methyl 3-{[bis(2H3)methylcarbamoyl]methyl}-2-(4-methylphenyl)imidazo[1,2-a]pyridine-6-carboxylate

• ChemBase ID: 179669
• Molecular Formular: C20H21N3O3
• Molecular Mass: 351.39904
• Monoisotopic Mass: 351.15829155
• SMILES: c1cc(cn2c1nc(c2CC(=O)N(C)C)c1ccc(cc1)C)C(=O)OC
• Canonical SMILES: COC(=O)c1ccc2n(c1)c(CC(=O)N(C)C)c(n2)c1ccc(cc1)C
• InChI: InChI=1S/C20H21N3O3/c1-13-5-7-14(8-6-13)19-16(11-18(24)22(2)3)23-12-15(20(25)26-4)9-10-17(23)21-19/h5-10,12H,11H2,1-4H3
• InChIKey: PJGUQNRCDQDKRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[bis(^2H₃)methylcarbamoyl]methyl}-2-(4-methylphenyl)imidazo[1,2-a]pyridine-6-carboxylate
• IUPAC Traditional name: methyl 3-{[bis(^2H₃)methylcarbamoyl]methyl}-2-(4-methylphenyl)imidazo[1,2-a]pyridine-6-carboxylate
• Synonyms: 3-[2-(Dimethylamino)-2-oxoethyl]-2-(4-methylphenyl)-imidazo[1,2-a]pyridine-6-carboxylic Acid-d6 Methyl Ester; Zolpidem-d6 6-Carboxylic Acid Methyl Ester

Database IDs

• PubChem SID: 164235579
• PubChem CID: 46783283

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.436948
• LogD (pH = 7.4): 2.5067112
• Log P: 2.5076823
• Molar Refractivity: 100.5678 cm^3
• Polarizability: 38.993507 Å^3
• Polar Surface Area: 63.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Z650027

An intermediate in the production of labelled Zolpidem metabolites

REFERENCES

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