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147-93-3,MFCD00004836
Catalog No.:AA006UL3

147-93-3 | 2-sulfanylbenzoic acid

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98%(HPLC)
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA006UL3
Chemical Name:
2-sulfanylbenzoic acid
CAS Number:
147-93-3
Molecular Formula:
C7H6O2S
Molecular Weight:
154.1863
MDL Number:
MFCD00004836
SMILES:
OC(=S)c1ccccc1O
Properties
Properties
 
BP:
288.6°C at 760 mmHg  
Form:
Solid  
MP:
162-165 °C(lit.)  
Refractive Index:
1.5100 (estimate)  
Stability:
Air & Light Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
136  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
2.4  

Literature

Title: A novel one-dimensional silver cylinder stabilized by mixed 2-mercaptobenzoic acid and ethylenediamine ligands.

Journal: Acta crystallographica. Section C, Crystal structure communications 20120801

Title: Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acid with benzyl alcohols in water.

Journal: Organic & biomolecular chemistry 20120421

Title: Novel palladium(II) complexes containing a sulfur ligand: structure and biological activity on HeLa cells.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20120201

Title: Administration of thimerosal to infant rats increases overflow of glutamate and aspartate in the prefrontal cortex: protective role of dehydroepiandrosterone sulfate.

Journal: Neurochemical research 20120201

Title: Anionic heptadecanuclear silver(I) cluster constructed from in situ generated 2-mercaptobenzoic acid and a sulfide anion.

Journal: Inorganic chemistry 20111219

Title: Static and dynamic binding capacities of human immunoglobulin G on polymethacrylate based mixed-modal, thiophilic and hydrophobic cation exchangers.

Journal: Journal of chromatography. A 20111209

Title: New 2-thioether-substituted apomorphines as potent and selective dopamine D₂ receptor agonists.

Journal: European journal of medicinal chemistry 20110701

Title: Mechanistic study of silver nanoparticle formation on conducting polymer surfaces.

Journal: Langmuir : the ACS journal of surfaces and colloids 20110419

Title: 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.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110418

Title: Surface-enhanced Raman spectroscopy investigation of the potential-dependent acid-base chemistry of silver-immobilized 2-mercaptobenzoic acid.

Journal: Langmuir : the ACS journal of surfaces and colloids 20110405

Title: Enhanced stereoselectivity of a Cu(II) complex chiral auxiliary in the synthesis of Fmoc-L-γ-carboxyglutamic acid.

Journal: The Journal of organic chemistry 20110318

Title: A monoclonal antibody-based immunosensor for detection of Sudan I using electrochemical impedance spectroscopy.

Journal: Talanta 20110315

Title: Synthesis and characterization of Au102(p-MBA)44 nanoparticles.

Journal: Journal of the American Chemical Society 20110309

Title: Highly active engineered-enzyme oriented monolayers: formation, characterization and sensing applications.

Journal: Journal of nanobiotechnology 20110101

Title: Reduced cytotoxicity of insulin-immobilized CdS quantum dots using PEG as a spacer.

Journal: Nanoscale research letters 20110101

Title: Electrochemical characterization of riboflavin-enhanced reduction of trinitrotoluene.

Journal: Sensors (Basel, Switzerland) 20110101

Title: 14-(1,3-Benzodioxol-5-yl)-7,14-dihydro-dibenzo[a,j]acridine.

Journal: Acta crystallographica. Section E, Structure reports online 20101201

Title: Ultraviolet treatment and biodegradation of dibenzothiophene: Identification and toxicity of products.

Journal: Environmental toxicology and chemistry 20101101

Title: Low molecular weight thiols reduce thimerosal neurotoxicity in vitro: modulation by proteins.

Journal: Toxicology 20101029

Title: Field-assisted synthesis of SERS-active silver nanoparticles using conducting polymers.

Journal: Nanoscale 20100801

Title: Intercalation of anionic organic ultraviolet ray absorbers into layered zinc hydroxide nitrate.

Journal: Journal of colloid and interface science 20100701

Title: Responsiveness of human monocyte-derived dendritic cells to thimerosal and mercury derivatives.

Journal: Toxicology and applied pharmacology 20100701

Title: 2-[(2-Carboxy-phen-yl)disulfan-yl]benzoic acid-4,4'-bipyridyl N,N'-dioxide (1/2).

