2-hydroxy-3,5-bis[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid

• ChemBase ID: 162409
• Molecular Formular: C29H22N8O7S2
• Molecular Mass: 658.66438
• Monoisotopic Mass: 658.10528708
• SMILES: c1(cc(c(c(c1)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ncccc1)O)C(=O)O)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ncccc1
• Canonical SMILES: OC(=O)c1cc(/N=N/c2ccc(cc2)S(=O)(=O)Nc2ccccn2)cc(c1O)/N=N/c1ccc(cc1)S(=O)(=O)Nc1ccccn1
• InChI: InChI=1S/C29H22N8O7S2/c38-28-24(29(39)40)17-21(34-32-19-7-11-22(12-8-19)45(41,42)36-26-5-1-3-15-30-26)18-25(28)35-33-20-9-13-23(14-10-20)46(43,44)37-27-6-2-4-16-31-27/h1-18,38H,(H,30,36)(H,31,37)(H,39,40)/b34-32+,35-33+
• InChIKey: XUCGEVUEJYLZHM-XUXOKTBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3,5-bis[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid
• IUPAC Traditional name: 2-hydroxy-3,5-bis[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid
• Synonyms: 2-Hydroxy-3,5-bis[2-[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl]benzoic Acid; Sulfasalazine Impurity B; 3,5-Bis[[p-(2-pyridylsulfamoyl)phenyl]azo]salicylic Acid (Sulfasalazine Impurity B)

Database IDs

• PubChem SID: 162256544
• PubChem CID: 71314109

CALCULATED PROPERTIES

• Acid pKa: 3.7477643
• H Acceptors: 13
• H Donor: 4
• LogD (pH = 5.5): 4.6757784
• LogD (pH = 7.4): 2.0980024
• Log P: 6.221314
• Molar Refractivity: 173.9107 cm^3
• Polarizability: 63.8071 Å^3
• Polar Surface Area: 225.09 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B525810

An dimeric impurity of Sulfasalazine (S699084).