ethyl N-[(4-{[3-(hydroxymethyl)phenyl]amino}pyridin-3-yl)sulfonyl]carbamate

• ChemBase ID: 173960
• Molecular Formular: C15H17N3O5S
• Molecular Mass: 351.37758
• Monoisotopic Mass: 351.08889166
• SMILES: c1cc(cc(c1)CO)Nc1c(cncc1)S(=O)(=O)NC(=O)OCC
• Canonical SMILES: CCOC(=O)NS(=O)(=O)c1cnccc1Nc1cccc(c1)CO
• InChI: InChI=1S/C15H17N3O5S/c1-2-23-15(20)18-24(21,22)14-9-16-7-6-13(14)17-12-5-3-4-11(8-12)10-19/h3-9,19H,2,10H2,1H3,(H,16,17)(H,18,20)
• InChIKey: GGJBUCBJVLHVQG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-[(4-{[3-(hydroxymethyl)phenyl]amino}pyridin-3-yl)sulfonyl]carbamate
• IUPAC Traditional name: ethyl N-(4-{[3-(hydroxymethyl)phenyl]amino}pyridin-3-ylsulfonyl)carbamate
• Synonyms: Ethyl [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamate; [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester

Database IDs

• CAS Number: 72810-57-2
• PubChem SID: 164229870
• PubChem CID: 71750451

CALCULATED PROPERTIES

• Acid pKa: 4.997439
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.32510242
• LogD (pH = 7.4): 0.062086992
• Log P: 0.5082985
• Molar Refractivity: 87.2992 cm^3
• Polarizability: 34.272526 Å^3
• Polar Surface Area: 117.62 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M320685

Torasemide intermediate.

REFERENCES

• Delarge, J., et al.: Eur. J. Med. Chem., 16, 65 (1981)