2-[6-(methoxycarbonyl)-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid

• ChemBase ID: 172821
• Molecular Formular: C18H16N2O4
• Molecular Mass: 324.33064
• Monoisotopic Mass: 324.111007
• SMILES: c1cc(cn2c1nc(c2CC(=O)O)c1ccc(cc1)C)C(=O)OC
• Canonical SMILES: COC(=O)c1ccc2n(c1)c(CC(=O)O)c(n2)c1ccc(cc1)C
• InChI: InChI=1S/C18H16N2O4/c1-11-3-5-12(6-4-11)17-14(9-16(21)22)20-10-13(18(23)24-2)7-8-15(20)19-17/h3-8,10H,9H2,1-2H3,(H,21,22)
• InChIKey: OKWRTEAEZIXBEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[6-(methoxycarbonyl)-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid
• IUPAC Traditional name: [6-(methoxycarbonyl)-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid
• Synonyms: Methyl 3-Carboxymethyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-6-carboxylate; 6-(Methoxycarbonyl)-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetic Acid,

Database IDs

• CAS Number: 917252-80-3
• PubChem SID: 164228731
• PubChem CID: 16088233

CALCULATED PROPERTIES

• Acid pKa: 3.817555
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.3908259
• LogD (pH = 7.4): -0.20281346
• Log P: 1.8011347
• Molar Refractivity: 88.9522 cm^3
• Polarizability: 34.61176 Å^3
• Polar Surface Area: 80.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dimethylformamide; Methanol
• Apperance: Pale Brown Solid

DETAILS

Toronto Research Chemicals - M261340

An intermediate in the production of labelled Zolpidem metabolites

REFERENCES

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