Journal: Acta crystallographica. Section E, Structure reports online 20100601

Title: Poly[(dimethyl-formamide)(μ(4)-2,2'-sulfanediyldibenzoato)nickel(II)].

Journal: Acta crystallographica. Section E, Structure reports online 20100401

Title: Electrochemical scanning tunneling spectroscopy of redox-active molecules bound by Au-C bonds.

Journal: Journal of the American Chemical Society 20100303

Title: Phase 1 first-in-human clinical study of S-trans,trans-farnesylthiosalicylic acid (salirasib) in patients with solid tumors.

Journal: Cancer chemotherapy and pharmacology 20100101

Title: Sensitization effect of thimerosal is mediated in vitro via reactive oxygen species and calcium signaling.

Journal: Toxicology 20100101

Title: Luteolin and thiosalicylate inhibit HgCl(2) and thimerosal-induced VEGF release from human mast cells.

Journal: International journal of immunopathology and pharmacology 20100101

Title: 2-[(2-Carboxy-phen-yl)sulfan-yl]acetic acid.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: Synthesis and characterization of thiosalicylic acid stabilized gold nanoparticles.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090915

Title: The Ras inhibitor farnesylthiosalicyclic acid (FTS) prevents nodule formation and development of preneoplastic foci of altered hepatocytes in rats.

Journal: European journal of cancer (Oxford, England : 1990) 20090701

Title: Expression of metallothionein mRNAs on mouse cerebellum microglia cells by thimerosal and its metabolites.

Journal: Toxicology 20090630

Title: Ultrasonic-assisted precolumn derivatization-HPLC determination of acrylamide formed in Radix Asparagi during heating process.

Journal: Journal of pharmaceutical and biomedical analysis 20090501

Title: Zinc ions cause the thimerosal-induced signal of fluorescent calcium probes in lymphocytes.

Journal: Cell calcium 20090201

Title: [1,2-Bis(diphenyl-phosphino)ethane-κP,P'](2-carboxyl-atothio-phenolato-κO,S)nickel(II) methanol solvate.

Journal: Acta crystallographica. Section E, Structure reports online 20090201

Title: Mercury exposure, nutritional deficiencies and metabolic disruptions may affect learning in children.

Journal: Behavioral and brain functions : BBF 20090101

Title: Development of a stable isotope dilution assay for the quantitation of glycidamide and its application to foods and model systems.

Journal: Journal of agricultural and food chemistry 20080813

Title: Determination of acrylamide during roasting of coffee.

Journal: Journal of agricultural and food chemistry 20080813

Title: Natural products as an inspiration in the diversity-oriented synthesis of bioactive compound libraries.

Journal: Natural product reports 20080801

Title: In vitro-refolding of a single-chain Fv fragment in the presence of heteroaromatic thiols.

Journal: Journal of biotechnology 20080430

Title: Removal of malodorous organic sulfides with molecular oxygen and visible light over metal phthalocyanine.

Journal: Journal of hazardous materials 20080321

Title: Synthesis and biological evaluation of sulfur-containing cinnamate and salicylate derivatives.

Journal: Chemical & pharmaceutical bulletin 20080301

Title: Cleavage of focal adhesion kinase is an early marker and modulator of oxidative stress-induced apoptosis.

Journal: Chemico-biological interactions 20080110

Title: Thimerosal and the relevance of patch-test reactions in children.

Journal: Dermatitis : contact, atopic, occupational, drug 20080101

Title: Competing ligand exchange-solid phase extraction method for the determination of the complexation of dissolved inorganic mercury (II) in natural waters.

Journal: Analytica chimica acta 20070829

Title: Field amplified sample injection-capillary electrophoresis-tandem mass spectrometry for the analysis of acrylamide in foodstuffs.

Journal: Journal of chromatography. A 20070803

Title: 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.

Journal: Molecules (Basel, Switzerland) 20070727

Title: Relationship between redox activity and chemical speciation of size-fractionated particulate matter.

Journal: Particle and fibre toxicology 20070101

Title: Effect of subinhibitory concentration of some established and experimental antifungal compounds on the germ tube formation in Candida albicans.

Journal: Folia microbiologica 20070101

Title: Effect of ring substitution position on the structural conformation of mercaptobenzoic acid self-assembled monolayers on Au(111).

