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59-52-9,MFCD00004864
Catalog No.:AA003FGJ

59-52-9 | 2,3-Dimercapto-1-propanol

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250mg
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1g
99%
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$36.00   $25.00
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5g
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$126.00   $89.00
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25g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003FGJ
Chemical Name:
2,3-Dimercapto-1-propanol
CAS Number:
59-52-9
Molecular Formula:
C3H8OS2
Molecular Weight:
124.2250
MDL Number:
MFCD00004864
SMILES:
OCC(CS)S
UN Number:
2810
Properties
Properties
 
BP:
120 °C15 mm Hg(lit.)  
Form:
Liquid  
Refractive Index:
n20/D 1.573(lit.)  
Solubility:
87g/l (slow decomposition)  
Stability:
Air Sensitive  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
32  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
1  
XLogP3:
0.2  

Downstream Synthesis Route

[1]RussianJournalofOrganicChemistry,2008,vol.44,p.1428-1433

[2]JournaloftheChemicalSociety,1947,p.594

[3]Patent:US2436137,1944,

[4]Patent:US2423344,1943,

[5]ChemischeBerichte,1942,vol.75,p.24

[6]Patent:US2402665,1942,

[1]Marstokk,K.-M.;Moellendal,Harald;Stenstroem,Yngve[ActaChemicaScandinavica,1994,vol.48,#9,p.711-719]

[2]CurrentPatentAssignee:MITSUICHEMICALS,INC.-EP2311845,2011,A1Locationinpatent:Page/Pagecolumn30

[3]CurrentPatentAssignee:DUPONTDENEMOURSINC-US2436233,1943,A

[1]Franchini,Silvia;Manasieva,LedaIvanova;Sorbi,Claudia;Battisti,UmbertoM.;Fossa,Paola;Cichero,Elena;Denora,Nunzio;Iacobazzi,RosaMaria;Cilia,Antonio;Pirona,Lorenza;Ronsisvalle,Simone;Aricò,Giuseppina;Brasili,Livio[EuropeanJournalofMedicinalChemistry,2017,vol.125,p.435-452]

[2]Ye,Ji-Myoung;Maheswara,Muchchintala;Do,JungYun[BulletinoftheKoreanChemicalSociety,2012,vol.33,#8,p.2494-2498]

[3]Stocken[JournaloftheChemicalSociety,1947,p.592,594]

[1]Franchini,Silvia;Linciano,Pasquale;Puja,Giulia;Tait,Annalisa;Borsari,Chiara;Denora,Nunzio;Iacobazzi,RosaMaria;Brasili,Livio;Sorbi,Claudia[ACSMedicinalChemistryLetters,2020,vol.11,#5,p.1028-1034]

[2]Stocken[JournaloftheChemicalSociety,1947,p.592,594]

[3]Robbe;Fernandez;Dubief;etal.[EuropeanJournalofMedicinalChemistry,1982,vol.17,#3,p.235-243]

1115-15-7    59-52-9   
C35H70O10S15 

[1]Trofimov;Gusarova;Nikol'skaya;Amosova;Baranskaya[JournalofappliedchemistryoftheUSSR,1984,vol.57,#7pt2,p.1460-1462]

Literature

Title: Systematic identification of arsenic-binding proteins reveals that hexokinase-2 is inhibited by arsenic.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20151208

Title: Arsenic toxicity induced endothelial dysfunction and dementia: pharmacological interdiction by histone deacetylase and inducible nitric oxide synthase inhibitors.

Journal: Toxicology and applied pharmacology 20131115

Title: Reversal effect of monoisoamyl dimercaptosuccinic acid (MiADMSA) for arsenic and lead induced perturbations in apoptosis and antioxidant enzymes in developing rat brain.

Journal: International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20131101

Title: α-Lipoic acid protects against arsenic trioxide-induced acute QT prolongation in anesthetized guinea pigs.

Journal: European journal of pharmacology 20130405

Title: 2,3-Dimercaptopropanol, a thiol chelator, alleviates gastroduodenal ulcers in rats.

Journal: Fundamental & clinical pharmacology 20120601

Title: Molecular determinants and dynamics of hepatitis C virus secretion.

Journal: PLoS pathogens 20120101

Title: Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

Journal: PLoS computational biology 20111201

Title: Superhydrophobic fiber mats by electrodeposition of fluorinated poly(3,4-ethyleneoxythiathiophene).

