disodium 5-{2-[3-carboxylato-4-hydroxy(1,2,3,4,5,6-13C6)phenyl]diazen-1-yl}-2-hydroxy(1,2,3,4,5,6-13C6)benzoate

• ChemBase ID: 175883
• Molecular Formular: C14H8N2Na2O6
• Molecular Mass: 358.11451806
• Monoisotopic Mass: 358.0580326
• SMILES: [13cH]1[13cH][13c]([13cH][13c]([13c]1O)C(=O)[O-])/N=N/[13c]1[13cH][13cH][13c]([13c]([13cH]1)C(=O)[O-])O.[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)[13c]1[13cH][13c](/N=N/[13c]2[13cH][13cH][13c]([13c]([13cH]2)C(=O)[O-])O)[13cH][13cH][13c]1O.[Na+].[Na+]
• InChI: InChI=1S/C14H10N2O6.2Na/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22;;/h1-6,17-18H,(H,19,20)(H,21,22);;/q;2*+1/p-2/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1
• InChIKey: ZJEFYLVGGFISGT-IKJBZAEVSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 5-{2-[3-carboxylato-4-hydroxy(1,2,3,4,5,6-^1^3C₆)phenyl]diazen-1-yl}-2-hydroxy(1,2,3,4,5,6-^1^3C₆)benzoate
• IUPAC Traditional name: disodium 5-{2-[3-carboxylato-4-hydroxy(1,2,3,4,5,6-^1^3C₆)phenyl]diazen-1-yl}-2-hydroxy(1,2,3,4,5,6-^1^3C₆)benzoate
• Synonyms: 3,3'-(1,2-Diazenediyl)bis[6-hydroxybenzoic Acid-13C12 Sodium Salt; 3,3’-Azobis(6-hydroxybenzoic Acid)-13C12 Sodium Salt; Azodisal Sodium-13C12; Disodium Azodisalicylate-13C12; C.I. 14130-13C12; CJ-91B-13C12; Chrome Yellow AS-13C12; Dipentum-13C12; Sodium Azodisalicylate-13C12; Olsalazine-13C12 Sodium Salt

Database IDs

• PubChem SID: 164231793
• PubChem CID: 71751326

CALCULATED PROPERTIES

• Acid pKa: 2.926956
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.11579686
• LogD (pH = 7.4): -2.4937713
• Log P: 4.3871746
• Molar Refractivity: 100.5254 cm^3
• Polarizability: 27.413101 Å^3
• Polar Surface Area: 145.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O586002

Labelled Olsalazine (O586000). Dimer of Mesalazine (M258100), an anti-inflammatory drug used in the treatment of inflammatory bowel disease and ulcerative colitis.

REFERENCES

• Willoughby, C.P., Gut, 23. 1081 (1982)
• Scand, J., et al.: Gastroenterol, 20, 607 (1982)
• Wadworth, A.N., et al.: Drugs, 41, 647 (1991)