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137-26-8,MFCD00008325
Catalog No.:AA003UNP

137-26-8 | Tetramethylthiouram Disulfide

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5g
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100g
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003UNP
Chemical Name:
Tetramethylthiouram Disulfide
CAS Number:
137-26-8
Molecular Formula:
C6H12N2S4
Molecular Weight:
240.4329
MDL Number:
MFCD00008325
SMILES:
CN(C(=S)SSC(=S)N(C)C)C
Properties
Properties
 
BP:
129 °C (20 mmHg)  
Form:
Solid  
MP:
156-158 °C(lit.)  
Refractive Index:
1.5500 (estimate)  
Solubility:
0.0184g/l  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
158  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
1.7  

Literature

Title: An in vitro skin sensitization assay termed EpiSensA for broad sets of chemicals including lipophilic chemicals and pre/pro-haptens.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20170401

Title: Zinc- and oxidative property-dependent degradation of pro-caspase-1 and NLRP3 by ziram in mouse macrophages.

Journal: Toxicology letters 20150615

Title: Ziram and sodium N,N-dimethyldithiocarbamate inhibit ubiquitin activation through intracellular metal transport and increased oxidative stress in HEK293 cells.

Journal: Chemical research in toxicology 20150420

Title: Thiram activates NF-kappaB and enhances ICAM-1 expression in human microvascular endothelial HMEC-1 cells.

Journal: Pesticide biochemistry and physiology 20150201

Title: Gene expressions changes in bronchial epithelial cells: markers for respiratory sensitizers and exploration of the NRF2 pathway.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20140301

Title: Development of a new in vitro skin sensitization assay (Epidermal Sensitization Assay; EpiSensA) using reconstructed human epidermis.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20131201

Title: Expression and identification of recombinant chicken vascular endothelial growth factor in Pichia pastoris and its role in the pathogenesis of tibial dyschondroplasia.

Journal: Poultry science 20131201

Title: NCTC 2544 and IL-18 production: a tool for the identification of contact allergens.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130401

Title: Development of an in vitro dendritic cell-based test for skin sensitizer identification.

Journal: Chemical research in toxicology 20130318

Title: Effect of thiram on avian growth plate chondrocytes in culture.

Journal: The Journal of toxicological sciences 20130201

Title: Species-specific differences in the inhibition of human and zebrafish 11β-hydroxysteroid dehydrogenase 2 by thiram and organotins.

Journal: Toxicology 20121115

Title: Identification of degradation products of thiram in water, soil and plants using LC-MS technique.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20120901

Title: Self-healing of covalently cross-linked polymers by reshuffling thiuram disulfide moieties in air under visible light.

Journal: Advanced materials (Deerfield Beach, Fla.) 20120802

Title: The effect of inhibition of heat-shock proteins on thiram-induced tibial dyschondroplasia.

Journal: Poultry science 20120701

Title: The decrease of dopamine D₂/D₃ receptor densities in the putamen and nucleus caudatus goes parallel with maintained levels of CB₁ cannabinoid receptors in Parkinson's disease: a preliminary autoradiographic study with the selective dopamine D₂/D₃ antagonist [³H]raclopride and the novel CB₁ inverse agonist [¹²⁵I]SD7015.

Journal: Brain research bulletin 20120410

Title: Allergic contact dermatitis: epidemiology, molecular mechanisms, in vitro methods and regulatory aspects. Current knowledge assembled at an international workshop at BfR, Germany.

Journal: Cellular and molecular life sciences : CMLS 20120301

Title: [Clinical epidemiology and prevention of contact allergies. The Information Network of Departments of Dermatology (IVDK) as a register and surveillance system].

Journal: Bundesgesundheitsblatt, Gesundheitsforschung, Gesundheitsschutz 20120301

Title: Positive patch test reactions in older individuals: retrospective analysis from the North American Contact Dermatitis Group, 1994-2008.

Journal: Journal of the American Academy of Dermatology 20120201

Title: Degradation of thiram in water, soil and plants: a study by high-performance liquid chromatography.

Journal: Biomedical chromatography : BMC 20120101

Title: An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20111201

Title: Transformation of the {Fe(NO)2}9 dinitrosyl iron complexes (DNICs) into S-nitrosothiols (RSNOs) triggered by acid-base pairs.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20111118

Title: Environmental impact on vascular development predicted by high-throughput screening.

