2-hydroxypyridine-3-carboxylic acid

• ChemBase ID: 16298
• Molecular Formular: C6H5NO3
• Molecular Mass: 139.1088
• Monoisotopic Mass: 139.02694303
• SMILES: c1cnc(c(c1)C(=O)O)O
• Canonical SMILES: OC(=O)c1cccnc1O
• InChI: InChI=1S/C6H5NO3/c8-5-4(6(9)10)2-1-3-7-5/h1-3H,(H,7,8)(H,9,10)
• InChIKey: UEYQJQVBUVAELZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxypyridine-3-carboxylic acid
• IUPAC Traditional name: 2-hydroxypyridine-3-carboxylic acid
• Synonyms: 2-Hydroxynicotinic acid; 2-Hydroxypyridine-3-carboxylic acid; 2-Hydroxypyridine-3-carboxylic acid; 3-Carboxy-2-hydroxypyridine; 2-Hydroxynicotinic acid 98%; 1,2-Dihydro-2-oxo-3-pyridinecarboxylic Acid; 1,2-Dihydro-2-oxonicotinic Acid 1,2-Dihydro-2-oxo-3-pyridinecarboxylic Acid; 1,2-Dihydro-2-oxonicotinic Acid; 2-Hydroxy-3-carboxypyridine; 2-Oxo-1,2-dihydropyridine-3-carboxylic Acid; 3-Carboxy-2-pyridone; NSC 226152; 2-Hydroxy Nicotinic Acid; 2-Hydroxynicotinic acid; 2-Hydroxynicotinic acid; 2-羟基吡啶-3-羧酸; 2-羟基烟酸; 2-羟基吡啶-3-羧酸; 2-羟基烟酸

Database IDs

• CAS Number: 609-71-2
• EC Number: 210-198-2
• MDL Number: MFCD00010100
• Beilstein Number: 119028; 472167
• PubChem SID: 160979605; 24855099; 24879628
• PubChem CID: 69114

CALCULATED PROPERTIES

• Acid pKa: 3.4684303
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.6736084
• LogD (pH = 7.4): -2.0321789
• Log P: 1.3540485
• Molar Refractivity: 33.4517 cm^3
• Polarizability: 12.468982 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble0.1 g/mL, clear
• Melting Point: 256-261°C; 258-260°C; 258-261 °C; 258-261 °C(lit.); 260-261°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (T); 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C6H5NO3

DETAILS

Sigma Aldrich - 251054

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - H948725

A Nicotinic acid (N429250) analogue used as a growth factor in Erwinia amylovora growth (pear and apple blossoms).

REFERENCES

• Davis, A., et al.: Planta, 205, 305 (1998)
• Valls, F., et al.: J. Agric. Food Chem., 48, 3392 (1998)
• Gardener, M., et al.: J. Chem. Ecol., 2001, 27, 2545 (1998)