1-(2-aminoethoxy)-1-methyl-1λ6-disulfen-1-one hydrochloride

• ChemBase ID: 160129
• Molecular Formular: C3H10ClNO2S2
• Molecular Mass: 191.7
• Monoisotopic Mass: 190.98414825
• SMILES: Cl.CS(=O)(=S)OCCN
• Canonical SMILES: CS(=S)(=O)OCCN.Cl
• InChI: InChI=1S/C3H9NO2S2.ClH/c1-8(5,7)6-3-2-4;/h2-4H2,1H3;1H
• InChIKey: NRPKIYSDVDLOTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-aminoethoxy)-1-methyl-1λ^6-disulfen-1-one hydrochloride
• IUPAC Traditional name: 1-(2-aminoethoxy)-1-methyl-1λ^6-disulfen-1-one hydrochloride
• Synonyms: Methanesulfonothioic Acid S-(2-Aminoethyl) Ester Hydrochloride; MTSEA-Chloride; 2-Aminoethyl Methanethiosulfonate Hydrochloride

Database IDs

• CAS Number: 37597-96-9
• PubChem SID: 162254264
• PubChem CID: 57363907

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.4365625
• LogD (pH = 7.4): -2.2640102
• Log P: -0.48952708
• Molar Refractivity: 36.9545 cm^3
• Polarizability: 16.076723 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Warm Ethanol; Water
• Apperance: Yellow Powder
• Melting Point: 145-147°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A609150

Reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABA receptor channel and of lactose permease. Useful for mapping the pore-lining regions of the ryanodine receptor.

REFERENCES

• Xu, M. & Akabus, M.H.: J. Biol. Chem., 268, 21505 (1993)
• Duhten, R.L., et al.: Biochemistry, 32, 3139 (1993)
• Yang, N. et al.: Neuron, 16, 113 (1993)
• Kuner, T. et al.: Neuron, 17, 343 (1993)
• Frillingos, S., & Kaback, H.R.: Biochem., 35, 3950 - 3956 (1