Journal: Environmental health perspectives 20111101

Title: Occupational allergic contact dermatitis of the ears caused by thiurams in a headset.

Journal: Contact dermatitis 20111001

Title: Contact allergy in the cleaning industry: analysis of contact allergy surveillance data of the Information Network of Departments of Dermatology.

Journal: Contact dermatitis 20110901

Title: Occupational contact allergy in the building trade in Germany: influence of preventive measures and changing exposure.

Journal: International archives of occupational and environmental health 20110401

Title: The intra- and inter-laboratory reproducibility and predictivity of the KeratinoSens assay to predict skin sensitizers in vitro: results of a ring-study in five laboratories.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20110401

Title: Antifungal activity of redox-active benzaldehydes that target cellular antioxidation.

Journal: Annals of clinical microbiology and antimicrobials 20110101

Title: [Tissue distribution of tetramethylthiuram disulfide in warm-blooded animals].

Journal: Sudebno-meditsinskaia ekspertiza 20110101

Title: Prevalence of contact allergy at a dermatology clinic in China from 1990-2009.

Journal: Dermatitis : contact, atopic, occupational, drug 20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Dithiocarbamates induce craniofacial abnormalities and downregulate sox9a during zebrafish development.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100901

Title: Inhibition of arenavirus infection by thiuram and aromatic disulfides.

Journal: Antiviral research 20100901

Title: The study on the time dependency and the stability of cobalt sulphide nanoparticles under an electron beam.

Journal: Journal of nanoscience and nanotechnology 20100901

Title: Contact allergy to thiurams: multifactorial analysis of clinical surveillance data collected by the IVDK network.

Journal: International archives of occupational and environmental health 20100801

Title: Gene markers in dendritic cells unravel pieces of the skin sensitization puzzle.

Journal: Toxicology letters 20100701

Title: Dithiocarbamates are teratogenic to developing zebrafish through inhibition of lysyl oxidase activity.

Journal: Toxicology and applied pharmacology 20100415

Title: One- and two-electron-transfer reactions of (dpp-Bian)Sm(dme)3.

Journal: Inorganic chemistry 20100315

Title: Synthesis, fungicidal activity, and structure-activity relationship of spiro-compounds containing macrolactam (macrolactone) and thiadiazoline rings.

Journal: Journal of agricultural and food chemistry 20100310

Title: Comparison of a novel CXCL12/CCL5 dependent migration assay with CXCL8 secretion and CD86 expression for distinguishing sensitizers from non-sensitizers using MUTZ-3 Langerhans cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20100301

Title: Mechanism of potentiation of endosulfan cytotoxicity by thiram in Ehrlich ascites tumor cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20100201

Title: Occupational allergic contact dermatitis to olanzapine.

Journal: Contact dermatitis 20100201

Title: Determination of thiram in natural waters using flow-injection with cerium(IV)-quinine chemiluminescence system.

Journal: Luminescence : the journal of biological and chemical luminescence 20100101

Title: Inactivation of respiratory syncytial virus by zinc finger reactive compounds.

Journal: Virology journal 20100101

Title: [Peculiarities of tetramethyltiuram disulfide detection in the biological material].

Journal: Sudebno-meditsinskaia ekspertiza 20100101

Title: Phytopharmacology of Ficus religiosa.

Journal: Pharmacognosy reviews 20100101

Title: Deer responses to repellent stimuli.

Journal: Journal of chemical ecology 20091201

Title: Toxicology in the fast lane: application of high-throughput bioassays to detect modulation of key enzymes and receptors.

Journal: Environmental health perspectives 20091201

Title: Inhibitory mechanism of novel inhibitors of UDP-N-acetylglucosamine enolpyruvyl transferase from Haemophilus influenzae.

Journal: Journal of microbiology and biotechnology 20091201

Title: Bis(dialkylaminethiocarbonyl)disulfides as potent and selective monoglyceride lipase inhibitors.

Journal: Journal of medicinal chemistry 20091126

Title: [Patient's comfort during cicatrization and wound protection process due to the use of Nobecutan plastic dressing administered by an aerosol].

Journal: Revista de enfermeria (Barcelona, Spain) 20091101

Title: A plasmacytoid dendritic cell (CD123+/CD11c-) based assay system to predict contact allergenicity of chemicals.

