methyl N-(4-methylbenzenesulfonyl)carbamate

• ChemBase ID: 178763
• Molecular Formular: C9H11NO4S
• Molecular Mass: 229.25294
• Monoisotopic Mass: 229.04087884
• SMILES: c1c(ccc(c1)S(=O)(=O)NC(=O)OC)C
• Canonical SMILES: COC(=O)NS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C9H11NO4S/c1-7-3-5-8(6-4-7)15(12,13)10-9(11)14-2/h3-6H,1-2H3,(H,10,11)
• InChIKey: KNVDHKOSDVFZTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-(4-methylbenzenesulfonyl)carbamate
• IUPAC Traditional name: methyl N-(4-methylbenzenesulfonyl)carbamate
• Synonyms: (p-Tolylsulfonyl)carbamic Acid Methyl Ester; [(4-Methylphenyl)sulfonyl]carbamic Acid Methyl Ester; Methyl N-(p-toluenesulfonyl)carbamate; Methyl N-(p-Tosyl)carbamate; N-(p-Tosyl)carbamic Acid Methyl Ester

Database IDs

• CAS Number: 14437-03-7
• PubChem SID: 164234673
• PubChem CID: 84437

CALCULATED PROPERTIES

• Acid pKa: 2.9597301
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.76724297
• LogD (pH = 7.4): 0.75777537
• Log P: 1.7005974
• Molar Refractivity: 54.4466 cm^3
• Polarizability: 21.897726 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T630200

N-(p-Tosyl)carbamic Acid Methyl Ester is a degradation product of Gliclazide.

REFERENCES

• Bansal, G. et al.: J. Liq. Chrom. Rel. Technol., 31, 2174 (2008)