Responsiveness of human monocyte-derived dendritic cells to thimerosal and mercury derivatives.
PubMed:Synthesis and characterization of thiosalicylic acid stabilized gold nanoparticles.
PubMed:Phase 1 first-in-human clinical study of S-trans,trans-farnesylthiosalicylic acid (salirasib) in patients with solid tumors.
PubMed:Expression of metallothionein mRNAs on mouse cerebellum microglia cells by thimerosal and its metabolites.
PubMed:Salirasib (farnesyl thiosalicylic acid) for brain tumor treatment: a convection-enhanced drug delivery study in rats.
PubMed:Zinc ions cause the thimerosal-induced signal of fluorescent calcium probes in lymphocytes.
PubMed:Preconcentration of lead with Amberlite XAD-2 and Amberlite XAD-7 based chelating resins for its determination by flame atomic absorption spectrometry.
PubMed:Thimerosal and the relevance of patch-test reactions in children.
PubMed:In vitro-refolding of a single-chain Fv fragment in the presence of heteroaromatic thiols.
PubMed:Inhibitors of chronically active ras: potential for treatment of human malignancies.
PubMed:Activation of TRPA1 by farnesyl thiosalicylic acid.
PubMed:Evaluation of cytotoxicity attributed to thimerosal on murine and human kidney cells.
PubMed:Cleavage of focal adhesion kinase is an early marker and modulator of oxidative stress-induced apoptosis.
PubMed:Competing ligand exchange-solid phase extraction method for the determination of the complexation of dissolved inorganic mercury (II) in natural waters.
PubMed:Effect of subinhibitory concentration of some established and experimental antifungal compounds on the germ tube formation in Candida albicans.
PubMed:Field amplified sample injection-capillary electrophoresis-tandem mass spectrometry for the analysis of acrylamide in foodstuffs.
PubMed:A Ras inhibitor tilts the balance between Rac and Rho and blocks phosphatidylinositol 3-kinase-dependent glioblastoma cell migration.
PubMed:Quantitative description of the deactivation channels of the first excited singlet state of 2- and 4-thiosalicylic acids.
PubMed:Using inhibitors of prenylation to block localization and transforming activity.
PubMed:Thimerosal induces apoptosis and G2/M phase arrest in human leukemia cells.
PubMed:Ras antagonist inhibits growth and chemosensitizes human epithelial ovarian cancer cells.
PubMed:E2F1 identified by promoter and biochemical analysis as a central target of glioblastoma cell-cycle arrest in response to Ras inhibition.
PubMed:Effect of arachidonic acid reacylation on leukotriene biosynthesis in human neutrophils stimulated with granulocyte-macrophage colony-stimulating factor and formyl-methionyl-leucyl-phenylalanine.
PubMed:Thiosalicylic acid-functionalized silver nanoparticles synthesized in one-phase system.
PubMed:Determination of mercury complexation in coastal and estuarine waters using competitive ligand exchange method.
PubMed: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.
PubMed:Chelating sorbents based on silica gel and their application in atomic spectrometry.
PubMed:One-pot synthesis of benzo[e]1,4-oxathiepin-5-ones under solvent-free condition via self-promoted thiolysis of 1,2-epoxides.
PubMed:Hydrothermal synthesis and magnetic properties of novel Mn(II) and Zn(II) materials with thiolato-carboxylate donor ligand frameworks.
PubMed: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).
PubMed:Using model complexes to augment and advance metalloproteinase inhibitor design.
PubMed:Development of a direct-binding chloramphenicol sensor based on thiol or sulfide mediated self-assembled antibody monolayers.
PubMed:Effect of taxol and okadaic acid on microtubule dynamics in thimerosal-arrested primary mouse oocytes: a confocal study.
PubMed:Antimycobacterial and antifungal isosters of salicylamides.
PubMed:The thiol reagent, thimerosal, irreversibly inhibits meiosis reinitiation in mouse oocyte when applied during a very early and narrow temporal window: a pharmacological analysis.