Journal: Toxicology 20091001

Title: High-throughput cell-based screening of 4910 known drugs and drug-like small molecules identifies disulfiram as an inhibitor of prostate cancer cell growth.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20091001

Title: 'Passe-partout effect' in positive patch test reactions: a novel pattern of edge effect.

Journal: Contact dermatitis 20091001

Title: Isolation and simultaneous LC analysis of thiram and its less toxic transformation product in DS formulation.

Journal: Bulletin of environmental contamination and toxicology 20090901

Title: Evaluation of protective effects of sulforaphane on DNA damage caused by exposure to low levels of pesticide mixture using comet assay.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20090901

Title: Use of IL-18 production in a human keratinocyte cell line to discriminate contact sensitizers from irritants and low molecular weight respiratory allergens.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090801

Title: The effect of precursor concentration, temperature and capping group on the morphology of CdS nanoparticles.

Journal: Journal of nanoscience and nanotechnology 20090801

Title: Dipentamethylene thiuram monosulfide is a novel inhibitor of Pin1.

Journal: Biochemical and biophysical research communications 20090703

Title: Changes in bacterial diversity and community structure following pesticides addition to soil estimated by cultivation technique.

Journal: Ecotoxicology (London, England) 20090701

Title: THP-1 monocytes but not macrophages as a potential alternative for CD34+ dendritic cells to identify chemical skin sensitizers.

Journal: Toxicology and applied pharmacology 20090415

Title: Identification of differentially expressed genes in the growth plate of broiler chickens with thiram-induced tibial dyschondroplasia.

Journal: Avian pathology : journal of the W.V.P.A 20090401

Title: Photodegradation and flow-injection determination of dithiocarbamate fungicides in natural water with chemiluminescence detection.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20090301

Title: Efficient synthesis of a fluorescent tripod detection system for pesticides by microwave-assisted click chemistry.

Journal: Carbohydrate research 20090126

Title: A study towards release dynamics of thiram fungicide from starch-alginate beads to control environmental and health hazards.

Journal: Journal of hazardous materials 20090115

Title: Influence of fulvic acids and copper ions on thiram determination in water.

Journal: Journal of agricultural and food chemistry 20080827

Title: Homolytic S-S bond dissociation of 11 bis(thiocarbonyl)disulfides R-C(=S)-S-S-C(=S)R and prediction of a novel rubber vulcanization accelerator.

Journal: Chemistry, an Asian journal 20080602

Title: Allergic contact dermatitis to rubber-containing bandages in patients with leg ulcers.

Journal: Contact dermatitis 20080601

Title: Role of p38 MAPK in the selective release of IL-8 induced by chemical allergen in naive THp-1 cells.

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

Title: Changes in antioxidant defense systems induced by thiram in V79 Chinese hamster fibroblasts.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20080201

Title: Prevalence of patch test results from 1970 to 2002 in a multi-centre population in North America (NACDG).

Journal: Contact dermatitis 20080201

Title: Complexation of the vulcanization accelerator tetramethylthiuram disulfide and related molecules with zinc compounds including zinc oxide clusters (Zn4O4).

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

Title: Effect of diet with thiram on liver antioxidant capacity and tibial dyschondroplasia in broilers.

Journal: British poultry science 20071201

Title: Flow and batch systems for copper(II) potentiometric sensing.

Journal: Talanta 20071130

Title: Thiram-induced changes in the expression of genes relating to vascularization and tibial dyschondroplasia.

Journal: Poultry science 20071101

Title: Evaluation of the efficacy of vitamin D3 or its metabolites on thiram-induced tibial dyschondroplasia in chickens.

Journal: Research in veterinary science 20071001

Title: Chemical changes in rubber allergens during vulcanization.

Journal: Contact dermatitis 20070901

Title: Oxygen consumption by Daphnia magna Straus as a marker of chemical stress in the aquatic environment.

Journal: Environmental toxicology and chemistry 20070901

Title: Cross-reactions between xanthates and rubber additives.

Journal: Dermatitis : contact, atopic, occupational, drug 20070901

Title: Induction of tibial dyschondroplasia in turkeys by tetramethylthiuram disulfide (thiram).

