5-cyanopyridine-2-carboxylic acid

• ChemBase ID: 43073
• Molecular Formular: C7H4N2O2
• Molecular Mass: 148.11886
• Monoisotopic Mass: 148.02727738
• SMILES: c1(cnc(cc1)C(=O)O)C#N
• Canonical SMILES: N#Cc1ccc(nc1)C(=O)O
• InChI: InChI=1S/C7H4N2O2/c8-3-5-1-2-6(7(10)11)9-4-5/h1-2,4H,(H,10,11)
• InChIKey: HRLVPHGCEGTVLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-cyanopyridine-2-carboxylic acid
• IUPAC Traditional name: 5-cyanopyridine-2-carboxylic acid
• Synonyms: 5-cyanopyridine-2-carboxylic acid; 5-Cyano-2-pyridinecarboxylic Acid; 5-Cyanopicoliniic Acid; 5-Cyanopicolinic Acid; 5-Cyanopicolinic acid; 5-Cyanopyridine-2-carboxylic acid; 5-Cyano-2-pyridinecarboxylic acid

Database IDs

• CAS Number: 53234-55-2
• MDL Number: MFCD09152775
• PubChem SID: 162047836
• PubChem CID: 12400734

CALCULATED PROPERTIES

• Acid pKa: 3.2209482
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.6124164
• LogD (pH = 7.4): -2.7884831
• Log P: 0.6551028
• Molar Refractivity: 36.5069 cm^3
• Polarizability: 13.662436 Å^3
• Polar Surface Area: 73.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 199 - 201°C; 210-215 °C; 212 - 214 °C; 212-214°C
• Hydrophobicity(logP): 0.508

Safety Information

• Storage Condition: Store under N2
• Storage Warning: IRRITANT
• European Hazard Symbols: Toxic (T); X
• UN Number: UN3439
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22-36/37/38; 25
• Safety Statements: 26-36/37/39-60; 45
• TSCA Listed: false; 否
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H331-H302-H312-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P301 + P310
• Storage Temperature: 2-8°C

Product Information

• Purity: >95%; 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C7H4N2O2

DETAILS

Sigma Aldrich - 735361

Packaging
1 g in glass bottle

Toronto Research Chemicals - C982085

5-Cyanopicolinic Acid is a substituted picolinic acid tested for inhibition of DBM (Dopamine β-monooxygenase) from bovine adrenal medulla.

REFERENCES

• Nagatsu, T., et al.: Biochem. Pharmacol., 19, 35 (1970)
• Brenner, M., et al.: Biochemistry, 28, 4664 (1970)
• Evans, J., et al.: J. Biol. Chem., 278, 49691 (1970)