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496-74-2,MFCD00004844
Catalog No.:AA003URE

496-74-2 | Toluene-3,4-dithiol

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1g
>97.0%(GC)(T)
in stock  
$71.00   $50.00
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5g
>97.0%(GC)(T)
in stock  
$212.00   $148.00
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25g
>97.0%(GC)(T)
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003URE
Chemical Name:
Toluene-3,4-dithiol
CAS Number:
496-74-2
Molecular Formula:
C7H8S2
Molecular Weight:
156.2684
MDL Number:
MFCD00004844
SMILES:
Cc1ccc(c(c1)S)S
NSC Number:
5391
Properties
Properties
 
Form:
Solid  
MP:
30-33℃ (lit.)  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
92.9  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
XLogP3:
2.6  

Literature

Title: Interaction of 9,10-phenanthraquinone with dithiol causes oxidative modification of Cu,Zn-superoxide dismutase (SOD) through redox cycling.

Journal: The Journal of toxicological sciences 20130101

Title: Epidithiol formation by an unprecedented twin carbon-sulfur lyase in the gliotoxin pathway.

Journal: Angewandte Chemie (International ed. in English) 20121001

Title: Glutathione regulates the transfer of iron-sulfur cluster from monothiol and dithiol glutaredoxins to apo ferredoxin.

Journal: Protein & cell 20120901

Title: Dithiol-based compounds maintain expression of antioxidant protein peroxiredoxin 1 that counteracts toxicity of mutant huntingtin.

Journal: The Journal of biological chemistry 20120629

Title: Novel quantum interference effects in transport through molecular radicals.

Journal: Nano letters 20110713

Title: A stable acyclic ligand equivalent of an unstable 1,3-dithiol-5-ylidene.

Journal: Angewandte Chemie (International ed. in English) 20110426

Title: Formation of high-quality self-assembled monolayers of conjugated dithiols on gold: base matters.

Journal: Journal of the American Chemical Society 20110406

Title: Novel regulators in photosynthetic redox control of plant metabolism and gene expression.

Journal: Plant physiology 20110401

Title: Redox properties of a thioredoxin-like Arabidopsis protein, AtTDX.

Journal: Biochimica et biophysica acta 20101201

Title: Layer-by-layer quantum dot constructs using self-assembly methods.

Journal: Langmuir : the ACS journal of surfaces and colloids 20101116

Title: Synthesis of sulfuric macrocycles and a rotaxane through thiol-yne click and dithiol coupling reactions.

Journal: Organic letters 20100917

Title: Insights into the specificity of thioredoxin reductase-thioredoxin interactions. A structural and functional investigation of the yeast thioredoxin system.

Journal: Biochemistry 20100420

Title: Quantum refinement of [FeFe] hydrogenase indicates a dithiomethylamine ligand.

Journal: Journal of the American Chemical Society 20100407

Title: Optical monitoring of gases with cholesteric liquid crystals.

Journal: Journal of the American Chemical Society 20100310

Title: Influence of conformation on conductance of biphenyl-dithiol single-molecule contacts.

Journal: Nano letters 20100101

Title: miR-17* suppresses tumorigenicity of prostate cancer by inhibiting mitochondrial antioxidant enzymes.

Journal: PloS one 20100101

Title: Surface-engineered targeted PPI dendrimer for efficient intracellular and intratumoral siRNA delivery.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20091216

Title: Maximizing H2 production in Photosystem I/dithiol molecular wire/platinum nanoparticle bioconjugates.

Journal: Dalton transactions (Cambridge, England : 2003) 20091207

Title: Improved method for the synthesis of beta-carbonyl silyl-1,3-dithianes by the double conjugate addition of 1,3-dithiol to propargylic carbonyl compounds.

Journal: The Journal of organic chemistry 20091204

Title: 3-(2-aminophenyl)-4-methyl-1,3-thiazole-2(3H)-thione as an ecofriendly sulphur transfer agent to prepare alkanethiols in high yield and high purity.

