amine bis(1,2-13C2)ethyl sulfanylphosphonate

• ChemBase ID: 167369
• Molecular Formular: C4H14NO3PS
• Molecular Mass: 191.16824035
• Monoisotopic Mass: 191.0566203
• SMILES: P(=O)(S)(O[13CH2][13CH3])O[13CH2][13CH3].N
• Canonical SMILES: [13CH3][13CH2]OP(=O)(O[13CH2][13CH3])S.N
• InChI: InChI=1S/C4H11O3PS.H3N/c1-3-6-8(5,9)7-4-2;/h3-4H2,1-2H3,(H,5,9);1H3/i1+1,2+1,3+1,4+1
• InChIKey: IBGKZCJDWXXWNU-UJNKEPEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: amine bis(1,2-^1^3C₂)ethyl sulfanylphosphonate
• IUPAC Traditional name: amine bis(1,2-^1^3C₂)ethyl sulfanylphosphonate
• Synonyms: Phosphorothioic Acid O,O-Diethyl Ester-13C4 Ammonium Salt; Ammonium Ethyl Phosphorothioate-13C4; Ammonium O,O-Diethyl-13C4 Phosphorothioate; Ammonium O,O-Diethyl Thiophosphate-13C4; O,O-Diethyl Thiophosphate-13C4 Ammonium Salt

Database IDs

• PubChem SID: 162261502
• PubChem CID: 71316061

CALCULATED PROPERTIES

• Acid pKa: 0.97386116
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.3475291
• LogD (pH = 7.4): -0.34796187
• Log P: 1.1950146
• Molar Refractivity: 37.1049 cm^3
• Polarizability: 15.979835 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D445122

Labelled O,O-Diethyl Thiophosphate (D445120). Used in the synthesis of novel phosphorothioates and phosphorodithioates as cholinesterase inhibitor.

REFERENCES

• Sussman, J., et al.: Science, 253, 872 (1991)
• Mallender, W., et al.: J. Biol. Chem 1999, 274, 8491,