Journal: Poultry science 20070801

Title: Survival of bio-inoculants on fungicides-treated seeds of wheat, pea and chickpea and subsequent effect on chickpea yield.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20070801

Title: Phototactic behavior in Daphnia magna Straus as an indicator of toxicants in the aquatic environment.

Journal: Ecotoxicology and environmental safety 20070701

Title: Differential regulation of MMPs and matrix assembly in chicken and turkey growth-plate chondrocytes.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20070601

Title: Induction of tibial dyschondroplasia by carbamate and thiocarbamate pesticides.

Journal: Avian diseases 20070601

Title: Effects of dissolved carbonates and carboxylates on the sorption of thiuram disulfide pesticides on humic acids and model surfaces.

Journal: Environmental science & technology 20070415

Title: Prevalence of type I allergy to natural rubber latex and type IV allergy to latex and rubber additives in operating room staff with glove-related symptoms.

Journal: Allergy and asthma proceedings 20070101

Title: Homolytic dissociation of the vulcanization accelerator tetramethylthiuram disulfide (TMTD) and structures and stabilities of the related radicals Me2NCSn* (n = 1-4).

Journal: The Journal of organic chemistry 20061208

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Reduction of glucocorticoid receptor ligand binding by the 11-beta hydroxysteroid dehydrogenase type 2 inhibitor, Thiram.

Journal: Steroids 20061001

Title: Dithiocarbamate fungicide thiram detection: comparison of bioluminescent and fluorescent whole-cell bioassays based on hsp22 stress promoter induction.

Journal: Journal of biotechnology 20060713

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Muscular contractions in the zebrafish embryo are necessary to reveal thiuram-induced notochord distortions.

Journal: Toxicology and applied pharmacology 20060401

Title: Cross-reactivity between thiurams.

Journal: Contact dermatitis 20060301

Title: Effects of dissolved carboxylates and carbonates on the adsorption properties of thiuram disulfate pesticides.

Journal: Environmental science & technology 20060101

Title: [Biological preparations with different mechanism of action for protecting potato against fungal diseases].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20060101

Title: Pesticide exposure: the hormonal function of the female reproductive system disrupted?

Journal: Reproductive biology and endocrinology : RB&E 20060101

Title: Erythema multiforme-like eruption due to carbamates and thiuram.

Journal: Allergologia et immunopathologia 20060101

Title: Effect of glutathione depletion on apoptosis induced by thiram in Chinese hamster fibroblasts.

Journal: International immunopharmacology 20051201

Title: Chemical stress sensitive luminescent human cells: molecular biology approach using inducible Drosophila melanogaster hsp22 promoter.

Journal: Biochemical and biophysical research communications 20050923

Title: Changes in the tibial growth plates of chickens with thiram-induced dyschondroplasia.

Journal: Journal of comparative pathology 20050701

Title: PKC sulfhydryl targeting by disulfiram produces divergent isozymic regulatory responses that accord with the cancer preventive activity of the thiuram disulfide.

Journal: Antioxidants & redox signaling 20050101

Title: Clioquinol and pyrrolidine dithiocarbamate complex with copper to form proteasome inhibitors and apoptosis inducers in human breast cancer cells.

Journal: Breast cancer research : BCR 20050101

Title: Henna tattoos for children: a potential source of para-phenylenediamine and thiuram sensitization.

Journal: The British journal of dermatology 20041201

Title: Comparative efficacy of different dithiocarbamates to induce tibial dyschondroplasia in poultry.

Journal: Poultry science 20040201

Title: Glutathione, altruistic metabolite in fungi.

Journal: Advances in microbial physiology 20040101

Title: Effect of common pesticides used in the Niger Delta basin of southern Nigeria on soil microbial populations.

Journal: Environmental monitoring and assessment 20031101

Title: Thiram: degradation, applications and analytical methods.

Journal: Journal of environmental monitoring : JEM 20031001

Title: Inhibition of 11 beta-hydroxysteroid dehydrogenase type 2 by dithiocarbamates.

Journal: Biochemical and biophysical research communications 20030822

Title: Dithiocarbamyl-substituted diphosphanylmethanide complexes of manganese(I): a new type of ambivalent metalloligands.

Journal: Chemical communications (Cambridge, England) 20030821

Title: Correlation of the structures of agricultural fungicides to gene expression in Saccharomyces cerevisiae upon exposure to toxic doses.

