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
SMILES
OCCSCCO
InChI
InChIKey=YODZTKMDCQEPHD-UHFFFAOYSA-N
InChI=1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation. | 2011-03-15 |
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| Amino acid availability controls TRB3 transcription in liver through the GCN2/eIF2α/ATF4 pathway. | 2010-12-21 |
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| New reagents for enhanced liquid chromatographic separation and charging of intact protein ions for electrospray ionization mass spectrometry. | 2010-09-01 |
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| Point scanning confocal microscopy facilitates 3D human hair follicle imaging in tissue sections. | 2010-07-01 |
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| Capsaicinoids, chloropicrin and sulfur mustard: possibilities for exposure biomarkers. | 2010 |
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| Modified titania nanotubes for decontamination of sulphur mustard. | 2009-08-15 |
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| Biodegradation of thiodiglycol, a hydrolyzate of the chemical weapon Yperite, by benzothiophene-desulfurizing bacteria. | 2009-08-15 |
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| Microbial responses to mustard gas dumped in the Baltic Sea. | 2009-08 |
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| Reactions of sulphur mustard and sarin on V 1.02 O 2.98 nanotubes. | 2009-07-30 |
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| 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. | 2009-06-29 |
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| 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. | 2009-04-03 |
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| Screening hydrolysis products of sulfur mustard agents by high-performance liquid chromatography with inductively coupled plasma mass spectrometry detection. | 2009-04 |
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| New insights into the biodegradation of thiodiglycol, the hydrolysis product of Yperite (sulfur mustard gas). | 2009-04 |
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| Kinetics of the degradation of sulfur mustard on ambient and moist concrete. | 2009-02-15 |
|
| Water-induced hydrophobicity of soy protein materials containing 2,2-diphenyl-2-hydroxyethanoic acid. | 2008-09 |
|
| Sulfur mustard research--strategies for the development of improved medical therapy. | 2008-06-10 |
|
| The effect of mustard gas on the biological activity of soil. | 2008-03 |
|
| Gas chromatographic-mass spectrometric analysis of sulfur mustard-plasma protein adducts: validation and use in a rat inhalation model. | 2008-02-14 |
|
| Improvements in the methodology of monitoring sulfur mustard exposure by gas chromatography-mass spectrometry analysis of cleaved and derivatized blood protein adducts. | 2008-02-14 |
|
| Analysis of urinary metabolites of sulfur mustard in two individuals after accidental exposure. | 2008-02-14 |
|
| Chronic health effects of sulphur mustard exposure with special reference to Iranian veterans. | 2008 |
|
| Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy. | 2007-10-30 |
|
| Destruction of chemical agent simulants in a supercritical water oxidation bench-scale reactor. | 2007-08-17 |
|
| Soil bacterium Pseudomonas sp.: destroyer of mustard gas hydrolysis products. | 2007-08 |
|
| Developmental toxicity of thiodiglycol in Sprague-Dawley rats. | 2007-07-31 |
|
| Differential affinity of mammalian histone H1 somatic subtypes for DNA and chromatin. | 2007-05-11 |
|
| Analysis of the sulphur mustard metabolites thiodiglycol and thiodiglycol sulphoxide in urine using isotope-dilution gas chromatography-ion trap tandem mass spectrometry. | 2007-01-01 |
|
| 2,2'-thiodiethanol: a new water soluble mounting medium for high resolution optical microscopy. | 2007-01 |
|
| Thiodiglycol, the hydrolysis product of sulfur mustard: analysis of in vitro biotransformation by mammalian alcohol dehydrogenases using nuclear magnetic resonance. | 2006-06-15 |
|
| Toxicity assessment of thiodiglycol. | 2006-01-06 |
|
| NMR analysis of thiodiglycol oxidation by Mammalian alcohol dehydrogenases. | 2006 |
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| Contact angle anomalies indicate that surface-active eluates from silicone coatings inhibit the adhesive mechanisms of fouling organisms. | 2006 |
|
| Electrospray ionization tandem mass spectral analysis of oxidation products of precursors of sulfur mustards. | 2006 |
|
| Mercury transformations in chemical agent simulant as characterized by X-ray absorption fine spectroscopy. | 2005-10-15 |
|
| 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. | 2005-07 |
|
| Kinetics of degradation of sulphur mustard on impregnated carbons. | 2005-05-20 |
|
| Reactions of sulphur mustard on impregnated carbons. | 2004-12-31 |
|
| Determination of thiodiglycol, a mustard gas hydrolysis product by gas chromatography-mass spectrometry after tert-butyldimethylsilylation. | 2004-12-24 |
|
| Packed capillary liquid chromatography-electrospray ionization (tandem) mass spectrometry of mustard hydrolysis products in soil. | 2004-11-26 |
|
| Ring-opening reactions induced by gold(I) of five- and four-coordinate palladium(II) and platinum(II) complexes containing tripodal or linear polyphosphines. | 2004-08-21 |
|
| Oxoammonium salts. 9. Oxidative dimerization of polyfunctional primary alcohols to esters. An interesting beta oxygen effect. | 2004-07-23 |
|
| Quantitation of the sulfur mustard metabolites 1,1'-sulfonylbis[2-(methylthio)ethane] and thiodiglycol in urine using isotope-dilution Gas chromatography-tandem mass spectrometry. | 2004-07-09 |
|
| Monitoring sulfur mustard exposure by gas chromatography-mass spectrometry analysis of thiodiglycol cleaved from blood proteins. | 2004-07-09 |
|
| [Thiodiglycol metabolism in Alcaligenes xylosoxydans subsp. denitrificans]. | 2002-11-27 |
|
| Percutaneous absorption of explosives and related compounds: an empirical model of bioavailability of organic nitro compounds from soil. | 2002-07-15 |
|
| [The bioutilization of thiodiglycol (a breakdown product of mustard gas): isolation of degraders and investigation of degradation conditions]. | 2002-05-25 |
|
| Transformation of thiodiglycol by resting cells of Alcaligenes xylosoxydans PGH10. | 2002-04-06 |
|
| Analysis of the degradation compounds of chemical warfare agents using liquid chromatography/mass spectrometry. | 2001-12 |
|
| Overalkylation of a protein digest with iodoacetamide. | 2001-08-01 |
|
| Capillary gas chromatography-atomic emission spectroscopy-mass spectrometry analysis of sulphur mustard and transformation products in a block recovered from the Baltic Sea. | 2001-06-01 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16393936
NOAEL (rat) 500 mg/kg/day for 90 days
Route of Administration:
Oral
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C1590
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75184
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THIODIGLYCOL
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ACTIVE MOIETY