6-methylpyridine-2-carboxylic acid

• ChemBase ID: 53615
• Molecular Formular: C7H7NO2
• Molecular Mass: 137.13598
• Monoisotopic Mass: 137.04767847
• SMILES: n1c(C(=O)O)cccc1C
• Canonical SMILES: Cc1cccc(n1)C(=O)O
• InChI: InChI=1S/C7H7NO2/c1-5-3-2-4-6(8-5)7(9)10/h2-4H,1H3,(H,9,10)
• InChIKey: LTUUGSGSUZRPRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methylpyridine-2-carboxylic acid
• IUPAC Traditional name: 6-methylpyridine-2-carboxylic acid
• Synonyms: 6-Methyl-2-pyridinecarboxylic acid; 6-Methylpicolinic acid; 6-Methylpyridine-2-carboxylic acid; 2-Carboxy-6-methylpyridine; NSC 109143; NSC 26023; 6-Methylpyridine-2-carboxylic acid; 6-METHYLPICOLINIC ACID; 6-甲基-2-吡啶羧酸; 6-甲基吡啶-2-甲酸; 6-甲基吡啶-2-羧酸

Database IDs

• CAS Number: 934-60-1
• EC Number: 213-287-4
• MDL Number: MFCD00023481
• PubChem SID: 24869943; 162058378
• PubChem CID: 70282

CALCULATED PROPERTIES

• Acid pKa: 1.0097178
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.1606499
• LogD (pH = 7.4): -2.0781333
• Log P: -1.102844
• Molar Refractivity: 35.3768 cm^3
• Polarizability: 13.554142 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-127 °C(lit.); 127-131°C; 130 - 132°C
• Boiling Point: 100 °C/4.5 mmHg(lit.); 100°C/4.5mm
• Hydrophobicity(logP): 1.718

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; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C7H7NO2

DETAILS

Sigma Aldrich - 462128

Packaging
1, 5 g in glass bottle
Application
Pharmacological activity studied in regard to:
• Interactions of carrier ligands of antidiabetic metal complexes with human serum albumin1
• Ability to chelate metalloenzyme inhibitors2
• Interactions of insulin-mimetic zinc(II) complexes with cell constituents3Reactant for:
• Synthesis of inhibitors of human 11β -hydroxysteroid dehydrogenase type 14
• Lewis base organocatalysts for stereoselective hydrosilylation reactions5Biological studies of insulin-enhancing complexes6