Journal: Journal of the American Chemical Society 20111005

Title: In vitro efficacy of bismuth thiols against biofilms formed by bacteria isolated from human chronic wounds.

Journal: Journal of applied microbiology 20111001

Title: Bismuth dimercaptopropanol (BisBAL) inhibits formation of multispecies wastewater flocs.

Journal: Journal of applied microbiology 20110601

Title: Inadvertent poisoning of seven teenagers with monosodium methanearsonate.

Journal: Clinical toxicology (Philadelphia, Pa.) 20110301

Title: Effects of selenite and chelating agents on mammalian thioredoxin reductase inhibited by mercury: implications for treatment of mercury poisoning.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20110101

Title: Identification of clinically used drugs that activate pregnane X receptors.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110101

Title: Tetracysteine-based fluorescent tags to study protein localization and trafficking in Plasmodium falciparum-infected erythrocytes.

Journal: PloS one 20110101

Title: A predictive ligand-based Bayesian model for human drug-induced liver injury.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20101201

Title: Fatal mercury poisoning and chelating agents.

Journal: Forensic science international 20101010

Title: Display of both N- and C-terminal target fusion proteins on the Aspergillus oryzae cell surface using a chitin-binding module.

Journal: Applied microbiology and biotechnology 20100801

Title: Chelation in metal intoxication.

Journal: International journal of environmental research and public health 20100701

Title: Images in toxicology: girl with constipation.

Journal: Clinical toxicology (Philadelphia, Pa.) 20100601

Title: Evaluation of cations and chelating agents as extracellular extractants for Cu, Pb, V and Zn in the sequential elution technique applied to the terrestrial moss Pseudoscleropodium purum.

Journal: Ecotoxicology and environmental safety 20100501

Title: Critical cysteine residues of Kelch-like ECH-associated protein 1 in arsenic sensing and suppression of nuclear factor erythroid 2-related factor 2.

Journal: The Journal of pharmacology and experimental therapeutics 20100101

Title: Synthesis, X-Ray Structure, and Characterization of Catena-bis(benzoate)bis{N,N-bis(2-hydroxyethyl)glycinate}cadmium(II).

Journal: Bioinorganic chemistry and applications 20100101

Title: Detoxification of mercury species--an in vitro study with antidotes in human whole blood.

Journal: Analytical and bioanalytical chemistry 20091101

Title: Pattern-based recognition of thiols and metals using a single squaraine indicator.

Journal: Journal of the American Chemical Society 20090916

Title: The conquest of Wilson's disease.

Journal: Brain : a journal of neurology 20090801

Title: Reaction of the catalytic cysteine of betaine aldehyde dehydrogenase from Pseudomonas aeruginosa with arsenite-BAL and phenylarsine oxide.

Journal: Chemico-biological interactions 20090316

Title: Regulation of fast skeletal muscle activity by SERCA1 vicinal-cysteines.

Journal: Journal of muscle research and cell motility 20090101

Title: Acute mercury intoxication and use of chelating agents.

Journal: Journal of biological regulators and homeostatic agents 20090101

Title: Structural, chemical and biological aspects of antioxidants for strategies against metal and metalloid exposure.

Journal: Oxidative medicine and cellular longevity 20090101

Title: Quantification of arsenic compounds using derivatization, solvent extraction and liquid chromatography electrospray ionization tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20081215

Title: Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.

Journal: Journal of medicinal chemistry 20081113

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: Quadriplegia due to lead-contaminated opium--case report.

Journal: Middle East journal of anaesthesiology 20081001

Title: Choreoathetosis secondary to lead toxicity.

Journal: Arquivos de neuro-psiquiatria 20080901

Title: Phosphatidylinositol kinases as regulators of GA-stimulated alpha-amylase secretion in barley (Hordeum vulgare).

Journal: Physiologia plantarum 20080601

Title: The role of thiol-reducing agents on modulation of glutamate binding induced by heavy metals in platelets.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20080301

Title: Bismuth dimercaptopropanol (BisBAL) inhibits the expression of extracellular polysaccharides and proteins by Brevundimonas diminuta: implications for membrane microfiltration.

