2-chloro-5,6-dimethylpyridine-3-carboxylic acid

• ChemBase ID: 18023
• Molecular Formular: C8H8ClNO2
• Molecular Mass: 185.60762
• Monoisotopic Mass: 185.02435618
• SMILES: c1(c(nc(c(c1)C)C)Cl)C(=O)O
• Canonical SMILES: OC(=O)c1cc(C)c(nc1Cl)C
• InChI: InChI=1S/C8H8ClNO2/c1-4-3-6(8(11)12)7(9)10-5(4)2/h3H,1-2H3,(H,11,12)
• InChIKey: JGTHNXDWSRAIAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-5,6-dimethylpyridine-3-carboxylic acid
• IUPAC Traditional name: 2-chloro-5,6-dimethylpyridine-3-carboxylic acid
• Synonyms: 2-Chloro-5,6-dimethyl-nicotinic acid; 2-chloro-5,6-dimethylnicotinic acid; 2-Chloro-5,6-dimethyl-3-pyridinecarboxylic Acid; 2-Chloro-5,6-dimethyl Nicotinic Acid

Database IDs

• CAS Number: 120003-75-0
• MDL Number: MFCD07801116
• PubChem SID: 160981330
• PubChem CID: 6484125

CALCULATED PROPERTIES

• Acid pKa: 3.6518028
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.032781154
• LogD (pH = 7.4): -1.443628
• Log P: 1.8821697
• Molar Refractivity: 46.6561 cm^3
• Polarizability: 17.313107 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 170-173°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - C365425

An intermediate in the preparation of Omeprazole metabolites.

REFERENCES

• Renberg, L., et al.: Drug Metab. Disposition, 17, 69 (1989)