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

Details

Stereochemistry ACHIRAL
Molecular Formula C2H5N3S2
Molecular Weight 135.211
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOIMIDODICARBONIC DIAMIDE

SMILES

NC(=S)NC(N)=S

InChI

InChIKey=JIRRNZWTWJGJCT-UHFFFAOYSA-N
InChI=1S/C2H5N3S2/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7)

HIDE SMILES / InChI

Molecular Formula C2H5N3S2
Molecular Weight 135.211
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Thioimidodicarbonic diamide (Dithiobiuret) is an organosulfur compound used as a plasticizer, a rubber accelerator and as an intermediate in pesticide manufacturing. Chronic administration of dithiobiuret induces a neuromuscular syndrome of flaccid muscle weakness. Mechanisms underlying this effect involve disruptions of acetylcholine (ACh) release and possibly modulation of the ACh receptor channel complex functioning.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2362997
Sources: Dithiobiuret decreased mean open time of ion channels.
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Impairment of synaptic vesicle exocytosis and recycling during neuromuscular weakness produced in mice by 2,4-dithiobiuret.
2002 Dec
Morphometric characterization of the neuromuscular junction of rodents intoxicated with 2,4-dithiobiuret: evidence that nerve terminal recycling processes contribute to muscle weakness.
2004 Apr 15
Toxicological evaluation of the staircase test for assessing fine motor movements.
2004 Jan-Feb
Synaptic cysteine sulfhydryl groups as targets of electrophilic neurotoxicants.
2006 Dec
SNARE-dependent glutamate release in megakaryocytes.
2010 Jun
Loss of STOP protein impairs peripheral olfactory neurogenesis.
2010 Sep 15
Patents

Patents

Sample Use Guides

To induce muscle weakness, dithiobiuret was injected intraperitoneally for 6 days at 1mg/kg.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Effect of dithiobiuret (DTB) on AChR channel currents was recorded from G8 myotubes. Currents were recorded using standard patch voltage-clamp techniques on cell-free patches in the “outside-out” configuration. DTB was applied at concentrations 1-10 uM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:08:17 GMT 2023
Edited
by admin
on Fri Dec 15 19:08:17 GMT 2023
Record UNII
T40X2KXL53
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIOIMIDODICARBONIC DIAMIDE
Systematic Name English
2,4-DITHIOBIURET [MI]
Common Name English
DITHIOBIURET
Systematic Name English
2,4-DITHIOBIURET
HSDB   MI  
Systematic Name English
THIOIMIDODICARBONICDIAMIDE
Systematic Name English
NSC-7761
Code English
2,4-DITHIOBIURET [HSDB]
Common Name English
Code System Code Type Description
FDA UNII
T40X2KXL53
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID2034968
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
HSDB
6047
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
MERCK INDEX
m4684
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
208-784-8
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
CAS
541-53-7
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
PUBCHEM
2758725
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
NSC
7761
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
WIKIPEDIA
DITHIOBIURET
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY
MESH
C007540
Created by admin on Fri Dec 15 19:08:17 GMT 2023 , Edited by admin on Fri Dec 15 19:08:17 GMT 2023
PRIMARY