Phosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl (CHEM004545)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:50:04 UTC
Update Date2016-11-09 01:09:22 UTC
Accession NumberCHEM004545
Identification
Common NamePhosphonothioic acid, methyl-, S-(2-(bis(1-methylethyl
ClassSmall Molecule
DescriptionA organic thiophosphate that is the ethyl ester of S-{2-[di(propan-2-yl)amino]ethyl} O hydrogen methylphosphonothioate. A toxic nerve agent used in chemical warfare.
Contaminant Sources
  • Clean Air Act Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Ethyl S-2-diisopropylaminoethyl methylphosphonothiolateChEBI
Ethyl-S-diisopropylaminoethyl methylthiophosphonateChEBI
O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothioateChEBI
O-Ethyl-S-[2-(N,N-diisopropylamino)ethyl] esterChEBI
S-(2-Diisopropylaminoethyl) O-ethyl methyl phosphonothiolateChEBI
VXChEBI
Ethyl S-2-diisopropylaminoethyl methylphosphonothiolic acidGenerator
Ethyl-S-diisopropylaminoethyl methylthiophosphonic acidGenerator
O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothioic acidGenerator
S-(2-Diisopropylaminoethyl) O-ethyl methyl phosphonothiolic acidGenerator
O-Ethyl S-(2-diisopropylaminoethyl)methylphosphonothioateMeSH
Agent VXMeSH
EDIMMeSH
S-(2-Diisopropylaminoethyl)ethylmethylphosphonothioateMeSH
MethylphosphonothioateMeSH
Methylphosphonothioic acid S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl esterMeSH
S-2-Diisopropylaminoethyl methyl phosphonothiolateMeSH
Ethyl ((2-(bis(propan-2-yl)amino)ethyl)sulfanyl)(methyl)phosphinateMeSH
Chemical FormulaC11H26NO2PS
Average Molecular Mass267.370 g/mol
Monoisotopic Mass267.142 g/mol
CAS Registry Number50782-69-9
IUPAC Nameethyl ({2-[bis(propan-2-yl)amino]ethyl}sulfanyl)(methyl)phosphinate
Traditional NameVX (nerve agent)
SMILESCCOP(C)(=O)SCCN(C(C)C)C(C)C
InChI IdentifierInChI=1S/C11H26NO2PS/c1-7-14-15(6,13)16-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3
InChI KeyJJIUCEJQJXNMHV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as trialkylamines. These are organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentTrialkylamines
Alternative Parents
Substituents
  • Tertiary aliphatic amine
  • Sulfenyl compound
  • Organothiophosphorus compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organophosphorus compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.51 g/LALOGPS
logP2.41ALOGPS
logP2.01ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)10.57ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity73.85 m³·mol⁻¹ChemAxon
Polarizability29.86 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0imi-2930000000-be49e4c1cd9a6e6c460bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03xu-0970000000-3da28e691bfe1dc6867fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03g0-3900000000-c2e8f882077bb9416478Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-6900000000-91ef0d3b199936c57d9aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00y0-1290000000-9c75d01421e50a3303c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03k9-5980000000-b321ca0f22e3f2c491faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udl-5950000000-2c98ab7dc3f4a0bba1bdSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0259331
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkVX_(nerve_agent)
Chemspider ID36386
ChEBI ID136185
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20947456
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21862421
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21905719
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22042427
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23083335
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23126561
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23402290
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23872337
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24517492
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=24633585
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=24766293
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=24854058
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=24972874
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=26327407
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=26561750
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=27113675
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27594690
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=27627873
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=28098192
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=28179194
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=28267914