amine diethyl sulfanylphosphonate

• ChemBase ID: 167368
• Molecular Formular: C4H14NO3PS
• Molecular Mass: 187.197621
• Monoisotopic Mass: 187.04320094
• SMILES: P(=O)(S)(OCC)OCC.N
• Canonical SMILES: CCOP(=O)(OCC)S.N
• InChI: InChI=1S/C4H11O3PS.H3N/c1-3-6-8(5,9)7-4-2;/h3-4H2,1-2H3,(H,5,9);1H3
• InChIKey: IBGKZCJDWXXWNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: amine diethyl sulfanylphosphonate
• IUPAC Traditional name: amine diethyl sulfanylphosphonate
• Synonyms: Phosphorothioic Acid O,O-Diethyl Ester Ammonium Salt; Ammonium Ethyl Phosphorothioate; Ammonium O,O-Diethyl Phosphorothioate; Ammonium O,O-Diethyl Thiophosphate; O,O-Diethyl Thiophosphate Ammonium Salt

Database IDs

• CAS Number: 5871-16-9
• PubChem SID: 162261501
• PubChem CID: 14449583

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 - 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,