Journal: Biotechnology and bioengineering 20080215

Title: Selective masking and demasking for the stepwise complexometric determination of aluminium, lead and zinc from the same solution.

Journal: Chemistry Central journal 20080101

Title: Study on the interaction between 2-mercaptoethanol, dimercaprol and CdSe quantum dots.

Journal: Luminescence : the journal of biological and chemical luminescence 20080101

Title: Surveying polypeptide and protein domain conformation and association with FlAsH and ReAsH.

Journal: Nature chemical biology 20071201

Title: Successful treatment of potentially fatal heavy metal poisonings.

Journal: The Journal of emergency medicine 20070401

Title: Arsenic induced oxidative stress and the role of antioxidant supplementation during chelation: a review.

Journal: Journal of environmental biology 20070401

Title: [Two different clinical cases of acute arsenic trioxide intoxication].

Journal: Przeglad lekarski 20070101

Title: Depolarization-evoked secretion requires two vicinal transmembrane cysteines of syntaxin 1A.

Journal: PloS one 20070101

Title: Complex inhibition of tyrosinase by thiol-composed Cu2+ chelators: a clue for designing whitening agents.

Journal: Journal of biomolecular structure & dynamics 20061001

Title: Photochemistry of the [Fe4(mu3-S)3(NO)7]- complex in the presence of S-nucleophiles: a spectroscopic study.

Journal: Nitric oxide : biology and chemistry 20060501

Title: 2,3-Dimercaptopropanol, 2,3-dimercaptopropane-1-sulfonic acid and meso-2,3-dimercaptosuccinic acid increase lead-induced inhibition of delta-aminolevulinate dehydratase in vitro and ex vivo.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20060401

Title: Microarray analysis of mouse ear tissue exposed to bis-(2-chloroethyl) sulfide: gene expression profiles correlate with treatment efficacy and an established clinical endpoint.

Journal: The Journal of pharmacology and experimental therapeutics 20060401

Title: Diphenyl diselenide and 2,3-dimercaptopropanol increase the PTZ-induced chemical seizure and mortality in mice.

Journal: Brain research bulletin 20060215

Title: TXM13 human melanoma cells: a novel source for the inhibition kinetics of human tyrosinase and for screening whitening agents.

Journal: Biochemistry and cell biology = Biochimie et biologie cellulaire 20060201

Title: Effect of PAO (phenylarsine oxide) on the inhibitory effect of insulin and IGF-1 on insulin release from INS-1 cells.

Journal: Endocrine journal 20060201

Title: Arsenic toxicology: five questions.

Journal: Chemical research in toxicology 20060101

Title: Redox regulation of the nutrient-sensitive raptor-mTOR pathway and complex.

Journal: The Journal of biological chemistry 20051125

Title: Syntheses of RNAs with up to 100 nucleotides containing site-specific 2'-methylseleno labels for use in X-ray crystallography.

Journal: Journal of the American Chemical Society 20050831

Title: Switching of the electronic communication between two {Ru(trpy)(bpy)} (trpy = 2,2':6',2' '-terpyridine and bpy = 2,2'-bipyridine) centers by protonation on the bridging dimercaptothiadiazolato ligand.

Journal: Inorganic chemistry 20050725

Title: The need for vigilance: the persistence of lead poisoning in children.

Journal: Pediatrics 20050601

Title: Inhibition of bacterial adherence on the surface of stents and bacterial growth in bile by bismuth dimercaprol.

Journal: Digestive diseases and sciences 20050601

Title: 2,3-Dimercapto-1-propanol does not alter the porphobilinogen synthase inhibition but decreases the mercury content in liver and kidney of suckling rats exposed to HgCl2.

Journal: Basic & clinical pharmacology & toxicology 20050401

Title: 2,3-Dimercaptopropanol, 2,3-dimercaptopropane-1-sulfonic acid and meso-2,3-dimercaptosuccinic acid acute administration diferentially change biochemical parameters in mice.

Journal: Basic & clinical pharmacology & toxicology 20050401

Title: Toxicity induced by Hg2+ on choline acetyltransferase activity from E. electricus (L.) electrocytes: the protective effect of 2,3 dimercapto-propanol (BAL).

Journal: Medical science monitor : international medical journal of experimental and clinical research 20050401

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

Journal: Journal of inorganic biochemistry 20050301

Title: Synthesis and optical properties of thiol-stabilized PbS nanocrystals.

