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

Details

Stereochemistry ACHIRAL
Molecular Formula C6H12N2S4
Molecular Weight 240.433
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

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

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
[Contact eczema caused by pesticides in East Germany].
1989
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 prolonged exposure to low antigen concentration for sensitization.
2003 Feb 14
Effect of common pesticides used in the Niger Delta basin of southern Nigeria on soil microbial populations.
2003 Nov
Comparative efficacy of different dithiocarbamates to induce tibial dyschondroplasia in poultry.
2004 Feb
Clioquinol and pyrrolidine dithiocarbamate complex with copper to form proteasome inhibitors and apoptosis inducers in human breast cancer cells.
2005
Changes in the tibial growth plates of chickens with thiram-induced dyschondroplasia.
2005 Jul
Dithiocarbamate fungicide thiram detection: comparison of bioluminescent and fluorescent whole-cell bioassays based on hsp22 stress promoter induction.
2006 Jul 13
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Induction of tibial dyschondroplasia in turkeys by tetramethylthiuram disulfide (thiram).
2007 Aug
Induction of tibial dyschondroplasia by carbamate and thiocarbamate pesticides.
2007 Jun
Thiram-induced changes in the expression of genes relating to vascularization and tibial dyschondroplasia.
2007 Nov
Complexation of the vulcanization accelerator tetramethylthiuram disulfide and related molecules with zinc compounds including zinc oxide clusters (Zn4O4).
2008
Toxicology in the fast lane: application of high-throughput bioassays to detect modulation of key enzymes and receptors.
2009 Dec
[Patient's comfort during cicatrization and wound protection process due to the use of Nobecutan plastic dressing administered by an aerosol].
2009 Nov
Contact allergy to thiurams: multifactorial analysis of clinical surveillance data collected by the IVDK network.
2010 Aug
The study on the time dependency and the stability of cobalt sulphide nanoparticles under an electron beam.
2010 Sep
An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8.
2011 Dec
Development of an in vitro dendritic cell-based test for skin sensitizer identification.
2013 Mar 18
Ziram and sodium N,N-dimethyldithiocarbamate inhibit ubiquitin activation through intracellular metal transport and increased oxidative stress in HEK293 cells.
2015 Apr 20
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:31:58 GMT 2023
Edited
by admin
on Fri Dec 15 16:31:58 GMT 2023
Record UNII
0D771IS0FH
Record Status Validated (UNII)
Record Version
  • Download
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 [WHO-DD]
Common Name 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
Classification Tree Code System Code
WHO-ATC P03AA05
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
NCI_THESAURUS C1697
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
EPA PESTICIDE CODE 79801
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
NDF-RT N0000185508
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
Code System Code Type Description
NSC
1771
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
NSC
49512
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
NDF-RT
N0000184306
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY Cell-mediated Immunity [PE]
NSC
622696
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
INN
1051
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
ALANWOOD
thiram
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-286-2
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY Increased Histamine Release [PE]
FDA UNII
0D771IS0FH
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
NDF-RT
N0000171131
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY Allergens [Chemical/Ingredient]
EPA CompTox
DTXSID5021332
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
NSC
59637
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
DAILYMED
0D771IS0FH
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
EVMPD
SUB61037
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
RXCUI
10517
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C66600
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
WIKIPEDIA
THIRAM
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
DRUG CENTRAL
3601
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
MESH
D013893
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
CHEBI
9495
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
SMS_ID
100000134278
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
PUBCHEM
5455
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
DRUG BANK
DB13245
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
MERCK INDEX
m10795
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY Merck Index
CAS
137-26-8
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
HSDB
863
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
ChEMBL
CHEMBL120563
Created by admin on Fri Dec 15 16:31:58 GMT 2023 , Edited by admin on Fri Dec 15 16:31:58 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY