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Details

Stereochemistry ACHIRAL
Molecular Formula C4H10O2S
Molecular Weight 122.186
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIODIGLYCOL

SMILES

OCCSCCO

InChI

InChIKey=YODZTKMDCQEPHD-UHFFFAOYSA-N
InChI=1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2

HIDE SMILES / InChI

Molecular Formula C4H10O2S
Molecular Weight 122.186
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Thiodiglycol is the organosulfur structurally similar to diethylene glycol used as a solvent in a variety of applications ranging from dyeing textiles to inks in some ballpoint pens. In chemical synthesis, it is used as a building block for protection products, dispersants, fibers, plasticizers, rubber accelerators, pesticides, dyes, and various other organic chemicals. In the manufacture of polymers, it is used as a chain transfer agent. Thiodiglycol is a precursor in the production of Sulfur mustard and it is also considered as a “Schedule 2” compound (dual-use chemicals with low to moderate commercial use and high-risk precursors) within the terms of the Chemical Weapons Convention treaty.

Approval Year

Targets

Targets

PubMed

PubMed

TitleDatePubMed
Genetic modification of glaucoma associated phenotypes between AKXD-28/Ty and DBA/2J mice.
2001
Overalkylation of a protein digest with iodoacetamide.
2001 Aug 1
Analysis of the degradation compounds of chemical warfare agents using liquid chromatography/mass spectrometry.
2001 Dec
Reactions of VX, GB, GD, and HD with nanosize Al(2)O(3). Formation of aluminophosphonates.
2001 Feb 28
Extraction of thiodiglycol from soil using pressurised liquid extraction.
2001 Jan 12
Capillary gas chromatography-atomic emission spectroscopy-mass spectrometry analysis of sulphur mustard and transformation products in a block recovered from the Baltic Sea.
2001 Jun 1
Determination of thiodyglycol in groundwater using solid-phase extraction followed by gas chromatography with mass spectrometric detection in the selected-ion mode.
2001 Mar 9
Percutaneous absorption of explosives and related compounds: an empirical model of bioavailability of organic nitro compounds from soil.
2002 Jul 15
[The bioutilization of thiodiglycol (a breakdown product of mustard gas): isolation of degraders and investigation of degradation conditions].
2002 Mar-Apr
Transformation of thiodiglycol by resting cells of Alcaligenes xylosoxydans PGH10.
2002 Mar-Apr
[Thiodiglycol metabolism in Alcaligenes xylosoxydans subsp. denitrificans].
2002 Sep-Oct
Ring-opening reactions induced by gold(I) of five- and four-coordinate palladium(II) and platinum(II) complexes containing tripodal or linear polyphosphines.
2004 Aug 21
Determination of thiodiglycol, a mustard gas hydrolysis product by gas chromatography-mass spectrometry after tert-butyldimethylsilylation.
2004 Dec 24
Reactions of sulphur mustard on impregnated carbons.
2004 Dec 31
Oxoammonium salts. 9. Oxidative dimerization of polyfunctional primary alcohols to esters. An interesting beta oxygen effect.
2004 Jul 23
Quantitation of the sulfur mustard metabolites 1,1'-sulfonylbis[2-(methylthio)ethane] and thiodiglycol in urine using isotope-dilution Gas chromatography-tandem mass spectrometry.
2004 Jul-Aug
Monitoring sulfur mustard exposure by gas chromatography-mass spectrometry analysis of thiodiglycol cleaved from blood proteins.
2004 Jul-Aug
Packed capillary liquid chromatography-electrospray ionization (tandem) mass spectrometry of mustard hydrolysis products in soil.
2004 Nov 26
Quantitative analysis of the sulfur mustard hydrolysis product thiodiglycol (2,2'-sulfobisethanol) in in vivo microdialysates using gas chromatography coupled with pulsed flame photometric detection.
2005 Jul
Kinetics of degradation of sulphur mustard on impregnated carbons.
2005 May 20
Toxicity assessment of thiodiglycol.
2005 Nov-Dec
Mercury transformations in chemical agent simulant as characterized by X-ray absorption fine spectroscopy.
2005 Oct 15
NMR analysis of thiodiglycol oxidation by Mammalian alcohol dehydrogenases.
2006
2,2'-thiodiethanol: a new water soluble mounting medium for high resolution optical microscopy.
2007 Jan
Differential affinity of mammalian histone H1 somatic subtypes for DNA and chromatin.
2007 May 11
Chronic health effects of sulphur mustard exposure with special reference to Iranian veterans.
2008
The effect of mustard gas on the biological activity of soil.
2008 Mar
Water-induced hydrophobicity of soy protein materials containing 2,2-diphenyl-2-hydroxyethanoic acid.
2008 Sep
Screening hydrolysis products of sulfur mustard agents by high-performance liquid chromatography with inductively coupled plasma mass spectrometry detection.
2009 Apr
Optimization of codon composition and regulatory elements for expression of human insulin like growth factor-1 in transgenic chloroplasts and evaluation of structural identity and function.
2009 Apr 3
Microbial responses to mustard gas dumped in the Baltic Sea.
2009 Aug
Modified titania nanotubes for decontamination of sulphur mustard.
2009 Aug 15
Reactions of sulphur mustard and sarin on V 1.02 O 2.98 nanotubes.
2009 Jul 30
Comparison of metal-dependent catalysis by HIV-1 and ASV integrase proteins using a new and rapid, moderate throughput assay for joining activity in solution.
2009 Jun 29
Capsaicinoids, chloropicrin and sulfur mustard: possibilities for exposure biomarkers.
2010
Amino acid availability controls TRB3 transcription in liver through the GCN2/eIF2α/ATF4 pathway.
2010 Dec 21
Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation.
2011 Mar 15
Patents

Sample Use Guides

NOAEL (rat) 500 mg/kg/day for 90 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:47:22 GMT 2023
Edited
by admin
on Fri Dec 15 15:47:22 GMT 2023
Record UNII
9BW5T43J04
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIODIGLYCOL
HSDB   INCI   INN  
INN   INCI  
Official Name English
NSC-6289
Code English
THIODIGLYCOL [INCI]
Common Name English
thiodiglycol [INN]
Common Name English
THIODIGLYCOL [HSDB]
Common Name English
2,2'-THIODIETHANOL [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1590
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C75295
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
ChEMBL
CHEMBL444480
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
MERCK INDEX
m10753
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY Merck Index
HSDB
7482
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
EPA CompTox
DTXSID6026878
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
INN
199
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
EVMPD
SUB10977MIG
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
MESH
C047519
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
NSC
6289
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
FDA UNII
9BW5T43J04
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
CAS
111-48-8
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
CHEBI
75184
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
WIKIPEDIA
THIODIGLYCOL
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
SMS_ID
100000082420
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-874-3
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
PUBCHEM
5447
Created by admin on Fri Dec 15 15:47:22 GMT 2023 , Edited by admin on Fri Dec 15 15:47:22 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY