5-amino-2-hydroxy(1,2,3,4,5,6-13C6)benzoic acid hydrochloride

• ChemBase ID: 172792
• Molecular Formular: C7H8ClNO3
• Molecular Mass: 195.55224903
• Monoisotopic Mass: 195.03939983
• SMILES: [13cH]1[13c]([13cH][13cH][13c]([13c]1C(=O)O)O)N.Cl
• Canonical SMILES: N[13c]1[13cH][13cH][13c]([13c]([13cH]1)C(=O)O)O.Cl
• InChI: InChI=1S/C7H7NO3.ClH/c8-4-1-2-6(9)5(3-4)7(10)11;/h1-3,9H,8H2,(H,10,11);1H/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: KKRSNTURHSOKTM-BVNCJLROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2-hydroxy(1,2,3,4,5,6-^1^3C₆)benzoic acid hydrochloride
• IUPAC Traditional name: 5-amino-2-hydroxy(1,2,3,4,5,6-^1^3C₆)benzoic acid hydrochloride
• Synonyms: Mesasal-13C6 Hydrochloride; Pentasa-13C6 Hydrochloride; Mesalazine-13C6 Hydrochloride; 5-Amino-2-hydroxybenzoic Acid-13C6 Hydrochloride; 5-Aminosalicylic Acid-13C6 Hydrochloride; Fisalamine-13C6 Hydrochloride; 5-ASA-13C6 Hydrochloride; Mesalamine-13C6 Hydrochloride; Asacol-13C6 Hydrochloride; Asacolitin-13C6 Hydrochloride; Claversal-13C6 Hydrochloride

Database IDs

• CAS Number: 1261398-47-3
• PubChem SID: 164228702
• PubChem CID: 49849537

CALCULATED PROPERTIES

• Acid pKa: 2.0241883
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.43266416
• LogD (pH = 7.4): -1.7183259
• Log P: -0.2897824
• Molar Refractivity: 39.9955 cm^3
• Polarizability: 14.463507 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water (hot)
• Apperance: Off-White to Light Grey Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - M258102

The active labelled metabolite of Sulfasalazine (S699084). Anti-inflammatory (gastrointestinal).

REFERENCES

• Friedman, G., et al.: Am. J. Gastroenterol., 81, 141 (1986)
• Tursi A., Expert Opin. Pharmacother., 6, 69 (2005)