6-(5-carboxypyridin-2-yl)pyridine-3-carboxylic acid

• ChemBase ID: 68440
• Molecular Formular: C12H8N2O4
• Molecular Mass: 244.20292
• Monoisotopic Mass: 244.04840675
• SMILES: c1(ccc(cn1)C(=O)O)c1ccc(cn1)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(nc1)c1ccc(cn1)C(=O)O
• InChI: InChI=1S/C12H8N2O4/c15-11(16)7-1-3-9(13-5-7)10-4-2-8(6-14-10)12(17)18/h1-6H,(H,15,16)(H,17,18)
• InChIKey: KVQMUHHSWICEIH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(5-carboxypyridin-2-yl)pyridine-3-carboxylic acid
• IUPAC Traditional name: 6-(5-carboxypyridin-2-yl)pyridine-3-carboxylic acid
• Synonyms: [2,2'-Bipyridine]-5,5'-dicarboxylic acid; 2,2′-Bipyridine-5,5′-dicarboxylic acid; 2,2'-Bipyridine-5,5'-dicarboxylic acid; [2,2'-Bipyridine]-5,5'-dicarboxylic Acid; 2,2'-Bipyridyl-5,5'-dicarboxylic Acid; 5,5'-Dicarboxy-2,2'-bipyridine; 6,6'-Binicotinic Acid; 2,2′-联吡啶-5,5′-二羧酸

Database IDs

• CAS Number: 1802-30-8
• MDL Number: MFCD01318320
• PubChem SID: 24873972; 162034171
• PubChem CID: 192744

CALCULATED PROPERTIES

• Acid pKa: 3.4254107
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.2874742
• LogD (pH = 7.4): -5.3221216
• Log P: 1.2719928
• Molar Refractivity: 60.6488 cm^3
• Polarizability: 24.174892 Å^3
• Polar Surface Area: 100.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >360 °C(lit.)

Safety Information

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

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C12H8N2O4

DETAILS

Sigma Aldrich - 517763

Packaging
1 g in glass bottle

Toronto Research Chemicals - B387150

A Nicotinic acid (N429250) derivative for treatment of hypercholesterolemia and hyperlipidemia and cardiovascular disease.

REFERENCES

• Hales, N.J., et al.: J. Med. Chem., 36, 3853 (1993)