PubMed:Farnesyl transferase inhibitor SCH66336 is cytostatic, pro-apoptotic and enhances chemosensitivity to cisplatin in melanoma cells.
PubMed:Farnesyl thiosalicylic acid chemosensitizes human melanoma in vivo.
PubMed:Superoxide dismutase activity and electrochemical study of the binuclear [Cu(TSA)2py]2 complex.
PubMed:Biochemical and molecular basis of thimerosal-induced apoptosis in T cells: a major role of mitochondrial pathway.
PubMed:Functional inhibition of Ras by S-trans,trans-farnesyl thiosalicylic acid attenuates atherosclerosis in apolipoprotein E knockout mice.
PubMed:Farnesyl thiosalicylic acid inhibits the growth of melanoma cells through a combination of cytostatic and pro-apoptotic effects.
PubMed:Piroxicam-induced photodermatitis. Cross-reactivity among oxicams. A case report.
PubMed:Thimerosal in the detection of clinically relevant allergic contact reactions.
PubMed:Simultaneous determination of reduced and oxidized glutathione in peripheral blood mononuclear cells by liquid chromatography-electrospray mass spectrometry.
PubMed:Thiosalicylic acid-immobilized Amberlite XAD-2: metal sorption behaviour and applications in estimation of metal ions by flame atomic absorption spectrometry.
PubMed:Unprecedented stabilization of cobalt(II) in a tetrahedral S2O2 environment: the use of a redox-noninnocent ligand.
PubMed:A novel Ras antagonist regulates both oncogenic Ras and the tumor suppressor p53 in colon cancer cells.
PubMed:S-H...S hydrogen-bond chain in thiosalicylic acid
PubMed:NO-Donors, part 3: nitrooxyacylated thiosalicylates and salicylates - synthesis and biological activities(#).
PubMed:In situ infrared spectroscopic analysis of the adsorption of aromatic carboxylic acids to TiO2, ZrO2, Al2O3, and Ta2O5 from aqueous solutions.
PubMed:Targeting of K-Ras 4B by S-trans,trans-farnesyl thiosalicylic acid.
PubMed:Thimerosal: a versatile sulfhydryl reagent, calcium mobilizer, and cell function-modulating agent.
PubMed:Mechanisms of drug-induced allergic contact dermatitis.
PubMed:Thimerosal positivities: patch testing to methylmercury chloride in subjects sensitive to ethylmercury chloride.
PubMed:Thimerosal positivities: the rôle of SH groups and divalent ions.
PubMed:Thimerosal positivities: the role of organomercury alkyl compounds.
PubMed:Stringent structural requirements for anti-Ras activity of S-prenyl analogues.
PubMed:Improved analytical procedure for the measurement of captopril in human plasma by gas chromatography--mass spectrometry and its application to pharmacokinetic studies.
PubMed:The effect of thimerosal on neutrophil migration: a comparison with the effect on calcium mobilization and CD11b expression.
PubMed:Hypersensitivity to thimerosal: the sensitizing moiety.
PubMed:Effect of thimerosal and other sulfhydryl reagents on calcium permeability in thymus lymphocytes.
PubMed:Thimerosal induces toxic reaction in non-sensitized animals.
PubMed:Induction of the alkylation-inducible aidB gene of Escherichia coli by cytoplasmic acidification and N-ethylmaleimide.
PubMed:Evaluation of the capability of different chromatographic systems for the monitoring of thimerosal and its degradation products by high-performance liquid chromatography with amperometric detection.
PubMed:Vascular and anti-platelet actions of 1,2- and 1,3-glyceryl dinitrate.
PubMed:Ethylmercuric chloride: the responsible agent in thimerosal hypersensitivity.
PubMed:Sulfhydryl group donors potentiate the hypotensive effect of acetylcholine in rats.
PubMed:Phytogrowth-inhibitory activities of sulfur-containing compounds. II. The inhibitory activities of thiosalicylic acid and dihydro-2(3H)-thiophenone-related compounds on plant growth.