Journal: Langmuir : the ACS journal of surfaces and colloids 20061219

Title: Analysis of acrylamide in food products by in-line preconcentration capillary zone electrophoresis.

Journal: Journal of chromatography. A 20060929

Title: Thimerosal induces apoptosis and G2/M phase arrest in human leukemia cells.

Journal: Molecular carcinogenesis 20060901

Title: Analysis of acrylamide in food samples by capillary zone electrophoresis.

Journal: Journal of chromatography. A 20060707

Title: Uncoupling of ATP-mediated calcium signaling and dysregulated interleukin-6 secretion in dendritic cells by nanomolar thimerosal.

Journal: Environmental health perspectives 20060701

Title: 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.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20051223

Title: Determination of mercury complexation in coastal and estuarine waters using competitive ligand exchange method.

Journal: Environmental science & technology 20050901

Title: Quantitative description of the deactivation channels of the first excited singlet state of 2- and 4-thiosalicylic acids.

Journal: The journal of physical chemistry. A 20050728

Title: Chelating sorbents based on silica gel and their application in atomic spectrometry.

Journal: Analytical and bioanalytical chemistry 20050301

Title: One-pot synthesis of benzo[e]1,4-oxathiepin-5-ones under solvent-free condition via self-promoted thiolysis of 1,2-epoxides.

Journal: The Journal of organic chemistry 20041210

Title: Determination of thiocyl in biological samples by liquid chromatography with ThioGlo 3 derivatization.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041005

Title: 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).

Journal: Nuclear medicine and biology 20040701

Title: Using model complexes to augment and advance metalloproteinase inhibitor design.

Journal: Inorganic chemistry 20040517

Title: Lactic acid triggers, in vitro, thiomersal to degrade protein in the presence of PLGA microspheres.

Journal: International journal of pharmaceutics 20040401

Title: Development of a direct-binding chloramphenicol sensor based on thiol or sulfide mediated self-assembled antibody monolayers.

Journal: Biosensors & bioelectronics 20040215

Title: 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.

Journal: Journal of agricultural and food chemistry 20031231

Title: Increase in peripheral benzodiazepine receptors and loss of glutamate NMDA receptors in a mouse model of closed head injury: a quantitative autoradiographic study.

Journal: NeuroImage 20031201

Title: Zn(II)-catalyzed thiolysis of oxiranes in water under neutral conditions.

Journal: The Journal of organic chemistry 20031017

Title: Effect of taxol and okadaic acid on microtubule dynamics in thimerosal-arrested primary mouse oocytes: a confocal study.

Journal: Biology of the cell 20030901

Title: The thiol reagent, thimerosal, irreversibly inhibits meiosis reinitiation in mouse oocyte when applied during a very early and narrow temporal window: a pharmacological analysis.

Journal: Molecular reproduction and development 20030801

Title: Antimycobacterial and antifungal isosters of salicylamides.

Journal: Archiv der Pharmazie 20030801

Title: An alternative synthesis of 2-(N-arylhydrazono)-1-benzothiophen-3-ones.

Journal: Organic & biomolecular chemistry 20030307

Title: Biochemical and molecular basis of thimerosal-induced apoptosis in T cells: a major role of mitochondrial pathway.

Journal: Genes and immunity 20020801

Title: Preconcentration of lead with Amberlite XAD-2 and Amberlite XAD-7 based chelating resins for its determination by flame atomic absorption spectrometry.

Journal: Talanta 20020311

Title: Superoxide dismutase activity and electrochemical study of the binuclear [Cu(TSA)2py]2 complex.

Journal: Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS) 20020101

Title: Cytotoxicity of Triorganophosphinegold(I) n-Mercaptobenzoates, n = 2, 3 and 4.

Journal: Metal-based drugs 20020101

Title: 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).

Journal: Inorganic chemistry 20011231

Title: Thimerosal in the detection of clinically relevant allergic contact reactions.

Journal: Journal of the American Academy of Dermatology 20010701

Title: Simultaneous determination of reduced and oxidized glutathione in peripheral blood mononuclear cells by liquid chromatography-electrospray mass spectrometry.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010605

Title: Piroxicam-induced photodermatitis. Cross-reactivity among oxicams. A case report.

Journal: Allergologia et immunopathologia 20010101

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