2-hydroxy-5-[(E)-2-[4-(2-imino-1,2-dihydropyridin-1-yl)phenyl]diazen-1-yl]benzoic acid

• ChemBase ID: 177678
• Molecular Formular: C18H14N4O3
• Molecular Mass: 334.32876
• Monoisotopic Mass: 334.10659033
• SMILES: c1(cc(c(cc1)O)C(=O)O)/N=N/c1ccc(cc1)n1ccccc1=N
• Canonical SMILES: OC(=O)c1cc(/N=N/c2ccc(cc2)n2ccccc2=N)ccc1O
• InChI: InChI=1S/C18H14N4O3/c19-17-3-1-2-10-22(17)14-7-4-12(5-8-14)20-21-13-6-9-16(23)15(11-13)18(24)25/h1-11,19,23H,(H,24,25)/b19-17?,21-20+
• InChIKey: MPAOEFAYUQSYFI-FTRZRGPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-5-[(E)-2-[4-(2-imino-1,2-dihydropyridin-1-yl)phenyl]diazen-1-yl]benzoic acid
• IUPAC Traditional name: 2-hydroxy-5-[(E)-2-[4-(2-iminopyridin-1-yl)phenyl]diazen-1-yl]benzoic acid
• Synonyms: 2-Hydroxy-5-[2-[4-(2-imino-1(2H)-pyridinyl)phenyl]diazenyl]benzoic Acid; 2-Hydroxy-5-[[4-(2-imino-1(2H)-pyridinyl)phenyl]azo]benzoic Acid; Sulfasalazine Impurity C; Salicylazoiminopyridine

Database IDs

• CAS Number: 66030-25-9
• PubChem SID: 164233588
• PubChem CID: 6455241

CALCULATED PROPERTIES

• Acid pKa: 3.2278943
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 2.8312123
• LogD (pH = 7.4): 2.7770026
• Log P: 2.8308744
• Molar Refractivity: 109.8666 cm^3
• Polarizability: 34.360943 Å^3
• Polar Surface Area: 109.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S088100

An impurity of Sulfasalazine (S699084).

REFERENCES

• Hagel, L.: Anal. Chim. Acta, 96, 293 (1978)