Journal: Molecules (Basel, Switzerland) 20091112

Title: Pseudoenzymatic dealkylation of alkyltins by biological dithiols.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20091101

Title: Electronic structures of [Ru(II)(cyclam)(Et(2)dtc)](+), [Ru(cyclam)(tdt)](+), and [Ru(cyclam)(tdt)](2+): an X-ray absorption spectroscopic and computational study (tdt = toluene-3,4-dithiolate; Et(2)dtc = N,N-diethyldithiocarbamate(1-)).

Journal: Inorganic chemistry 20091019

Title: Synthesis and characterization of toluene-3,4-dithiolatoantimony(III) derivatives with some oxygen and/or sulphur donor ligands.

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

Title: Monoanionic {Mn(NO)}5 and dianionic {Mn(NO)}6 thiolatonitrosylmanganese complexes: [(NO)Mn(L)2]- and [(NO)Mn(L)2]2- (LH2 = 1,2-benzenedithiol and toluene-3,4-dithiol).

Journal: Inorganic chemistry 20081201

Title: Coordinate regulation of enzyme markers for inflammation and for protection against oxidants and electrophiles.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20081014

Title: Immobilization of enzymes through one-pot chemical preoxidation and electropolymerization of dithiols in enzyme-containing aqueous suspensions to develop biosensors with improved performance.

Journal: Analytical chemistry 20080801

Title: Dependence of product formation from decomposition of nitroso-dithiols on the degree of nitrosation. Evidence that dinitroso-dithiothreitol acts solely as an nitric oxide releasing compound.

Journal: Organic & biomolecular chemistry 20080721

Title: [An endogenous dithiol with antioxidant properties: alpha-lipoic acid, potential uses in cardiovascular diseases].

Journal: Annales de cardiologie et d'angeiologie 20080601

Title: Relation between triketone structure, generation of reactive oxygen species, and selective toxicity of the diabetogenic agent alloxan.

Journal: Antioxidants & redox signaling 20080401

Title: Electron permeable self-assembled monolayers of dithiolated aromatic scaffolds on gold for biosensor applications.

Journal: Analytical chemistry 20080401

Title: Combining high electron affinity and intramolecular charge transfer in 1,3-dithiole-nitrofluorene push-pull diads.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: Structural basis of mercury- and zinc-conjugated complexes as SARS-CoV 3C-like protease inhibitors.

Journal: FEBS letters 20071127

Title: Efficient one-pot synthesis of polyfunctionalized thiophenes via an amine-mediated ring opening of EWG-activated 2-methylene-1,3-dithioles.

Journal: Organic letters 20071108

Title: Selective adsorption of mercury ion by mercaptocarboxylic acid intercalated Mg-Al layered double hydroxide.

Journal: Journal of colloid and interface science 20071101

Title: DNA cleavage promoted by 2,9-dimethyl-4,7-diazadecane-2,9-dithiol (DDD) derivatives.

Journal: Bioorganic & medicinal chemistry letters 20070515

Title: Quantification of protein thiols and dithiols in the picomolar range using sodium borohydride and 4,4'-dithiodipyridine.

Journal: Analytical biochemistry 20070401

Title: Theoretical studies of [FeFe]-hydrogenase: infrared fingerprints of the dithiol-bridging ligand in the active site.

Journal: Inorganic chemistry 20070219

Title: Molecular and electronic structure of square-planar gold complexes containing two 1,2-Di(4-tert-butylphenyl)ethylene-1,2-dithiolato ligands: [Au(2L)2]1+/0/1-/2-. A combined experimental and computational study.

Journal: Inorganic chemistry 20070219

Title: Disulfide-dependent protein folding is linked to operation of the vitamin K cycle in the endoplasmic reticulum. A protein disulfide isomerase-VKORC1 redox enzyme complex appears to be responsible for vitamin K1 2,3-epoxide reduction.

