ethyl 4-{3-[(dimethylcarbamoyl)methyl]-6-methylimidazo[1,2-a]pyridin-2-yl}benzoate

• ChemBase ID: 179666
• Molecular Formular: C21H23N3O3
• Molecular Mass: 365.42562
• Monoisotopic Mass: 365.17394161
• SMILES: c1cc(cn2c1nc(c2CC(=O)N(C)C)c1ccc(cc1)C(=O)OCC)C
• Canonical SMILES: CCOC(=O)c1ccc(cc1)c1nc2n(c1CC(=O)N(C)C)cc(cc2)C
• InChI: InChI=1S/C21H23N3O3/c1-5-27-21(26)16-9-7-15(8-10-16)20-17(12-19(25)23(3)4)24-13-14(2)6-11-18(24)22-20/h6-11,13H,5,12H2,1-4H3
• InChIKey: DKOIMEPCJNNZDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{3-[(dimethylcarbamoyl)methyl]-6-methylimidazo[1,2-a]pyridin-2-yl}benzoate
• IUPAC Traditional name: ethyl 4-{3-[(dimethylcarbamoyl)methyl]-6-methylimidazo[1,2-a]pyridin-2-yl}benzoate
• Synonyms: 4-[3-[2-(Dimethylamino)-2-oxoethyl]-6-methylimidazo[1,2-a]pyridin-2-yl]benzoic Acid Ethyl Ester; Zolpidem Phenyl-4-carboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 1026465-13-3
• PubChem SID: 164235576
• PubChem CID: 16088237

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5032449
• LogD (pH = 7.4): 2.857178
• Log P: 2.8644903
• Molar Refractivity: 105.3164 cm^3
• Polarizability: 40.83361 Å^3
• Polar Surface Area: 63.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - Z650020

An intermediate in the preparation of Zolpidem metabolites

REFERENCES

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