Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H12N2S4 |
Molecular Weight | 240.433 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)C(=S)SSC(=S)N(C)C
InChI
InChIKey=KUAZQDVKQLNFPE-UHFFFAOYSA-N
InChI=1S/C6H12N2S4/c1-7(2)5(9)11-12-6(10)8(3)4/h1-4H3
Molecular Formula | C6H12N2S4 |
Molecular Weight | 240.433 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created using several sources including:
http://pmep.cce.cornell.edu/profiles/extoxnet/pyrethrins-ziram/thiram-ext.html; http://www.beyondpesticides.org/assets/media/documents/pesticides/factsheets/thiram.pdf
Curator's Comment: Description was created using several sources including:
http://pmep.cce.cornell.edu/profiles/extoxnet/pyrethrins-ziram/thiram-ext.html; http://www.beyondpesticides.org/assets/media/documents/pesticides/factsheets/thiram.pdf
Thiram is a pesticide, It is used as a fungicide, ectoparasiticide to prevent fungal diseases in seed and crops. It is also used as an animal repellent to protect fruit trees and ornamentals from damage by rabbits, rodents and deer. Thiram belongs to the ethylene bisdithiocarbamate (EBDC) chemical class. It is available as dust, flowable, wettable powder, water dispersible granules, and water suspension formulations and in mixtures with other fungicides. Thiram has been used in the treatment of human scabies, as a sun screen and as a bactericide applied directly to the skin or incorporated into soap. Thiram is a skin sensitizer. It is moderately toxic by ingestion, but it is highly toxic if inhaled. Acute exposure in humans may cause headaches, dizziness, fatigue, nausea, diarrhea and other gastrointestinal complaints. In rats and mice, large doses of thiram produced muscle incoordination, hyperactivity followed by inactivity, loss of muscular tone, labored breathing, convulsions and death.
Originator
Sources: http://www.beyondpesticides.org/assets/media/documents/pesticides/factsheets/thiram.pdf
Curator's Comment: First Produced in 1931 by DuPont, thiram is now made by Gustafson, Prochimie International and others
Approval Year
PubMed
Title | Date | PubMed |
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The antifertility and antiadrenergic actions of thiocarbamate fungicides in laying hens. | 1984 Feb |
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[Contact eczema caused by pesticides in East Germany]. | 1989 |
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Clastogenic effects of the dithiocarbamate fungicides thiram and ziram in Chinese hamster cell lines cultured in vitro. | 1994 |
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The w/w+ SMART is a useful tool for the evaluation of pesticides. | 1994 Jul |
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Evaluation of selected chemotypes in coupled cellular and molecular target-based screens identifies novel HIV-1 zinc finger inhibitors. | 1996 Sep 13 |
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Effect of prolonged exposure to low antigen concentration for sensitization. | 2003 Feb 14 |
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Effect of common pesticides used in the Niger Delta basin of southern Nigeria on soil microbial populations. | 2003 Nov |
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Comparative efficacy of different dithiocarbamates to induce tibial dyschondroplasia in poultry. | 2004 Feb |
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Clioquinol and pyrrolidine dithiocarbamate complex with copper to form proteasome inhibitors and apoptosis inducers in human breast cancer cells. | 2005 |
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Changes in the tibial growth plates of chickens with thiram-induced dyschondroplasia. | 2005 Jul |
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Dithiocarbamate fungicide thiram detection: comparison of bioluminescent and fluorescent whole-cell bioassays based on hsp22 stress promoter induction. | 2006 Jul 13 |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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Induction of tibial dyschondroplasia in turkeys by tetramethylthiuram disulfide (thiram). | 2007 Aug |
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Induction of tibial dyschondroplasia by carbamate and thiocarbamate pesticides. | 2007 Jun |
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Thiram-induced changes in the expression of genes relating to vascularization and tibial dyschondroplasia. | 2007 Nov |
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Complexation of the vulcanization accelerator tetramethylthiuram disulfide and related molecules with zinc compounds including zinc oxide clusters (Zn4O4). | 2008 |
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Toxicology in the fast lane: application of high-throughput bioassays to detect modulation of key enzymes and receptors. | 2009 Dec |
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[Patient's comfort during cicatrization and wound protection process due to the use of Nobecutan plastic dressing administered by an aerosol]. | 2009 Nov |
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Contact allergy to thiurams: multifactorial analysis of clinical surveillance data collected by the IVDK network. | 2010 Aug |
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The study on the time dependency and the stability of cobalt sulphide nanoparticles under an electron beam. | 2010 Sep |
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An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8. | 2011 Dec |
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Development of an in vitro dendritic cell-based test for skin sensitizer identification. | 2013 Mar 18 |
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Ziram and sodium N,N-dimethyldithiocarbamate inhibit ubiquitin activation through intracellular metal transport and increased oxidative stress in HEK293 cells. | 2015 Apr 20 |
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Zinc- and oxidative property-dependent degradation of pro-caspase-1 and NLRP3 by ziram in mouse macrophages. | 2015 Jun 15 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23358143
The chondrocytes, isolated from proximal tibial growth plates of 2-week old chickens, were cultured with or without a sub-lethal (1 uM) concentration of thiram for 48 hr
Substance Class |
Chemical
Created
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admin
on
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Fri Dec 15 16:31:58 GMT 2023
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Record UNII |
0D771IS0FH
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Validated (UNII)
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WHO-ATC |
P03AA05
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NCI_THESAURUS |
C1697
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EPA PESTICIDE CODE |
79801
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NDF-RT |
N0000185508
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N0000184306
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1051
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thiram
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N0000175629
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0D771IS0FH
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N0000171131
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C66600
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THIRAM
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m10795
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137-26-8
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