Journal: Langmuir : the ACS journal of surfaces and colloids 20050201

Title: Construction and evaluation of drug-metabolizing cell line for bioartificial liver support system.

Journal: Biotechnology progress 20050101

Title: Effects of chelating agents on distribution and excretion of terbium in mice.

Journal: Toxicology mechanisms and methods 20050101

Title: The integrated role of desferrioxamine and phenserine targeted to an iron-responsive element in the APP-mRNA 5'-untranslated region.

Journal: Annals of the New York Academy of Sciences 20041201

Title: Suicidal mercury injection into the upper limb: a case study.

Journal: Hand surgery : an international journal devoted to hand and upper limb surgery and related research : journal of the Asia-Pacific Federation of Societies for Surgery of the Hand 20041201

Title: Schizophrenia and refractory anaemia with ring sideroblasts.

Journal: British journal of haematology 20040601

Title: Combined exchange transfusion and chelation therapy for neonatal lead poisoning.

Journal: The Annals of pharmacotherapy 20040501

Title: 2,3-Dimercaptopropanol, 2,3-dimercaptopropane-1-sulfonic acid, and meso-2,3-dimercaptosuccinic acid inhibit delta-aminolevulinate dehydratase from human erythrocytes in vitro.

Journal: Environmental research 20040301

Title: Chemical and biological considerations in the treatment of metal intoxications by chelating agents.

Journal: Mini reviews in medicinal chemistry 20040101

Title: Gas chromatographic-mass spectrometric determination of british anti-lewisite in plasma.

Journal: Journal of analytical toxicology 20040101

Title: FDA-preapproved drugs targeted to the translational regulation and processing of the amyloid precursor protein.

Journal: Journal of molecular neuroscience : MN 20040101

Title: Survival after a lethal dose of arsenic trioxide.

Journal: Journal of toxicology. Clinical toxicology 20040101

Title: Speciation of dimethylarsinous acid and trimethylarsine oxide in urine from rats fed with dimethylarsinic acid and dimercaptopropane sulfonate.

Journal: Analytical chemistry 20031201

Title: Interaction between metals and chelating agents affects glutamate binding on brain synaptic membranes.

Journal: Neurochemical research 20031201

Title: Neonatal tolerance to a Th2-mediated autoimmune disease generates CD8+ Tc1 regulatory cells.

Journal: Journal of autoimmunity 20031101

Title: Syntaxin 1A modulates the voltage-gated L-type calcium channel (Ca(v)1.2) in a cooperative manner.

Journal: The Journal of biological chemistry 20030801

Title: A colorimetric microplate assay method for high throughput analysis of lipase activity.

Journal: Journal of biochemistry and molecular biology 20030731

Title: Subcutaneous injection of metallic mercury.

Journal: Human & experimental toxicology 20030601

Title: Assessment of bismuth thiols and conventional disinfectants on drinking water biofilms.

Journal: Journal of applied microbiology 20030101

Title: Drug discovery targeted to the Alzheimer's APP mRNA 5'-untranslated region: the action of paroxetine and dimercaptopropanol.

Journal: Journal of molecular neuroscience : MN 20030101

Title: Purine nucleoside phosphorylase as a cytosolic arsenate reductase.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20021101

Title: Diagnosis and treatment of Wilson's disease.

Journal: Current neurology and neuroscience reports 20020701

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: Role of ATP-sensitive potassium channels in prostaglandin-mediated gastroprotection in the rat.

Journal: The Journal of pharmacology and experimental therapeutics 20020601

Title: [Shotgun injury of head and neck: case report].

Journal: No shinkei geka. Neurological surgery 20020501

Title: Oxidation of proximal protein sulfhydryls by phenanthraquinone, a component of diesel exhaust particles.

Journal: Chemical research in toxicology 20020401

Title: Mercuric oxide poisoning treated with whole-bowel irrigation and chelation therapy.

Journal: Annals of emergency medicine 20020301

Title: Effect of dithiol chelating agents on [3H]MK-801 and [3H]glutamate binding to synaptic plasma membranes.

Journal: Neurochemical research 20011201

Title: Induction of heme oxygenase-1 by phenylarsine oxide. Studies in cultured primary liver cells.

