U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H12N2S4
Molecular Weight 240.4375
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIRAM

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

HIDE SMILES / InChI

Description
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.

CNS Activity

Curator's Comment:: Thiram may cause damage to the nervous system.

Originator

Curator's Comment:: First Produced in 1931 by DuPont, thiram is now made by Gustafson, Prochimie International and others

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The antifertility and antiadrenergic actions of thiocarbamate fungicides in laying hens.
1984 Feb
Clastogenic effects of the dithiocarbamate fungicides thiram and ziram in Chinese hamster cell lines cultured in vitro.
1994
The w/w+ SMART is a useful tool for the evaluation of pesticides.
1994 Jul
Evaluation of selected chemotypes in coupled cellular and molecular target-based screens identifies novel HIV-1 zinc finger inhibitors.
1996 Sep 13
Effect of cytochrome P450 inducers on the metabolism and toxicity of thiram in rats.
2002 Dec
Dithiocarbamyl-substituted diphosphanylmethanide complexes of manganese(I): a new type of ambivalent metalloligands.
2003 Aug 21
Effect of common pesticides used in the Niger Delta basin of southern Nigeria on soil microbial populations.
2003 Nov
Thiram: degradation, applications and analytical methods.
2003 Oct
Comparative efficacy of different dithiocarbamates to induce tibial dyschondroplasia in poultry.
2004 Feb
Changes in the tibial growth plates of chickens with thiram-induced dyschondroplasia.
2005 Jul
PKC sulfhydryl targeting by disulfiram produces divergent isozymic regulatory responses that accord with the cancer preventive activity of the thiuram disulfide.
2005 Jul-Aug
Chemical stress sensitive luminescent human cells: molecular biology approach using inducible Drosophila melanogaster hsp22 promoter.
2005 Sep 23
Cross-reactivity between thiurams.
2006 Mar
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Role of p38 MAPK in the selective release of IL-8 induced by chemical allergen in naive THp-1 cells.
2008 Mar
THP-1 monocytes but not macrophages as a potential alternative for CD34+ dendritic cells to identify chemical skin sensitizers.
2009 Apr 15
[Patient's comfort during cicatrization and wound protection process due to the use of Nobecutan plastic dressing administered by an aerosol].
2009 Nov
Dithiocarbamates are teratogenic to developing zebrafish through inhibition of lysyl oxidase activity.
2010 Apr 15
Contact allergy to thiurams: multifactorial analysis of clinical surveillance data collected by the IVDK network.
2010 Aug
Inactivation of respiratory syncytial virus by zinc finger reactive compounds.
2010 Jan 26
Gene markers in dendritic cells unravel pieces of the skin sensitization puzzle.
2010 Jul 1
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.
2010 Mar
Dithiocarbamates induce craniofacial abnormalities and downregulate sox9a during zebrafish development.
2010 Sep
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 Vivo Use Guide
Unknown
Route of Administration: Unknown
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
Name Type Language
THIRAM
HSDB   INCI   INN   ISO   MART.   MI   USAN   WHO-DD  
INCI   INN   USAN  
Official Name English
TETRAMETHYLTHIOPEROXYDICARBONIC DIAMIDE ((((CH(SUB 3))(SUB 2)N)C(S))(SUB 2)S(SUB 2))
Common Name English
THIRAM [INN]
Common Name English
THIRAM [USAN]
Common Name English
THIRAM [MI]
Common Name English
NSC-622696
Code English
SQ 1489
Code English
THIRAM [INCI]
Common Name English
NSC-1771
Code English
THIRAM [HSDB]
Common Name English
NSC-59637
Code English
SQ-1489
Code English
THIRAM [IARC]
Common Name English
REZIFILM
Brand Name English
THIRAM [ISO]
Common Name English
TETRAMETHYLTHIURAM DISULPHIDE
Systematic Name English
TETRAMETHYLTHIURAM DISULFIDE
Systematic Name English
THIRAM [MART.]
Common Name English
NSC-49512
Code English
THIRAM [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-ATC P03AA05
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
NCI_THESAURUS C1697
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
EPA PESTICIDE CODE 79801
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
NDF-RT N0000185508
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
Code System Code Type Description
NDF-RT
N0000184306
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY Cell-mediated Immunity [PE]
INN
1051
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
ECHA (EC/EINECS)
205-286-2
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
NDF-RT
N0000175629
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY Increased Histamine Release [PE]
FDA UNII
0D771IS0FH
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
NDF-RT
N0000171131
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY Allergens [Chemical/Ingredient]
EPA CompTox
137-26-8
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
EVMPD
SUB61037
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
RXCUI
10517
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C66600
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
WIKIPEDIA
THIRAM
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
DRUG CENTRAL
3601
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
MESH
D013893
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
PUBCHEM
5455
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
DRUG BANK
DB13245
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
MERCK INDEX
M10795
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY Merck Index
CAS
137-26-8
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
HSDB
863
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY
ChEMBL
CHEMBL120563
Created by admin on Sat Jun 26 09:21:29 UTC 2021 , Edited by admin on Sat Jun 26 09:21:29 UTC 2021
PRIMARY