4-[(methanesulfonylsulfanyl)methyl]-N,N,N-trimethylanilinium bromide

• ChemBase ID: 179201
• Molecular Formular: C11H18BrNO2S2
• Molecular Mass: 340.30012
• Monoisotopic Mass: 338.99623282
• SMILES: c1c(ccc(c1)[N+](C)(C)C)CSS(=O)(=O)C.[Br-]
• Canonical SMILES: CS(=O)(=O)SCc1ccc(cc1)[N+](C)(C)C.[Br-]
• InChI: InChI=1S/C11H18NO2S2.BrH/c1-12(2,3)11-7-5-10(6-8-11)9-15-16(4,13)14;/h5-8H,9H2,1-4H3;1H/q+1;/p-1
• InChIKey: OHIQMZOKVRHIFE-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(methanesulfonylsulfanyl)methyl]-N,N,N-trimethylanilinium bromide
• IUPAC Traditional name: 4-[(methanesulfonylsulfanyl)methyl]-N,N,N-trimethylanilinium bromide
• Synonyms: [4-(Trimethylammonium)benzyl] Methanethiosulfonate Bromide

Database IDs

• PubChem SID: 164235111
• PubChem CID: 71752817

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.3032913
• LogD (pH = 7.4): -2.3032913
• Log P: -2.3032913
• Molar Refractivity: 81.7466 cm^3
• Polarizability: 28.270672 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 159-160°C

Safety Information

• Storage Warning: Moisture Sensitive

DETAILS

Toronto Research Chemicals - T795825

Reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABAA receptor channel and of lactose permease.

REFERENCES

• 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)
• Holmgren, M. et al: Neuropharmacology, 35, 797 (1993)
• Chahine, M. et al.: Biochemical & Biophysical Res. Commun., 233