4-[(E)-2-{4-hydroxy-3-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]phenyl}diazen-1-yl]-N-(pyridin-2-yl)benzene-1-sulfonamide

• ChemBase ID: 162408
• Molecular Formular: C28H22N8O5S2
• Molecular Mass: 614.65488
• Monoisotopic Mass: 614.11545784
• SMILES: c1(ccc(c(c1)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ncccc1)O)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ncccc1
• Canonical SMILES: Oc1ccc(cc1/N=N/c1ccc(cc1)S(=O)(=O)Nc1ccccn1)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ccccn1
• InChI: InChI=1S/C28H22N8O5S2/c37-26-16-11-22(33-31-20-7-12-23(13-8-20)42(38,39)35-27-5-1-3-17-29-27)19-25(26)34-32-21-9-14-24(15-10-21)43(40,41)36-28-6-2-4-18-30-28/h1-19,37H,(H,29,35)(H,30,36)/b33-31+,34-32+
• InChIKey: ZUOKIDHOXLRZTG-FMWAKIAMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-{4-hydroxy-3-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]phenyl}diazen-1-yl]-N-(pyridin-2-yl)benzene-1-sulfonamide
• IUPAC Traditional name: 4-[(E)-2-{4-hydroxy-3-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]phenyl}diazen-1-yl]-N-(pyridin-2-yl)benzenesulfonamide
• Synonyms: 2,4-Bis[[4-(2-pyridylsulfamoyl)phenyl]azo]phenol; Sulfasalazine Impurity A; 2,4-Bis[[p-(2-pyridylsulfamoyl)phenyl]azo]hydroxybenzene (Sulfasalazine Impurity A)

Database IDs

• PubChem SID: 162256543
• PubChem CID: 71314108

CALCULATED PROPERTIES

• Acid pKa: 6.44454
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 6.1656575
• LogD (pH = 7.4): 5.0870595
• Log P: 6.2103686
• Molar Refractivity: 166.6545 cm^3
• Polarizability: 61.398724 Å^3
• Polar Surface Area: 187.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B525800

An dimeric impurity of Sulfasalazine (S699084).