({4-[(methanesulfonylsulfanyl)methyl]phenyl}methyl)trimethylazanium chloride

• ChemBase ID: 179212
• Molecular Formular: C12H20ClNO2S2
• Molecular Mass: 309.8757
• Monoisotopic Mass: 309.06239857
• SMILES: c1c(ccc(c1)CSS(=O)(=O)C)C[N+](C)(C)C.[Cl-]
• Canonical SMILES: C[N+](Cc1ccc(cc1)CSS(=O)(=O)C)(C)C.[Cl-]
• InChI: InChI=1S/C12H20NO2S2.ClH/c1-13(2,3)9-11-5-7-12(8-6-11)10-16-17(4,14)15;/h5-8H,9-10H2,1-4H3;1H/q+1;/p-1
• InChIKey: KFUBTBJFZYWRQZ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: ({4-[(methanesulfonylsulfanyl)methyl]phenyl}methyl)trimethylazanium chloride
• IUPAC Traditional name: ({4-[(methanesulfonylsulfanyl)methyl]phenyl}methyl)trimethylazanium chloride
• Synonyms: N,N,N-Trimethyl-4-[[(methylsulfonyl)thio]methyl]benzenemethanaminium Chloride; 4-(Trimethylammonium)methyl]benzyl Methanethiosulfonate Chloride

Database IDs

• PubChem SID: 164235122
• PubChem CID: 71752825

CALCULATED PROPERTIES

• Acid pKa: 15.900882
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.5839355
• LogD (pH = 7.4): -2.5839355
• Log P: -2.5839355
• Molar Refractivity: 86.5816 cm^3
• Polarizability: 30.131277 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: Pale Pink Solid
• Melting Point: 109-111°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture Sensitive: Desiccate

DETAILS

Toronto Research Chemicals - T795915

Reacts specifically and rapidly with thiols to form mixed disulfides.

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., 23