2-{2-[4-(ethoxycarbonyl)phenyl]-6-methylimidazo[1,2-a]pyridin-3-yl}acetic acid

• ChemBase ID: 168321
• Molecular Formular: C19H18N2O4
• Molecular Mass: 338.35722
• Monoisotopic Mass: 338.12665707
• SMILES: c1cc(cn2c1nc(c2CC(=O)O)c1ccc(cc1)C(=O)OCC)C
• Canonical SMILES: CCOC(=O)c1ccc(cc1)c1nc2n(c1CC(=O)O)cc(cc2)C
• InChI: InChI=1S/C19H18N2O4/c1-3-25-19(24)14-7-5-13(6-8-14)18-15(10-17(22)23)21-11-12(2)4-9-16(21)20-18/h4-9,11H,3,10H2,1-2H3,(H,22,23)
• InChIKey: NSLAIYSSTGSVPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[4-(ethoxycarbonyl)phenyl]-6-methylimidazo[1,2-a]pyridin-3-yl}acetic acid
• IUPAC Traditional name: {2-[4-(ethoxycarbonyl)phenyl]-6-methylimidazo[1,2-a]pyridin-3-yl}acetic acid
• Synonyms: 2-[4-(Ethoxycarbonyl)phenyl]-6-methyl-imidazo[1,2-a]pyridine-3-acetic Acid

Database IDs

• CAS Number: 1025962-20-2
• PubChem SID: 162262453
• PubChem CID: 16088236

CALCULATED PROPERTIES

• Acid pKa: 3.837776
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5516135
• LogD (pH = 7.4): 0.22959241
• Log P: 1.6707108
• Molar Refractivity: 93.7008 cm^3
• Polarizability: 36.44928 Å^3
• Polar Surface Area: 80.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - E891595

An intermediate in the preparation of Zolpidem metabolites

REFERENCES

• Klupsch, F., et al.: Chem. Pharm. Bull., 54, 1318 (2006)