4-[(E)-2-(2-hydroxyphenyl)diazen-1-yl]-N-(pyridin-2-yl)benzene-1-sulfonamide

• ChemBase ID: 177202
• Molecular Formular: C17H14N4O3S
• Molecular Mass: 354.38306
• Monoisotopic Mass: 354.07866133
• SMILES: c1(ccccc1O)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ncccc1
• Canonical SMILES: Oc1ccccc1/N=N/c1ccc(cc1)S(=O)(=O)Nc1ccccn1
• InChI: InChI=1S/C17H14N4O3S/c22-16-6-2-1-5-15(16)20-19-13-8-10-14(11-9-13)25(23,24)21-17-7-3-4-12-18-17/h1-12,22H,(H,18,21)/b20-19+
• InChIKey: HGJLOOKUKJWWDL-FMQUCBEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-(2-hydroxyphenyl)diazen-1-yl]-N-(pyridin-2-yl)benzene-1-sulfonamide
• IUPAC Traditional name: 4-[(E)-2-(2-hydroxyphenyl)diazen-1-yl]-N-(pyridin-2-yl)benzenesulfonamide
• Synonyms: 4-[2-(2-Hydroxyphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide; 4-[(2-Hydroxyphenyl)azo]-N-2-pyridinylbenzenesulfonamide; Sulfasalazine Impurity D; 2-[[4-(2-Pyridylsulfamoyl)phenyl]azo]hydroxybenzene(Sulfasalazine Impurity D)

Database IDs

• CAS Number: 66364-70-3
• PubChem SID: 164233112
• PubChem CID: 23344740

CALCULATED PROPERTIES

• Acid pKa: 6.7451887
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.9176536
• LogD (pH = 7.4): 3.378252
• Log P: 3.9400246
• Molar Refractivity: 97.3467 cm^3
• Polarizability: 36.152336 Å^3
• Polar Surface Area: 104.01 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P995800

An impurity of Sulfasalazine (S699084).

REFERENCES

• Zalipsky, J.J. et al.: J. Pharmac. Sci., 67, 387 (1978)