4-aminobenzene-1,2-diol

• ChemBase ID: 159913
• Molecular Formular: C6H7NO2
• Molecular Mass: 125.12528
• Monoisotopic Mass: 125.04767847
• SMILES: c1(ccc(cc1O)N)O
• Canonical SMILES: Nc1ccc(c(c1)O)O
• InChI: InChI=1S/C6H7NO2/c7-4-1-2-5(8)6(9)3-4/h1-3,8-9H,7H2
• InChIKey: KDHUXRBROABJBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-aminobenzene-1,2-diol
• IUPAC Traditional name: 4-aminobenzene-1,2-diol
• Synonyms: 4-Aminopyrocatechol; 1-Amino-3,4-dihydroxybenzene; 3,4-Dihydroxyaniline; 3,4-Dihydroxyphenylamine; 4-Amino-1,2-benzenediol; 4-Aminocatechol; A 3253; KYJ 3-018; Aminocatechol

Database IDs

• CAS Number: 13047-04-6
• PubChem SID: 162254048
• PubChem CID: 151726

CALCULATED PROPERTIES

• Acid pKa: 9.777915
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.42861822
• LogD (pH = 7.4): 0.53377926
• Log P: 0.53718925
• Molar Refractivity: 34.7202 cm^3
• Polarizability: 12.692087 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A603280

A phenol derivative with inhibitory activity against matrix metalloproteinase (MMP).

REFERENCES

• Rubino, M.T. et al.: Arch. Pharm., 344, 557 (2011)