PubMed:[Cutaneous sensitivity to mercury and its compounds].
PubMed:HPLC analysis of thimerosal and its degradation products in ophthalmic solutions with electrochemical detection.
PubMed:Photosensitivity to piroxicam: absence of cross-reaction with tenoxicam.
PubMed:Thiol adducts of ethacrynic acid increase outflow facility in enucleated calf eyes.
PubMed:Conversion of nitroglycerin to nitric oxide in microsomes of the bovine coronary artery smooth muscle is not primarily mediated by glutathione-S-transferases.
PubMed:Biochemical and pharmacological interactions between nitroglycerin and thiols. Effects of thiol structure on nitric oxide generation and tolerance reversal.
PubMed:Simultaneous analysis of flunixin, naproxen, ethacrynic acid, indomethacin, phenylbutazone, mefenamic acid and thiosalicylic acid in plasma and urine by high-performance liquid chromatography and gas chromatography-mass spectrometry.
PubMed:Sensitivity to thimerosal and photosensitivity to piroxicam.
PubMed:Minimum eliciting patch test concentration of thimerosal.
PubMed:Piroxicam-induced photosensitivity and contact sensitivity to thiosalicylic acid.
PubMed:Clinical evidence of cross-sensitivity between thiosalicylic acid, a contact allergen, and piroxicam, a photoallergen.
PubMed:Theoretical studies of the mechanism of the action of the neurohypophyseal hormones. I. Molecular electrostatic potential (MEP) and molecular electrostatic field (MEF) maps of some vasopressin analogues.
PubMed:Molecular mechanics calculations on deaminooxytocin and on deamino-arginine-vasopressin and its analogues.
PubMed:Sulfasalazine and 5-aminosalicylic acid inhibit contractile leukotriene formation.
PubMed:Stimulation of coronary guanylate cyclase by nicorandil (SG-75) as a mechanism of its vasodilating action.
PubMed:Evidence for thimerosal induced cytoprotection on rat stomach.
PubMed:Decomposition of thimerosal in aqueous solution and its determination by high-performance liquid chromatography.
PubMed:Thiopurine methyltransferase. Aromatic thiol substrates and inhibition by benzoic acid derivatives.
PubMed:The effects of thiosalicylic and hydroxyethylethylenediaminetriacetic acids on the absorption and excretion of 54Mn and 65Zn in the duodenally dosed sheep.
PubMed:Effect of various compounds on the reaction of tris-(2-chloroethyl)amine with ribonucleic acid in vitro and on its toxicity in mice.
PubMed:Chelate-forming resins prepared by modification of anion-exchange resins.
PubMed:New evaluation of potential methylmercury scavengers.
PubMed:Merthiolate hypersensitivity and vaccination.
PubMed:[S-Acyl derivatives of thiosalicylamides with antifungal activity. III].
PubMed:Vanadium(V) as an oxidant for thiol compounds.
PubMed:Influence of zinc-ligand mixtures on serum zinc levels in rats.
PubMed:Synthesis, spectral properties, and antibacterial activity of synthetic precursors of macrocyclic oxa- and thia-substituted benzolactones and benzoketones.
PubMed:Thiol adducts of ethacrynic acid: a correlation of the rate of liberation of ethacrynic acid with the onset and magnitude of the diuretic response.
PubMed:[STUDIES ON ANTIBILHARZIAL DRUGS. I. SYNTHESIS OF THIOSALICYLIC ACID DERIVATIVES].
PubMed:[DETERMINATION OF FLUOROSTAN WITH THIOSALICYLIC ACID].
PubMed:Stimulation of brain respiration by thiosalicylic acid.
PubMed:Sensitizing component in thiosalicylic acid.
PubMed:[Synthesis of various derivatives of 2-mercaptobenzoic acid (thiosalicylic acid) from S-beta-D-glucopyranoside. VI. Phenolglycosides].
 
Notes:
a degradation product of thimerosal.
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