4-aminopyridin-3-ol

• ChemBase ID: 66743
• Molecular Formular: C5H6N2O
• Molecular Mass: 110.11394
• Monoisotopic Mass: 110.04801282
• SMILES: c1c(c(ccn1)N)O
• Canonical SMILES: Nc1ccncc1O
• InChI: InChI=1S/C5H6N2O/c6-4-1-2-7-3-5(4)8/h1-3,8H,(H2,6,7)
• InChIKey: DBDKLFOUWUHPDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-aminopyridin-3-ol
• IUPAC Traditional name: 4-aminopyridin-3-ol
• Synonyms: Phosphorus, plasma standard solution, Specpure®, P 1000?g/ml; 4-Amino-3-hydroxypyridine; 3-Hydroxy-4-aminopyridine; 4-Amino-3-pyridinol; 4-Amino-3-hydroxypyridine; 4-Aminopyridin-3-ol; 4-aminopyridin-3-ol; 磷,等离子标准溶液, Specpure?, P 1000?g/ml

Database IDs

• CAS Number: 52334-53-9
• MDL Number: MFCD00133771; MFCD01941262; MFCD08729308
• PubChem SID: 162032479
• PubChem CID: 2762419

CALCULATED PROPERTIES

• Acid pKa: 9.785842
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3613249
• LogD (pH = 7.4): -1.2986343
• Log P: -0.86170745
• Molar Refractivity: 30.5824 cm^3
• Polarizability: 11.1832075 Å^3
• Polar Surface Area: 59.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Melting Point: 221-223°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: false; 否; 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501

Product Information

• Purity: 95%; 95+%; 97%

DETAILS

Toronto Research Chemicals - A611605

4-Amino-3-hydroxypyridine is a hydroxylated impurity as well as a metabolite of the potassium channel blocker Fampridine (D113500).

REFERENCES

• Smith, W. et al.: J. Clin. Pharmacol., 50, 151 (2010)
• Thomas, S. et al.: J. Pharmac. Biomed. Anal., 58, 136 (2010)