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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

CNS Active
3913
Curator's Comment: Thiram may cause damage to the nervous system.

Originator

DuPont
6
Curator's Comment: First Produced in 1931 by DuPont, thiram is now made by Gustafson, Prochimie International and others

Approval Year

1994
149
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The antifertility and antiadrenergic actions of thiocarbamate fungicides in laying hens.
1984 Feb
The w/w+ SMART is a useful tool for the evaluation of pesticides.
1994 Jul
Allergic contact dermatitis due to thiuram exposure from a fungicide.
2001 Aug
Comparison of dose-responses of contact allergens using the guinea pig maximization test and the local lymph node assay.
2001 Oct 30
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
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
Pesticide exposure: the hormonal function of the female reproductive system disrupted?
2006 May 31
Reduction of glucocorticoid receptor ligand binding by the 11-beta hydroxysteroid dehydrogenase type 2 inhibitor, Thiram.
2006 Oct
Flow and batch systems for copper(II) potentiometric sensing.
2007 Nov 30
Changes in antioxidant defense systems induced by thiram in V79 Chinese hamster fibroblasts.
2008 Feb
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.
2008 Jun 2
Role of p38 MAPK in the selective release of IL-8 induced by chemical allergen in naive THp-1 cells.
2008 Mar
Use of IL-18 production in a human keratinocyte cell line to discriminate contact sensitizers from irritants and low molecular weight respiratory allergens.
2009 Aug
A plasmacytoid dendritic cell (CD123+/CD11c-) based assay system to predict contact allergenicity of chemicals.
2009 Oct 1
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
The study on the time dependency and the stability of cobalt sulphide nanoparticles under an electron beam.
2010 Sep
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.
2011 Apr
Environmental impact on vascular development predicted by high-throughput screening.
2011 Nov
Species-specific differences in the inhibition of human and zebrafish 11β-hydroxysteroid dehydrogenase 2 by thiram and organotins.
2012 Nov 15
Development of a new in vitro skin sensitization assay (Epidermal Sensitization Assay; EpiSensA) using reconstructed human epidermis.
2013 Dec
Effect of thiram on avian growth plate chondrocytes in culture.
2013 Feb
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

Patents

03992448
1
JP2002338758A
1
JP2004196684A
1
JP2004292593A
1
JP2005041974A
1
JP2005263916A
1
JP2005502754A
3
JP2005504859A
1
JP2005519144A
1
JP2006167919A
1
JP2007169253A
1
JP2007262199A
1
JP2008509189A
188
JP2009030037A
1
JP2009108117A
1
JP2010515782A
1
JP2011527306A
55
JP4728220B2
15
JP4794454B2
3
JP5369690B2
1
JPH00356544A
1
JPH02214758A
1
JPH02227444A
1
JPH0234644A
1
JPH0359087A
1
JPH04348161A
1
JPH04353568A
2
JPH0459842A
1
JPH05139919A
2
JPH05170723A
1
JPH069822A
1
JPH07252103A
1
JPH0753234A
1
JPH0820675A
1
JPH09132005A
1
JPH0920847A
1
JPS05910504A
1
JPS53149284A
1
JPS5364263A
1
JPS5399293A
1
JPS5653604A
1
JPS57149357A
1
JPS57159846A
1
JPS58198549A
1
JPS582321A
1
JPS5910504A
1
JPS59106406A
2
JPS5943244A
1
JPS6060193A
2
JPS6443549A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 UTC 2023
Edited
by admin
on Fri Dec 15 16:31:58 UTC 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 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
NCI_THESAURUS C1697
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
EPA PESTICIDE CODE 79801
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
NDF-RT N0000185508
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
Code System Code Type Description
NSC
1771
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
NSC
49512
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
NDF-RT
N0000184306
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY Cell-mediated Immunity [PE]
NSC
622696
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
INN
1051
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
ALANWOOD
thiram
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
ECHA (EC/EINECS)
205-286-2
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY Increased Histamine Release [PE]
FDA UNII
0D771IS0FH
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
NDF-RT
N0000171131
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY Allergens [Chemical/Ingredient]
EPA CompTox
DTXSID5021332
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
NSC
59637
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
DAILYMED
0D771IS0FH
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
EVMPD
SUB61037
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
RXCUI
10517
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C66600
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
WIKIPEDIA
THIRAM
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
DRUG CENTRAL
3601
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
MESH
D013893
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
CHEBI
9495
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
SMS_ID
100000134278
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
PUBCHEM
5455
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
DRUG BANK
DB13245
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
MERCK INDEX
m10795
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY Merck Index
CAS
137-26-8
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
HSDB
863
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
ChEMBL
CHEMBL120563
Created by admin on Fri Dec 15 16:31:58 UTC 2023 , Edited by admin on Fri Dec 15 16:31:58 UTC 2023
PRIMARY
Related Record Type Details
Structure of THIRAM
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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