Journal: The Journal of biological chemistry 20070126

Title: In-vitro antibacterial, antifungal and cytotoxic activity of cobalt (II), copper (II), nickel (II) and zinc (II) complexes with furanylmethyl- and thienylmethyl-dithiolenes: [1, 3-dithiole- 2-one and 1,3-dithiole-2-thione].

Journal: Journal of enzyme inhibition and medicinal chemistry 20061201

Title: Structural analysis of the regulatory dithiol-containing domain of the chloroplast ATP synthase gamma subunit.

Journal: The Journal of biological chemistry 20061013

Title: Currents through single molecular junction of Au/hexanedithiolate/Au measured by repeated formation of break junction in STM under UHV: effects of conformational change in an alkylene chain from gauche to trans and binding sites of thiolates on gold.

Journal: Physical chemistry chemical physics : PCCP 20060907

Title: Identification of a dithiol-dependent nucleoside triphosphate hydrolase in Sarcocystis neurona.

Journal: International journal for parasitology 20060901

Title: Structure of cytochrome c6A, a novel dithio-cytochrome of Arabidopsis thaliana, and its reactivity with plastocyanin: implications for function.

Journal: Journal of molecular biology 20060728

Title: Bovine factor B: cloning, expression, and characterization.

Journal: Archives of biochemistry and biophysics 20060701

Title: Molecular and electronic structures of oxo-bis(benzene-1,2-dithiolato)chromate(V) monoanions. A combined experimental and density functional study.

Journal: Inorganic chemistry 20060501

Title: Switchable surface properties through the electrochemical or biocatalytic generation of Ag0 nanoclusters on monolayer-functionalized electrodes.

Journal: Journal of the American Chemical Society 20060201

Title: Dithiolate complexes of manganese and rhenium: X-ray structure and properties of an unusual mixed valence cluster Mn3(CO)6(mu-eta2-SCH2CH2CH2S)3.

Journal: Inorganic chemistry 20051226

Title: Para to ortho repositioning of the arsenical moiety of the angiogenesis inhibitor 4-(N-(S-glutathionylacetyl)amino)phenylarsenoxide results in a markedly increased cellular accumulation and antiproliferative activity.

Journal: Cancer research 20051215

Title: Analysis of chemical warfare agents III. Use of bis-nucleophiles in the trace level determination of phosgene and perfluoroisobutylene.

Journal: Journal of chromatography. A 20051209

Title: Coupling proton movement to ATP synthesis in the chloroplast ATP synthase.

Journal: Journal of bioenergetics and biomembranes 20051201

Title: A family of oxo-chalcogenide molybdenum and tungsten complexes, (n-Bu4N)2[M2O2(mu-Q)2(1,3-dithiole-2-thione-4,5-dithiolate)2] (M = Mo, W; Q = S, Se): new synthetic entries, structure, and gas-phase behavior.

Journal: Inorganic chemistry 20051128

Title: Structure and bonding issues at the interface between gold and self-assembled conjugated dithiol monolayers.

Journal: Langmuir : the ACS journal of surfaces and colloids 20050913

Title: Electron tunneling through molecular media: a density functional study of Au/Dithiol/Au systems.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20050905

Title: Synthesis of 1,3,4-thiadiazole, 1,3,4-thiadiazine, 1,3,6-thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and thioureidoethylthiourea derivatives.

Journal: Molecules (Basel, Switzerland) 20050831

Title: Substituent effects on the reactivity of benzo-1,2-dithiolan-3-one 1-oxides and their possible application to the synthesis of DNA-targeting drugs.

Journal: The Journal of organic chemistry 20050819

Title: Construction of dithiol-based nanostructures by a layer-exchange process.

Journal: Small (Weinheim an der Bergstrasse, Germany) 20050801

Title: One-step, non-denaturing isolation of an RNA polymerase enzyme complex using an improved multi-use affinity probe resin.

Journal: Molecular bioSystems 20050501

Title: Analysis of chemical warfare agents. II. Use of thiols and statistical experimental design for the trace level determination of vesicant compounds in air samples.

Journal: Journal of chromatography. A 20050318

Title: Bismuth-dithiol inhibition of the Escherichia coli rho transcription termination factor.

Journal: Journal of inorganic biochemistry 20050301

Title: N2S2Ni metallodithiolate complexes as ligands: structural and aqueous solution quantitative studies of the ability of metal ions to form M-S-Ni bridges to mercapto groups coordinated to nickel(II). implications for acetyl coenzyme A synthase.

Journal: Inorganic chemistry 20050221

Title: Cartap hydrolysis relative to its action at the insect nicotinic channel.

Journal: Journal of agricultural and food chemistry 20040114

Title: Characterizing the influence of structure and route of exposure on the disposition of dithiocarbamates using toluene-3,4-dithiol analysis of blood and urinary carbon disulfide metabolites.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20031101

Title: Dithiol oxidant and disulfide reductant dynamically regulate the phosphorylation of light-harvesting complex II proteins in thylakoid membranes.

Journal: Plant physiology 20030901

Title: Description of the ground state wave functions of Ni dithiolenes using sulfur K-edge X-ray absorption spectroscopy.

Journal: Journal of the American Chemical Society 20030730

Title: Catalysis of protein folding by an immobilized small-molecule dithiol.

Journal: Biotechnology progress 20030101

Title: New oxovanadium bis(1,2-dithiolate) compounds that mimic the hydrogen-bonding interactions at the active sites of mononuclear molybdenum enzymes.

Journal: Inorganic chemistry 20021230

Title: Redox control by dithiol-disulfide exchange in plants: I. The chloroplastic systems.

Journal: Annals of the New York Academy of Sciences 20021101

Title: Recombinant expression and in vitro folding of proinsulin are stimulated by the synthetic dithiol Vectrase-P.

Journal: FEMS microbiology letters 20020806

Title: Arachidonic acid release and prostaglandin F2alpha formation induced by phenylarsine oxide in PC12 cells: possible involvement of secretory phospholipase A2 activity.

Journal: Biochemical pharmacology 20020701

Title: Crystal structure of the antioxidant enzyme glutathione reductase inactivated by peroxynitrite.

Journal: The Journal of biological chemistry 20020125

Title: Facile synthesis of beta-cyclodextrin dithiols.

Journal: Bioorganic & medicinal chemistry letters 20020121

Title: A simple two-step approach for introducing a protected diaminedithiol chelator during solid-phase assembly of peptides.

Journal: Bioconjugate chemistry 20020101

Title: Thiocarboxylation of molybdopterin synthase provides evidence for the mechanism of dithiolene formation in metal-binding pterins.

Journal: The Journal of biological chemistry 20010928

Title: Nickel dithiolenes revisited: structures and electron distribution from density functional theory for the three-member electron-transfer series [Ni(S2C2Me2)2]0,1-,2-.

Journal: Inorganic chemistry 20010813

Title: Kinetic constraints for the thiolysis of 4-methyl-5-(pyrazin-2-yl)-1,2-dithiole-3-thione (oltipraz) and related dithiole-3-thiones in aqueous solution.

Journal: Chemical research in toxicology 20010801

Title: Effects of some non-steroidal anti-inflammatory drugs and other agents on cyclooxygenase and lipoxygenase activities in some enzyme preparations.

Journal: Japanese journal of pharmacology 19850601

Title: Inhibition of coupling factor B activity by cadmium ion, arsenite-2,3-dimercaptopropanol, and phenylarsine oxide, and preferential reactivation by dithiols.

Journal: The Journal of biological chemistry 19811110

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Tags:496-74-2 Molecular Formula|496-74-2 MDL|496-74-2 SMILES|496-74-2 Toluene-3,4-dithiol |Organic_Building_Blocks