5-amino-2-hydroxy(2H3)benzoic acid hydrochloride

• ChemBase ID: 172793
• Molecular Formular: C7H8ClNO3
• Molecular Mass: 189.59632
• Monoisotopic Mass: 189.0192708
• SMILES: c1c(ccc(c1C(=O)O)O)N.Cl
• Canonical SMILES: Nc1ccc(c(c1)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
• InChIKey: KKRSNTURHSOKTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2-hydroxy(^2H₃)benzoic acid hydrochloride
• IUPAC Traditional name: 5-amino-2-hydroxy(^2H₃)benzoic acid hydrochloride
• Synonyms: 5-Amino-2-hydroxybenzoic Acid-d3 Hydrochloride; 5-Aminosalicylic Acid-d3 Hydrochloride; Mesalazine-d3 Hydrochloride

Database IDs

• PubChem SID: 164228703
• PubChem CID: 71750019

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: 14.48142 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M258103

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)