Journal: Molecular and cellular biochemistry 20011001

Title: Lipolytic activity of ricin from Ricinus sanguineus and Ricinus communis on neutral lipids.

Journal: The Biochemical journal 20010915

Title: Tributyltin interacts with mitochondria and induces cytochrome c release.

Journal: The Biochemical journal 20010601

Title: BAL modulates glutamate transport in synaptosomes and synaptic vesicles from rat brain.

Journal: Neuroreport 20010305

Title: The balance between CD45RChigh and CD45RClow CD4 T cells in rats is intrinsic to bone marrow-derived cells and is genetically controlled.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20010301

Title: 2,3-Dimercaptopropanol inhibits Ca2+ transport in microsomes from brain but not from fast-skeletal muscle.

Journal: Neurochemical research 20010301

Title: Inhibition of human squalene monooxygenase by tellurium compounds: evidence of interaction with vicinal sulfhydryls.

Journal: Journal of lipid research 20010201

Title: Surviving Wilson's disease.

Journal: Clinical medicine (London, England) 20010101

Title: Lead poisoning and chelation in a mother-neonate pair.

Journal: Journal of toxicology. Clinical toxicology 20010101

Title: Inhibition of NF-kappa B activation by arsenite through reaction with a critical cysteine in the activation loop of Ikappa B kinase.

Journal: The Journal of biological chemistry 20001117

Title: Inhibition of tat-mediated HIV-1-LTR transactivation and virus replication by sulfhydryl compounds with chelating properties.

Journal: Anticancer research 20000101

Title: Parallel induction of heme oxygenase-1 and chemoprotective phase 2 enzymes by electrophiles and antioxidants: regulation by upstream antioxidant-responsive elements (ARE).

Journal: Molecular medicine (Cambridge, Mass.) 19951101

Title: Electrophile and antioxidant regulation of enzymes that detoxify carcinogens.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19950912

Title: The effects of various kinase and phosphatase inhibitors on the transmission of the prolactin and extracellular matrix signals to rabbit alpha S1-casein and transferrin genes.

Journal: The international journal of biochemistry & cell biology 19950701

Title: Treatment of the neurologic manifestations of Wilson's disease.

Journal: Archives of neurology 19950401

Title: Phenylarsine oxide inhibits insulin-stimulated protein phosphatase 1 activity and GLUT-4 translocation.

Journal: The American journal of physiology 19940701

Title: Effects of phenylarsine oxide on insulin-stimulated system A amino acid uptake in skeletal muscle.

Journal: The American journal of physiology 19911001

Title: Arsenic poisoning in livestock.

Journal: Veterinary and human toxicology 19910601

Title: Uptake and binding of radiolabelled phenylarsine oxide in 3T3-L1 adipocytes.

Journal: The Biochemical journal 19900801

Title: 2,3 Dimercapto-1-propanol inhibits HIV-1 tat activity, viral production, and infectivity in vitro.

Journal: AIDS research and human retroviruses 19900701

Title: Rat anti-glomerular basement membrane antibodies in toxin-induced autoimmunity and in chronic graft-vs.-host reaction share recurrent idiotypes.

Journal: European journal of immunology 19900101

Title: Elevated antigalactosyl antibody titers reflect renal injury after gold or D-penicillamine in rheumatoid arthritis.

Journal: Clinical immunology and immunopathology 19860801

Title: Evidence for the involvement of vicinal sulfhydryl groups in insulin-activated hexose transport by 3T3-L1 adipocytes.

Journal: The Journal of biological chemistry 19850310

Title: A systematic survey of HLA-A,B,C and D antigens and drug toxicity in rheumatoid arthritis.

Journal: The Journal of rheumatology 19840601

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

Title: Chelation therapy in lead nephropathy.

Journal: Southern medical journal 19750801

Title: Penicillamine, a new oral therapy for Wilson's disease.

Journal: The American journal of medicine 19561001

Title: Kubota S, et al. 2,3 Dimercapto-1-propanol inhibits HIV-1 tat activity, viral production, and infectivity in vitro. AIDS Res Hum Retroviruses. 1990 Jul;6(7):919-27.

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Tags:59-52-9 Molecular Formula|59-52-9 MDL|59-52-9 SMILES|59-52-9 2,3-Dimercapto-1-propanol |Organic_Building_Blocks