4-(3-{[bis(2H3)methylcarbamoyl]methyl}-6-methylimidazo[1,2-a]pyridin-2-yl)benzoic acid

• ChemBase ID: 179665
• Molecular Formular: C19H19N3O3
• Molecular Mass: 337.37246
• Monoisotopic Mass: 337.14264148
• SMILES: c1cc(cn2c1nc(c2CC(=O)N(C)C)c1ccc(cc1)C(=O)O)C
• Canonical SMILES: Cc1ccc2n(c1)c(CC(=O)N(C)C)c(n2)c1ccc(cc1)C(=O)O
• InChI: InChI=1S/C19H19N3O3/c1-12-4-9-16-20-18(13-5-7-14(8-6-13)19(24)25)15(22(16)11-12)10-17(23)21(2)3/h4-9,11H,10H2,1-3H3,(H,24,25)
• InChIKey: FELZONDEFBLTSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3-{[bis(^2H₃)methylcarbamoyl]methyl}-6-methylimidazo[1,2-a]pyridin-2-yl)benzoic acid
• IUPAC Traditional name: 4-(3-{[bis(^2H₃)methylcarbamoyl]methyl}-6-methylimidazo[1,2-a]pyridin-2-yl)benzoic acid
• Synonyms: 4-[3-[2-(Dimethylamino-d6)-2-oxoethyl]-6-methylimidazo[1,2-a]pyridin-2-yl]benzoic Acid; SL 84.0589-d6; Zolpidem-d6 Carboxylic Acid; Zolpidem-d6 Phenyl-4-carboxylic Acid

Database IDs

• CAS Number: 1189868-12-9
• PubChem SID: 164235575
• PubChem CID: 46783281

CALCULATED PROPERTIES

• Acid pKa: 3.8744142
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.46754956
• LogD (pH = 7.4): -0.8861249
• Log P: 0.60623354
• Molar Refractivity: 95.7987 cm^3
• Polarizability: 36.892555 Å^3
• Polar Surface Area: 74.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 268-271°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - Z650017

A major labelled metabolite of Zolpidem.

REFERENCES

• Crestani, F., et al.: Br. J. Pharmacol., 131, 1251 (2000)
• Li, Q., et al.: Bioorg. Med. Chem. Lett., 12, 465 (2000)
• Goulle, J., et al.: Ther. Drug Monit., 26, 206 (2000)
• Ohkanda, J., et al.: J. Med. Chem., 47, 432 (2000)
• Blackaby, W., et al.: Bioorg. M