Journal: Environmental science & technology 20030615

Title: Abnormal fertilization is responsible for reduced fecundity following thiram-induced ovulatory delay in the rat.

Journal: Biology of reproduction 20030601

Title: Thiram and ziram stimulate non-selective cation channel and induce apoptosis in PC12 cells.

Journal: Neurotoxicology 20030601

Title: Effect of prolonged exposure to low antigen concentration for sensitization.

Journal: Toxicology 20030214

Title: Occupational rubber glove allergy: results of the Information Network of Departments of Dermatology (IVDK), 1995-2001.

Journal: Contact dermatitis 20030101

Title: [Calculating risk and relative genetic effects of some alkylating agents].

Journal: Meditsina truda i promyshlennaia ekologiia 20030101

Title: Effect of cytochrome P450 inducers on the metabolism and toxicity of thiram in rats.

Journal: Veterinary and human toxicology 20021201

Title: Investigation of deaths in an area of groundnut plantations in Casamance, South of Senegal after exposure to Carbofuran, Thiram and Benomyl.

Journal: Journal of exposure analysis and environmental epidemiology 20020901

Title: Determination of the sensitising activity of the rubber contact sensitisers TMTD, ZDMC, MBT and DEA in a modified local lymph node assay and the effect of sodium dodecyl sulfate pretreatment on local lymph node responses.

Journal: Toxicology 20020701

Title: Microwave-assisted extraction (MAE)-acid hydrolysis of dithiocarbamates for trace analysis in tobacco and peaches.

Journal: Journal of agricultural and food chemistry 20020410

Title: Thiram inhibits angiogenesis and slows the development of experimental tumours in mice.

Journal: British journal of cancer 20020304

Title: Effect of antibiotics on in vitro and in vivo avian cartilage degradation.

Journal: Avian diseases 20020101

Title: Mitochondrial injury by disulfiram: two different mechanisms of the mitochondrial permeability transition.

Journal: Chemico-biological interactions 20011221

Title: Spectrophotometric determination of some pesticides in water samples after preconcentration with Saccharomyces cerevisiae immobilized on sepiolite.

Journal: Fresenius' journal of analytical chemistry 20011201

Title: Comparison of dose-responses of contact allergens using the guinea pig maximization test and the local lymph node assay.

Journal: Toxicology 20011030

Title: Patch testing discordance alert: false-negative findings with rubber additives and fragrances.

Journal: Journal of the American Academy of Dermatology 20010801

Title: Allergic contact dermatitis due to thiuram exposure from a fungicide.

Journal: The Australasian journal of dermatology 20010801

Title: Thiram-induced cytotoxicity is accompanied by a rapid and drastic oxidation of reduced glutathione with consecutive lipid peroxidation and cell death.

Journal: Toxicology 20010621

Title: An evaluation of thiram toxicity on cultured human skin fibroblasts.

Journal: Toxicology 20010511

Title: Allergic contact dermatitis from 3-iodo-2-propynyl-butylcarbamate (IPBC) - an update.

Journal: Contact dermatitis 20010501

Title: Differences in the microflora of scarified and unscarified seeds of Karwinskia humboldtiana (Rhamnaceae).

Journal: Folia microbiologica 20010101

Title: Evaluation of selected chemotypes in coupled cellular and molecular target-based screens identifies novel HIV-1 zinc finger inhibitors.

Journal: Journal of medicinal chemistry 19960913

Title: The w/w+ SMART is a useful tool for the evaluation of pesticides.

Journal: Mutagenesis 19940701

Title: Clastogenic effects of the dithiocarbamate fungicides thiram and ziram in Chinese hamster cell lines cultured in vitro.

Journal: Teratogenesis, carcinogenesis, and mutagenesis 19940101

Title: [Contact eczema caused by pesticides in East Germany].

Journal: Dermatologische Monatschrift 19890101

Title: The antifertility and antiadrenergic actions of thiocarbamate fungicides in laying hens.

Journal: Toxicology and applied pharmacology 19840201

Title: [Morphological studies on the hepatotoxic effect of Thiuram (tetramethylthiuram disulphide) in white rats].

Journal: Morphologiai es igazsagugyi orvosi szemle 19750101

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